Product Marketing Adventures

Landing your first enterprise deal feels like you cracked the code. Then leadership wants ten more, and suddenly “going upmarket” becomes the plan, even if your motion still looks mid market. This episode is about what actually changes when you move into enterprise, and why it is not just selling to bigger companies. It is a different buyer, a different story, and a different way of proving value.

Quintin Smith joins me to break it down. He is a two time founding PMM, currently leading go to market at Unify, and previously helped scale CaptivateIQ during a major growth phase. He shares what it took to turn enterprise from a lucky win into a repeatable motion.

We get into the enterprise buyer dynamics that most teams underestimate, including the importance of the full buy team and the narrative shift required to win at that level. Quintin also walks through his Four Rs framework for building an upmarket strategy that can actually run, from research and refinement through enablement and reporting.

We also do a messaging critique of Profound, a company helping brands improve visibility inside AI platforms like ChatGPT and Microsoft Copilot. We talk about what they are doing well in clarity, and where a more future oriented narrative could help them own the category as search behavior shifts.


LINKS

Messaging Critique (Profound)
: tryprofound.com

Connect with Quintin:

LinkedIn
: https://www.linkedin.com/in/quintin-smith-35b51582/ 

Connect with Elle:

LinkedIn: https://www.linkedin.com/in/elle3izabeth/ 
Website: https://www.productmarketingadventures.com/ 

What is Product Marketing Adventures?

Product Marketing Adventures is the only PMM show that goes beyond theory and into the real execution of product marketing. In each episode, experienced product marketers co-host two segments of the show: first a case study example of their work, followed by a messaging critique of companies we admire. Listeners enjoy a fun conversation packed with practical guidance to leverage in your product marketing career.

I have to start today
with a brief story.

So it was when, back when I
was working at Twilio, and

our portfolio was one of the
newer ones to the business.

We operated kind of
like a startup within

a larger organization.

we had this big
deal close, right?

And it was one of the
first massive enterprise

deals that we got.

And of course, the sales
leadership ex- is excited, and

the executive team is excited,
and we're all celebrating.

And then someone said
something like, "We need to

get more of these deals, more
like this one." I remember

that moment so vividly, and
I'd bet there are other PMMs

out there who have been in
similar situations because

it always falls on PMMs to
help create the strategy

and messaging to get there.

All B2B companies out
there have been here at

some point in time, where
they've had success in SMB

or mid-market, and then they
start looking up market.

But moving up market isn't
as simple as just selling

to bigger companies.

Enterprise buyers often
care about different things.

They have different
stakeholders involved, and

the messaging that helped
you win those earlier

customers may not resonate
with the people who are

signing the larger contracts.

So today's episode is
about how to identify

those signals and turn
them into a repeatable

go-to-market motion.

And I could not think
of a better person to

have this conversation
with than Quintin Smith.

Quintin is a two-time
founding PMM who has spent

his career helping high-growth
startups figure out how to

turn those early traction
deals into scalable growth.

He was the founding PMM
at CaptivateIQ, helping

build the product marketing
function during a period of

hypergrowth, and today serves
as the product marketing

lead at UniFi, where he's
helping shape the go-to-market

strategy for one of the
fastest-growing AI native

companies in go-to-market.

Today's case study actually
comes from Quintin's

time at CaptivateIQ.

During a period of rapid
growth, the company started

seeing signs that enterprise
buyers were getting outsized

value from the product.

So the challenge was figuring
out whether those wins

were isolated successes
or if it was the beginning

of something much larger.

So Quintin helped uncover
those patterns behind

those deals, reshape the
messaging, all around

the executive buyers,
and built the playbooks,

enablement, and campaigns
that ultimately doubled

enterprise ARR within a year.

Quintin, it is amazing
to have you on the show.

thanks so much for having me.

Have been following
the f- uh, show.

You've had some amazing
speakers on, so really

grateful to be here, Um,
and just a little, uh,

additional on myself.

So as you kinda mentioned,
I've been in, uh, I've been

in, uh, product marketing
or sales enablement role

for almost a decade now.

So have seen a lot of
different things there, uh,

lots of different-- all of the
ins and outs of it, uh, across

multiple different companies,
more enterprise-y all the way

down to now a, uh, under 100-
employee startup, uh, in AI.

So have seen it on all fronts,
but h- really passionate

about PMM, super excited
to be here, and really s-

like passionate about how
PMM plays such a critical,

um, middle role in a company
between what you're building

and how you're selling it.

So really excited to talk
about all that today.

I love that.

So just as a sneak preview
for some of our guests, not

only will we talk about this
awesome case study, but just

given, Quentin, your unique
background and kind of, you

know, places you've served,
I'm gonna try to also cover

just the experience of being
a founding PMM, and then

also being a founding PMM at
an AI native company where

that is such a buzzword in
and of itself, and there

is such a mixture of hope
and excitement and maybe

a little bit of distrust
with all this AI talk.

So, I wanna try to
squeeze all that into

this conversation as well.

Enfin

So without further ado,
let's dive right in.

Okay.

So you are currently at UniFi,
and I wanna come back to

UniFi and your time there.

But today's case study
is actually about another

startup you worked at,
and that was CaptivateIQ.

So give us a quick summary
for those who may not

know, what is CaptivateIQ?

What's kinda the main
service offering?

Awesome.

Yeah.

So when I joined, or at the
time I joined, as simple

as possible, uh, CaptureIQ
was commission software.

So what it did was,
commissions obviously like

often a back office function
for like incentives, so paying

out your sellers based on how
they perform, uh, often run

in spreadsheets, but it can
be in- highly inaccurate and

also can be like a strategic
driver for your business.

So, uh, it's a really
important function that's

often overlooked and
no great tools for it.

So, uh, CaptureIQ, um, was
one of like the fastest

growing in that, displacing
spreadsheets and really

bringing on a lot of, uh,
startup early stage brands to

their commissions platform.

So, now they've even branched
further into the sales

planning world and into
this broader category of

sales performance management
for folks familiar,

uh, with that space.

But, um, yeah, that's
really what CaptureIQ is, so

I love that, and it's, um,
it's very helpful as we start

to think about what this case
study is going to look like,

'cause I imagine we're gonna
get into, um, your particular

persona and, you know,
what things were resonating

with, you know, mid-market
versus upmarket segments.

So, okay, now thinking more
closely on CaptivateIQ,

tell us more about what
the situation was like, you

know, when you started there.

obviously we're talking about
moving upmarket, but maybe,

like, right before that became
a priority, what was going

on and, and what led to that?

so a little bit
about my background.

So when I joined Catbird IQ, I
was hired as the founding PMM.

I believe I was the fourth
person on the marketing

team, and they were just
seeing a ton of success.

I came in right before
the Series C. They were

gonna raise 100 million and
just over a billion-dollar

valuation, so unicorn status.

You know, had the, uh, New
York Stock Exchange billboard,

like really exciting moment
for the company and really

that like critical like
juncture in growth, right?

Where they'd seen a ton
of traction with kind of

lookalike hot startups in
the SaaS space at the time.

I think this was a 2021,
I wanna say at the time.

Uh, but just a lot of like,
they had folks like Gong,

who was like a fast-growing
up, up-and-coming Sa- SaaS

player that they'd had from
the beginning, and similar

type, like these smaller
but really hyper-growth

SaaS companies that they'd
grown well with, seen

success with.

of like, like go-to-market
darlings, you know?

Like, that s- that space was,
like, getting really hot,

I feel like, in that time.

It's still actually
very, and a very

attractive space to be in

100%. So they were like one
of the hot players at the time

who was getting to working
with other folks at similar

stage and seeing a lot of suc-
success as they grew out their

go-to-market organization
and naturally needed to

stand up at scale commissions
plans really quickly.

So that was proving out
really well, selling a lot.

Uh, but as they were maturing
into this really, like,

established more mid-market
and kind of crossed the chasm,

like, uh, classically moving
to those large scale buyers,

um, they were looking to
really build out a more robust

both marketing function,
sales function, and really

just across the business.

So that was really the
point at which I came in and

kind of that like strategic
juncture for the business

Yeah.

Okay, so, the company's at
this really exciting moment,

and it was a, it was both
of natural progression

for the company, but there
were also a lot of market

signals that there was
appetite that was, that maybe

started and just easier to
capture in this enterprise,

or, um, I'm sorry, in this
mid-market and SMB segment.

But you start to see
signals that, okay, now

enterprises are catching on.

It's so funny.

I feel like enterprises,
while they have the biggest

budg- budgets and biggest
teams, they're actually

sometimes slower to pick up
on the innovations, right?

So what was actually
then going on?

Like, what was the
actual business challenge

that you personally,
became tasked with then?

Yeah.

So, and it was funny, we'd
obviously, uh, in addition

with some of the traction
we're seeing, like there

were a few logos that had
come through the door that

were like, "Oh wow, we're
actually unlocking value

for this really large scale
company." Like whether that

be in SaaS or even some
of the like adjacent more

like tech forward companies
and non-SaaS industries.

And we're just like, uh, as
I think you just get like

shiny object syndrome in a
company when you see like,

oh my God, like we've been
selling, you know, 30 ARK, ARR

deals and we just sold a 200K.

What if we just sold 10 of
these and we can meet our all

of those different things?

So the business starts to
get really, uh, you know,

everyone gets a little
bit, not distracted, but

the, uh, opportunistic when
that shows up naturally.

So, uh, when that started
happening and we like even

identified like early on
that that was like there was

some, like a key proponent
of our product was that

we're like highly flexible.

We're almost similar
to a spreadsheet where

you could really build
anything, and that was

like highly valuable for
enterprises, uh, in the space.

So like that was another
thing that we're like, okay,

there's probably something,
like there's probably

something here that we could
lean into, but it wasn't

necessarily like, okay, like
intentional move up market.

It was more like, okay, how do
we replicate these like three

200K deals or like this 600K
deal we almost won like last

year based on that loved us,
but just we didn't have this

one feature and really like
turn this into like, what if

we put intentional dollars,
effort, like marketing

focus, enablement all towards
this thing and sprint at

this and what can happen?

So that was really the
task at hand is like,

hey, can we like make this
repeatable and like actually

go find more of these?

So that was, that's
where we're at.

I love that, and I
wanna, um, double-click

on something you said.

You mentioned a lot of things,
but one of the things in your

list that you mentioned, and
in addition to obviously,

like, resources, but focus
on something like this.

And the reason why, I know
that sounds really trite,

but the reason why I wanna
double-click on this is

because I have seen, as you
pointed out, organizations

get really excited about
chasing the shiny object,

but you're still trying to
maintain everything else.

And when, e- especially
for a startup, when you're

spread too thin like
that, you lose focus.

So it sounds like you were
very intentional, very

intentional about, "No, no,
no, this is the strategy

we're going to try to make
repeatable, so let's go

after that." So where did you
start, I guess, with all that?

What's kinda the first
thing that you did?

Yeah.

And that's such a,
like, good observation.

I think that's so easy
to get, like, distracted,

and there needs to be,
like, intentionality

in that, like, push.

It can't be, like, an outlier
thing where like, oh, you

know, three months later
this customer is churning

because we realized we weren't
cut out for this, right?

Like, that was not we were,
like, seeing out of the

gates, and I think, like,
that would've been, like,

a full mistake if that had
b- had been the case, and,

like, that's oftentimes
probably what happens.

Like, some companies and
just products are really

f- well fit and can, like,
achieve, like, massive scale

selling to SMBs and being
this really user-forward,

self-serve, like, fast,
uh, lower ARR companies.

So at the time, like we were
looking into a bit of that,

but, like, what was, like,
those first steps we took?

One fortunate thing that
we had is like, um, we

had already a really st-
as our PMM team, we had a

strong win-loss motion set
up, which if for any of

the PMMs listening, like
win-loss can be one of the

most strategic and valuable
programs you can, build out

at any company, like the
insights you get from them.

I think, like, the pr-
challenge with win-loss is

like, it feels like, like a
nice to have oftentimes, where

it's just like this, you know,
and it's not on fire, right?

It's just like a thing you
could add as like, as like

a vitamin versus like,
yeah, like a painkiller,

you know, with the business.

But it has such a strategic
impact when it's done

right, and we really, like,
invested in that early.

So we're able to, like,
use not only that program,

which gives you a lot of,
like, qualitative insights

from, like, these 30-minute
interviews that we'd have with

a one-off sales, one-off with
the close-won and close-loss

champions that we talked to.

In addition to that, we
were running, like, and

this was pre, like, real
AI-- like strong AI or like

s- uh, wide AI adoption.

So I was building, like, pivot
tables and spreadsheets of

like, okay, for all of our
close-won and close-loss,

like for the deals we
won in enterprise, what

industry were they in?

Which personas were
we winning with?

Which incumbent
solutions were they on?

And kind of looking at these
splices of the market and

seeing, oh, okay, where
are there, like, wedges

or, like, things that
we're like, "Oh, this is,

like, a unique insight.

That's surprising." Like, this
is, like, very unique, uh,

based on, like, goes against
what we, like, had previously

understood or, like, how
we have sold historically.

So that really allowed
us to, like, really start

devising a strategy based
on, like, those insights

we're in, like, turning
over rocks with those, like,

qual-quant analysis in advance
of this, which can, like,

really guide the strategy.

So that's where we really
started on that front.

I love that.

I have to echo the value in
a good win-win loss program.

That is where we have unlocked
so many unique opportunities

at multiple organizations that
I personally have worked at.

and I know we're
gonna talk about AI.

I know we're gonna
talk about it.

But, but I just have to say
really quickly, there is

some value in not outsourcing
everything, o- every part of

your analysis to AI, because
there are things that you

as your human judgment is
stronger at discerning than,

you know, a bot basically.

So, while I'm not discouraging
using AI, especially for

like synthesizing information
and analyzing a lot of stuff

really quickly, like I'm
not saying don't do that.

I… That's also valuable.

But this was all-- The way
you did was pre-AI, and

that's pretty impressive.

Yeah, I know.

I can't wait to tell
that to my kids one

day.

Um,

Yeah.

Kids these

that, "Oh, I actually did
this stuff before. Like,

we used to have this thing
called a spreadsheet,"

you know, and like all
these different things.

So, um, yeah, it's crazy,
crazy to even think

about these things.

But, uh, regardless,
couldn't agree more.

And like the win lo- uh,
to the win-loss point, like

it's a great way to like, you
know, PMM I think struggles

oftentimes to like, and I've
had the same struggle myself,

like earning your seat at the
table and like having like

the strategic viewpoint in
an organization versus like

being more of like a marketer
or kind of like this no man's

land or like enablement.

There's all these
different things.

So win-loss is a great way
to like, make that more,

like more established, so

Absolutely.

It's such a good
place to start, too.

Like, if you-- There-- I've
heard a lot of PMMs want to

do voice of customer research
and, you know, maybe they

don't know what kind of
topic they should choose.

Always just start
with win-loss.

It's the lowest hanging fruit.

It's easiest to get,
you know, buy-in from

stakeholders on how you're
gonna spend your time and

how it's gonna be valuable
and all that good stuff.

So, you know,
love to echo that.

Okay.

So when you started to look at
some of the data from some of

your win-loss, uh, analysis,
what, like, started to emerge

in terms of trends and, like,
you know, g- Tell me more

about the signals you were
seeing with some of that data.

Yeah.

I think like there were
a few things that really

came to mind, uh, or
like really popped out

when we looked at it.

I think the first thing
is like, and this is like

natural as you move up
market, but the world isn't

just software companies.

Like, they, you're
not like they're the

on- the only companies
that you can sell to.

We started seeing like
really strong traction in

like, and if you look at
it at a surface level, it's

like, oh, manufacturing
and f- financial services,

but those like have the
largest TAM, so like you're

naturally gonna see more
traction in deals in those.

But when we like double-click,
it's like, okay, within those,

there's like sub-industries
of like medical devices and

banking were ones that we
actually were knocking down

on market customers with.

So like by kind of
understanding a little further

there, like there's more
nuance and niche, and you

can get a lot more specific
in your campaigns for like

sub-industries versus like,
"Hey, like we are, you know,

commissions for manufacturing
companies," and like that

doesn't change if you're,
you know, building tractors

versus, you know, man-
like plastic, like soap

bottles or whatever it is.

So, uh, I think that was
a really valuable insight.

The second was like
incumbent solutions.

So like, hey, no matter
what, and we should

always be trying, and like
conversational intelligence

makes this so easy today,
but like tracking what

solutions that companies
are on is so valuable to

understand like, oh, what
are the pains they're seeing?

Like how can we replace them?

Why?

And like we identified like
one specific software that

like as legacy was making
folks go through a migration,

and everyone was hating it
and like forced to change

anyway and re-implement, and
that's was like a really big

driver of a lot of like both
won deals and just, uh, at

least like inbound for us.

So that was another one where
it's like, okay, we should

be like targeting campaigns
at all of these customers

of that solution today.

Um, and then the third
one, um, I think the…

Oh, the persona piece.

Yeah.

Uh, persona looking at
like, hey, who's actually

leading these evaluations?

This just feels like an
obvious insight, but like

when we had a leader in the r-
like a above the line persona,

so like more of a senior
persona in the room, uh,

like whether it was like
a head of finance or a VP

of FP&A, like accounting
or even a sales leader,

that allowed us, or even
ops like more rarely.

But when they were in the
room versus having like

your sales compensation
manager or like your sales

commission to analyst who's
naturally like was really

into like the making this
job a lot easier than before,

but like what they cared
about above the line was

just completely different.

Like they didn't mind, like a
CFO or a VP of finance didn't

mind that like commissions
was like difficult.

That wasn't really
like compelling.

So we had to think of a
new narrative that didn't

just resonate with the
persona because they

just weren't, didn't have
organizational sway, so.

Yeah.

Oh, I love that insight.

That's really helpful.

okay.

So there's a collection of
signals that you picked up

on that were more unique
to your enterprise segment

as you started to dig
in to some of this data.

So now tell me a little
bit more about, you know,

maybe like the biggest
things that you learned

about like be- the actual
buyers behind some of this.

You started to tell
me a little bit more

with the personas.

Is there more to
the story there?

Yeah.

Um, one of the things like,
on that persona front, like

we have, you know, sales
commission, analyst, sales

comp, like they're oftentimes
really focused on just like

getting this out on time.

It's a grueling and brutal
role for any of my, any out

there, any listening, but,
uh, sales comp analysts out

there, like it's a really,
man, it's a really grueling

role where you're having
to sprint at the end of the

month or right after end
of month to get commissions

payments out in a very short
amount of time, aggregate all

the data that's come down,
making sure that Salesforce

data is, you know, correct,
or Salesforce CRM data is in

the right place, turn that
into your, uh, commission

outputs based on your plans
and issue those out, make

sure they're accurate.

You're always gonna get
like clawbacks or like

complaints, uh, inquiries
from your sellers who

don't understand the comps.

So they're, you're just
like up against it and

like you only, Like the
only time you're really

like organizationally like
called out is when something

goes wrong, which is a
tough position to be in.

and what we found is those,
again, those personas, like

we really like had success
with those early on and like

they exist in these roles,
but they weren't really

driving-- Were getting a lot
of inbound, but they weren't

driving the deals forward.

they were gonna be on
board no matter what.

But how do we convince like
the folks above them to

say like, "Hey, this is a
organizational, strategic,

challenge that your business
is having of like, 'Hey, your

reps aren't getting paid on
time,' or like, 'Your reps

are like leaving the company
because their comp plan, it

doesn't stack up with like
how others in the industry,'

and stuff like that.

Like that is really compelling
and like your incentive

structure could actually be
optimized to drive towards

the new business initiative
that you have, like selling

this new product, adding
services, like breaking

into a new, uh, industry.

Like if you're really
thoughtful about commissions

and incentives, like
you, that can be a

strategic advantage for a
go-to-market organization.

So we wanted to really
lead with a narrative that

more aligned with that
messaging rather than, uh,

the messaging that's like,
"Oh, like we'll just make

your job easier and get these
commissions out on time." So

Okay.

So what I love that it
sounds like you did here

is you looked at the
whole buy team, right?

Through this big
analysis that you did.

Maybe it started with
win, win-loss, but you

had all these other, you
know, supplemental and

additive data sources
that you were looking at.

But you ultimately got
super focused and clear on

the full buy team for the
enterprise segment and each

persona for that buy team.

And this is something that
I think is so hard to do,

is you get really good at,
like, the champion, right?

The, the person, the
persona for whom the

product was built.

And for you, you talked
about, like, an incentives

analyst or something
like that, a compensation

manager, something.

That-- something
like that, right?

But, you know, swap that
out with whatever this

could be in any business,
in any, for any product.

But what I think is the
really hard part for a PMM

is to take the narrative that
was so beautifully crafted

for that one persona, and
as you pointed out, it means

meaningless to the person
who actually signs at the

end of the day in enterprise.

And what gets really hard is
crafting the narrative that

now will resonate with both
or with a full buy team.

How do you do that?

Like, that's can
be so difficult.

so any other insights
you can share around how

you thought about that?

Or, or did, did you find,
like, a commonality maybe

between those two personas
and landed on a narrative

that kind of fit both?

Like, you know, tell
me more about that.

Yeah.

I think like one of the
things as we like devised the

messaging, and a lot of this,
like we, uh, you know, uh, I

was not going at this alone.

We had other PMMs and
just like an organization

who has really bought
into this at least.

But like we had really,
like we're talking to folks

like across the buyer team,
like you have this like user

obsession with like these
primary champions, and that's

who we work with, but also
like getting curious about

like those folks higher
up in the organization.

What we found is that like
this, um, narrative in

which there's really like
commissions or incentives as

a strategic lever for your
business, like, like starting

to like rethink of like, oh,
this is just back office,

like getting payment out
similar to like a pay stub

versus like, no, incentives
are a strategic driver for

whatever business objectives
you're going up against.

That's a C-suite
level like value prop.

At the end of the day, like
the commission analysts were

bought in on that too, because
it makes their function

more high value, right?

Like they don't wanna see
themselves as just like, you

know, trying to get those
commissions payments out.

They wanna view it as like,
oh, I wanna see like the

trends of like, oh, we're
only hitting, you know,

70% of quota, or everyone's
hitting 110% of quota.

That's actually a
bad commission plan.

Like, I need to like advise
my team that like I wanna

be like looking at like the
reporting and analytics and

say, "Oh, this is actually,
these outliers are not good

for us, or this trend is
not good for us. We should

revise our comp plans to
support like what makes more

sense for the business."

And then they become
more strategic as well.

So I think really everyone
organizationally was like

bought with this aspirational
view of what it should be.

How tangible that
actually is adapted,

adopted in organizations
is a different story.

But I do think that really
like was a narrative that

we could tell had bite and
was gonna like be able to

like allow us to convince
folks to move that way.

I love it.

You guys leaned into the
aspirational kind of tone,

but also reframed, I guess,
like the jobs to be done

of your primary champion
from, you know, basically

being like, not, rather than
saying like, not that you

said this 'cause you didn't,
but like cog in the machine.

You know, you've heard
of that phrase or similar

phrase before, reshaping it
to, no, you, uh, your role

can be a strategic asset
to the business, and this

is how that translates.

And that also worked
really well with your

executive buyer as well.

so once you built out
this new messaging for the

upmarket enterprise segment,
w- how did this start to

actually show up for you in
like a go-to-market motion?

Yeah.

Uh, like the way I see
like this is like once you

actually have that like
messaging in place and have

done that work, now it's
like the fun part, right?

Of like how do you turn this
into like readying your both

marketing team, like across
the board of like demand

gen, social content, and
then wrangle your sales team

too with like, uh, speaking
the same language, pitching

discovery on this new persona,
uh, demoing to them, like

all making sure that both of
these streams and like your

enterprise playbook across
the board is like humming.

So we did a lot
across the board.

Like this persona insight
was one, and we had this

message around like return
on incentives or ROI, right?

Like you wanna get more
return out of this, so

that was like kind of the
catchy, punchy version

of it, of thinking like
this is a strategic thing.

You need to get more return,
which is obviously more

revenue that you're getting
out of the incentives that

you're putting forward.

And this is done through
like really rigorous, like

looking into your commissioned
plans and structures

and analyzing it and not
spending time running the

ca- all your time running
the actual calculations.

So that was what we leaned to
as like a kind of a headline

message, but we ran a lot of
like mini plays and campaigns

out of this too, right?

Like we were doing those
sub-industry campaigns

that I messaged--
m-me-mentioned around

medical device, the medical
device space and banking.

So like adding landing pages
for those, like interviewing

customers, getting specific
case studies for those, and

starting to like stand up like
a full go-to-market bill of

materials for that specific
space and like slides.

Then like working with our
sales engineers to make sure

like the demo talk track
w-woven, like we had like an

org for that specific type
of industry, and like it was

built out with plans that
reflected their business.

So just starting to like
build like empathy into

your, uh, go-to-market motion
into small things that can

make such a huge difference.

And it's not like one
particular thing, but really

shifting across the board
and really setting them up

to have more conversations
that's gonna show up in a

way that's gonna reflect the
audience you're going after,

um, really like kinda throwing
out the old playbook and not

just trying to like throw
the same thing you've been

doing over and over again and
had success with yesterday

to-- and to run an entirely
new different audience.

Yeah.

So it sounds like it was
a both a mix of internal

readiness and, um, I
don't wanna say external

readiness, but maybe like
external like asset building.

so once you launched with
all of this, like this

was, it sounds like a, a
large volume of work, both

in terms of deliverables
and the enablement.

Like you launched it.

What happened in the end?

What were the results?

Yeah.

Um, the-- I think you
mentioned the big one

earlier on, but like being
able to 2X that enterprise

and our ARR in that first
year with all the campaigns

and plays we were running
was like really validating.

We're starting to see
those get knocked down.

We had like logos like
I think, uh, Stifel,

Stripe, Datadog.

Um, there was some in
the-- Oh, Raymond James

Canada was another one.

Um, BD, like these
really big like

Fortune 500 type of companies,
uh, that were really strong

and like, uh, great ones
for us to you know, hang

our hat on and like also
continue to like break

into those spaces that we'd
already seen success in.

So that was really exciting
and a great way to kind

of validate, uh, like the
hypotheses and like the

analysis that we did early on.

So that was great
to see there.

I love that.

Yeah, it's so impressive.

Well done.

and here's the biggest
takeaway for me is your

super valuable insight
was hiding inside your

existing customer base.

Like, you didn't have to go
do some massive, you know,

third party research or, um,
you know, you didn't have to

spend thousands of dollars
with an analyst to try to

figure out what do, what do
enterprises want, you know?

You knew, and you c-
because you followed the

signal, and then you built a
repeatable system around it.

so now what I would like to do
is turn this into a playbook,

uh, 'cause I'm sure, as we
pointed out in the beginning,

like, I personally have my
own move up market story, and

I bet hundreds to thousands
of PMMs out there are in

the thick of it right now.

And, um, this would be a very
helpful playbook for them.

So coach me on this one.

What's the first step in
this playbook if I wanted to

try to mimic your success?

Yeah.

I like to think of a lot
of like PMM work and like

being capsule, encapsulated
or at least the approach

should be thought, uh, like
repeatable in a way that is

under like the same framework.

And I, I've like coined
this with like a four Rs.

I need to put like a LinkedIn
article or a blog or Substack

out there eventually.

But, uh, my, my four Rs
framework, which is, uh,

you're starting with your
research, uh, so really

understanding the market.

Uh, then you're
refining that research.

So like, okay, of
all my findings, what

are the insights?

And then like what is
my messaging positioning

strategy, right?

You're taking those
inputs and refining them.

Then readying.

So, um, I mentioned this
like obviously you think

about like enablement as
like the classic, uh, form

of this, but I also think
like readying your marketing

team to go out and like push
top of funnel around this.

So like what type of
like webinars or events

should we attend or like
content should we run?

Like that's still like
readying that team with

the insights, messaging,
positioning to do that.

And then even your post-sale
adoption or CX, whatever,

however you're framing that
organization, making sure

they're ready to take on
new customers that reflect

that new strategy and thing
that you're pushing towards.

And lastly, report.

So like how, how
did we succeed?

Where are there room
for optimization?

Where are there maybe like,
um, you know, hints and,

uh, signals of success that
we can, can double down on?

So really like having that
analytical like look back

where you can start to predict
where you're headed next.

So, uh, that's really just
that research, refine,

ready, report is how I
like to think about it.

I love this as a marketer.

I love a good
alliterative framework.

So good.

Okay.

So basically, these are your,
this is your playbook, right?

These are your four steps.

Step one, research.

Step two, refine.

Step three, ready,
and step four, report.

So, I wanna put a little
bit more, you kind of, you

summarized already, but
I wanna put a little bit

more action, um, into some
of these for the PMMs out

there, or maybe, or just like
a quick, like, definition.

So if your step one is
research, like, just give

a good, like, definition of
that for me or maybe, like,

bullet point list out, like
some must-haves for the,

for the research phase.

Yeah.

Um, I always think like
research is like best

done like qua-- it's like
a symbol everyone knows,

but like qual and I-quant
is so both so important.

Like everyone, like a lot
of firm folks are like, "Oh,

like we could just go like,
you know, run like analysis

of like our Salesforce data."
And like now it's easier than

ever with AI, you can do that.

But to your point earlier,
like there's so much value

that can be derived from
qualitative conversations

like ha- going out and
speaking to a champion,

like asking them what's
working, what's not, and like

really like double-clicking
into the questions or

hypotheses that you have,
testing what you have.

I think that's so critical
today, especially in

like this over AI world.

Like the more you can get in
real life and like IRL and

just like start to like talk
and understand where someone's

at, like that is so impactful.

Um, also another like hack,
like I love conversational

intelligence tools like
Gong that we use Attention

like now at UniFi.

Like they are so ins- valuable
for me to just be like, uh,

I can query an agent and say
like, uh, "Tell me like, you

know, of calls with enterprise
companies, like what are

the most common like 10 pain
points that have come up, like

aggregated across calls?" And
like that used to be like us

just like going out there and
like l- combing through like

calls or like asking a, a, an
experienced salesperson and

like the fact that you can be
so much faster and actually

so much more like precise
is like really helpful.

So It's, it's unbelievable.

So, uh, I actually like
can't even imagine like

the world like, like it's

Kids these days don't

know.

don't know how hard it was,
but I think it's a good

thing long term that we'll
have like, oh, like we've

s- seen it done and we
know how we got there, so

we have the ability to…

Like I think that's why I'm
like, I'm like, I'm busier

than I ever have been,
but like I'm also like,

I'm more productive than
I've ever been, but I also

am like working more than
I never ha- I ever have.

And it's because I think
it's because I'm like, oh

wow, I can go do all this
stuff that used to take

me like a month in like
a week or a couple days.

So a very interesting
time we're in, but super

Oh, 100%, absolutely.

It's not, it's not
slowing down either.

Um, okay

so I love this for the step
one for research, and I

just wanna throw out there
one more time that the

win-loss program is such a
good, like, just always on.

It should be an always-on
program, you know?

I mean, that's something
you shouldn't stop doing.

so okay.

All right, so then
step two was refine.

So if I've done step one, I've
done my research, I have both

qualitative and quantitative,
um, so what do I do with

the step two with refine?

Yeah.

Uh, like usually like when
like I've like run an analysis

here, like turning that into
like some sort of like a

readout, even if just like to
like aggregate the information

or like consolidate the
information in a way that

makes sense of like, okay,
like here's what I went out

and did, and here's like the
key insights across these

different like some of
the findings, of course.

Yeah.

So what did you find
in this analysis?

What are those
critical things?

And then like starting
to piece that together.

If like, okay, if we know
XYZ about like our enterprise

buyers, like we know they
value flexibility, we know

that like the executive-- like
they've been, like they're

in like long-term contracts
with like these tools that

they hate or whatever it is,
and like, oh, like, you know,

the executives are the only
ones who are actually going

to like move the needle here.

Like how does that inform
how we message and position?

Like, and really, okay,
well, then we know like this

is the splice of the market
that like our positioning,

like this is like the perfect
competitor, like incumbent or

like profile of organization
that we wanna go after, like

your ICP in that sense, the
personas that make that up and

like really start to like, uh,
you know, really like sharpen

how you view the market
and who you're going after.

And then like turn that into,
okay, like we believe this

is who we're going after,
here's what is about them, and

here's what we can offer them.

Okay, like now let's like
do kind of like the more

fun part of like how do we
message to them in a way

that's compelling and like
start to like, both in a way

that's like really clear,
but also like that's punchy

and grabby and like grabs
you and like really res- will

resonate with that persona.

And then like also taking that
to make sure you put it in

front of some folks, which is
the critical step that's easy

to skip, but like not only
just like, you know, sharing

it with the executive team
and getting nods, but like

really g- and this makes it
easier to go to the executive

team too and say like, "Hey,
I had 10 conversations with

like leading, like VPs of
finance and like this, they

all agreed that this is the
most compelling narrative

and thing for us to do."

It gives you so much more
gravitas 'cause like messaging

as you, I'm sure you know,
b- better than anyone, Al,

like it's like so hard 'cause

everyone has an opinion
and no one's right, right?

Like it's just like a very
difficult thing that is

so apparent, it's so known
and out there and like, so

wrangling, like the more you
can like back it up with like,

"Hey, I've actually gone out
and got feedback on this,"

adapt, adapted and learned
and like apply that back, it

can be really helpful, so.

I love it.

I love it.

I'm gonna l- um, I'm
gonna call out a few, a

few things because the
refine step is loaded.

There are there's a lot
to do in your step two of

refine because now you've
done all the research, but

you're turning it into a kind
of like a findings readout

report for your stakeholders.

But then as part of that,
you're kind of building the

strategy along with it because
you're matchmaking your

findings with the opportunity
and, um, what y- basically

your product's capabilities
and, how that's going to show

up in terms of messaging.

and you're also saying, "And
by the way, we've already

done this message testing for
this new messaging. Here are

the findings of that too."
so it, it's, it's a lot to

do in the refine, um, step.

But I think it's, it's,
uh, it's good that it all

happens together in the same
step because it's a very,

it's a very natural way to
do all of that activity.

Yeah.

Yeah.

Such a critical
one too, right?

Like that is like PMM's like
opportunity to shine is in

that refine pillar, right?

Like everything is like,
you know, other functions

are doing, but like PMM's
ability to like shape and

sculpt and like carve out
and actually turn that

into something that's gonna
resonate is like, I think

can be a superpower for PMMs
if you can get it right, so

Totally, totally.

Um, I wanna g- I'm gonna
shamelessly plug a couple

of my other podcast episodes
here that I think will be

super helpful for a PMM.

So one is, uh, uh, is
Kevin from Fleetio.

Um, he, his case study
is actually he worked

at a company called Hims
for a little bit, um,

the big, the healthcare,
you know, conference

everyone's familiar with.

Yeah.

So he, in his, like, case
study, he talked about

how he did this, like,
message testing kind of

like, uh, workshop with
executives and stakeholders,

and just his method for
that was really helpful.

So I just wanna, like,
shout out to anyone who may

be like, you know, wanting
to, as part of their refine

step, do like a little,
like, messaging workshop

with your stakeholders.

That was a really good one.

Another one is earlier on
in our conversation, you

mentioned doing like some
competitive… You mentioned

alternatives, competitive
alternatives, and I don't

know if that would be part
of your step one or step two.

Like, I don't know if
that'd be part of your,

um, research step.

I think maybe it would be.

So I should, maybe I
should, this should be

a plug for, like, the
step one in the research.

I have another podcast
episode with, her name's

Mindy from Klaviyo.

She l- built a repeatable
system for exactly what you

described, Quinten, as like
looking at the pains of your

competitors and building,
like, a system around how

you speak to those pains
from a competitive, um, uh,

objection handling, basically.

So I think, like, maybe the
research bit obviously happens

in your step one, but maybe
as part of your refine when

you're starting to build out
some of that messaging and

you're, you're considering
those alternatives, those

competitive alternatives,
like as you already pointed

out, and I'm validating what
you said with, um, another

professional in the business,
she, she does it the same way.

So plug for Mindy
from Klaviyo.

That's another
really good episode

Yeah, Kevin and Mindy.

I'll have to check
both of those out.

That sounds really helpful.

The messaging
workshops are awesome.

I think like that's such
a good way, like again,

the messaging thing,
like the hardest part of

messaging is getting buy-in.

Like that's like always

It really is so true.

That's how it gets watered
down, and you can build out

this perfect messaging that's
so good for your buyers and

the buy team, and then you
get some executive coming in,

Yeah.

And those workshops, like,
which I don't do enough of,

and I think they're so, like,
I-- they obviously, like,

you have to get everyone on
the calendar and take their

ti- like, very val- very
expensive, like, meetings just

from like a time standpoint.

But the fact that you can
get everyone agreeing and,

like, also just be part
of the journey of like,

"Hey, we started here.

This is what we said.

Based on what we said, here's
where we ended up." Like,

that allows it to, like, all
connect and, like, have less

room to, like, continue to
like, you know, spur, like,

you know, uh, iterate or
just, like, provide feedback

throughout that process,

so

Yeah.

I think what's really
beneficial for you is that

just as a founding PMM,
I'm making a little bit,

a few assumptions here.

Maybe this is all wrong, and
maybe it's more like varies

from situation to situation.

But you probably already
had a lot of more trust

and, um, I guess like not
necessarily autonomy is not

what I'm trying to say, but
that trust and faith from

your executive leadership
that maybe some of-- You

don't have to do quite as
much hand-holding with like

some of those messaging
workshops, because you guys

are probably already so tight
that you're working together

so, um, frequently anyway.

Um, and they're probably
also just by nature of being

at a startup very close
to some of the work too.

So I'm guessing that it's
not quite as difficult to get

some of the messaging buy-in.

Maybe I'm wrong,

Yeah.

I agree.

Like, it's always
like a difficult task.

I sit next to my C- uh,
CEO right now, so like I

like, that is my desk mate,
so, uh, so that's exactly

where, where we're at.

But I totally agree, and like,
I think like, obviously like

bigger organizations will like
bring in a big expensive like

agency, and then they're like,
"Tell us about your business."

And like they go through these
like long, expensive cycles.

And so like having someone
ingrained and who's seen it

and like also just like has
a good feel for like how

like your founders and your
leadership team see your

business and how you sell and
all those different things,

and also just like leaning
into your sharpest like field

folks too, like whether that's
a CSM who sees like our most

successful customers or like
a sales rep who just like

really has it and like gets
it and their message lands

way better than everyone
else, like that continues

to validate your work, so.

100%, absolutely.

Um, okay, I don't wanna get
too far off s- off track.

So your step one was
research, your step two

was to refine, and now
step three is to ready.

And they'll, like, some of
this is, like, enablement.

Like, what are the other,
like, co- just quick out-

actions that I should take
for the step three ready?

Yeah.

I think you should just view
these as like three different,

like, layers, right?

So you have your, like,
marketing lens that

you're taking for this.

So, like, it depends on
whatever initiative you're

running, but, like, in this
enterprise push, right,

we're gonna, like, w- wanna
run full-scale campaigns

in, like a-- I'm, like, been
fortunate I'll work with,

like, a demand gen leader,
a growth, uh, leader on,

like, as a partner on that
front of like, "Okay, here's

our persona messaging, ICP.

Like, here's what we wanna do.

Here's some ideas.

Like, let's get together.

Like, you can come, uh, take
that and, like, come back

with, like, campaign ideas
we can work together on.

I'll sh- work on what the
messaging is and, like, you're

gonna actually think about
what are the channels this is

gonna be most successful in,
what are the tactics we're

gonna execute on, and then
go out and execute those."

So that's like a pairing,
like you do that across, you

know, social, paid, like, uh,
webinars, content events, like

all those different things.

Like, you're working with them
to, like, take what you're

doing and translate it into
something marketing facing

that's gonna help you drive
the right leads and, like,

really, uh, build a reputation
in that new segment,

audience, vertical seg-
whatever you're going after.

So that's the piece
on the marketing side.

Then you have
your sales, right?

Of like, okay, what does
the new playbook look like?

And you have to have a
salesperson come with

you on this journey.

Like, I've done a lot of
sales enablement and, like,

making sure that you have,
like, one of your best sellers

or a sales manager who's
trusted, like, working with

you to build these things so
you're not just like the mark

PMM who comes in and tells,
like, a sales team how to

sell when they go and take
it on the chin every day.

It's never gonna resonate,
and it's never gonna,

like, move the group.

So you need, like, a champion
in the room with you who's

actually gonna, like, train
on the demo, and you're gonna

be like, I'm color commentary
about like, "Hey, this is the

industry we're going after."
Like, now they're, you know,

gonna work, you know, Al, my
sale- like enterprise AE who's

had a ton of success, is gonna
show you how you would demo

to a medical device company,
like, and, like the nuanced

change in the messaging
that, like, happened.

So that's, yeah, like
that's really the key

piece with, uh, sales.

And then, like, obv- you have
your like, I say it's like

pitch, disco, demo, like all
those pieces, getting that

right is super critical.

Lastly, on your like post-sale
side, just making sure that

they have everything they
need that, like, speak the

same language, know the
type of companies that are

gonna be coming in, and they
are ready to support them,

implement, like, uh, continue
to, like, what are they trying

to achieve as success, and,
like, how does that change

from, like, historically
how you've talked to folks.

Terminology is super key
if it's gonna be, like, new

styles of businesses and
making sure it doesn't feel

like, "Oh, like this person
knows nothing about how my

business works and isn't a
trusted consultant for us."

So yeah, making sure all
three of those teams, like,

feel equipped and ready to
take on the strategy you've

done, because if any of it
falls off, like you're really

like, it's a lot of that
work is gonna be for nothing.

So super

Totally.

Totally.

Okay, so the three layers
for the ready step are, um,

marketing, sales, and customer
success or/support teams.

Makes perfect sense.

Okay, so bring us home
with step four of report

Yes, report.

This is, I mean, this
one's obvious, but you're

really just looking back
at how performance did,

and I think those three
channels are the same way

I like to look at this.

So like, okay, because
if, for example, if you're

having success, which is
like our goal was like to

close, you know, a million
dollars in revenue in this

new vertical as an example.

Like, if you didn't achieve
that, like you can't just

point at sales, you can't
just point at mark- like, you

have to really like uncover
like what went wrong or

what went right, honestly.

So like were the campaigns
we were running successful?

Did the goals we set out
to achieve get achieved?

So on like the content piece
of the mar- webinar, like

the event, like what was like
well engaged and what should

we continue to double down
on versus what isn't working?

Or is none of it working
and we need to like go

back to the drawing board
and figure that out?

Same with the sales side of
like, oh, our win rate is

just way lower than it's been.

Like maybe sale, oh, I'm
seeing in sales calls

they're not adopting
the new talk track.

Like, oh, we need to make
sure like we retrain or

like enforce this in like
a really positive way.

Or like they're actually not
seeing success and they're

churning out and like maybe
there's a product problem

we need to feed back to the
product team, or like we

need to like help them like
equip better our CSMs to like

handle these conversations.

So really like, um, I--
that's more of like a

qualitative way of like,
okay, what's happening?

But really starting to like
look at what your goals were

across all those different
channels, seeing how you

stood up, and then like
double-clicking based on

like either where you're
really seeing success or

really not seeing success
can really be is the way like

I've approached this, so.

So good.

I like all the different,
like, angles that you're

looking at for reporting, too.

So one thing that I've
noticed is that AI is, like,

obviously incredibly good
at, like, finding patterns,

and, um, but deciding
which patterns still feels,

like, superhuman, right?

And I'm curious how much
you agree with that, and

then also how you think AI
could be changing part of

your… changing or enhancing
part of your playbook

Yeah.

Um, this, like the pattern
thing is so interesting

of like being able to like
analyze data is such a…

One, like it's a skill like I
like had to learn of like for

like these like segmentation
analysis and like probably not

my like historical skill set.

You know, I didn't go in and
get like a finance degree

and like be on all my time
in spreadsheets, so it was a

learning curve to get there.

But like learned
a lot of that.

But the fact that now I can
like say like, "Okay, I wanna

look at like based on the
deals we've won, what were the

leading persona?" And like I
can like get that data right

away is like so invaluable
and so fast as like an insight

and like one that you wanna
continually build like systems

to like have that always
on of like surfacing trends

in your closed loss data as
an ex- closed won, closed

lost data like over time.

Not to be ignored is
like continue to do those

win-loss interviews.

But, uh, regardless, you
should still be identifying

those like with AI, like
quant- having a system set

up is super critical there.

I do agree though, like
that's where like there, the

shift is of like, okay, like
they're gonna show me the

trends of like, oh, like, you
know, 20%-- like we only win

like 5% of deals when like
the champion is like a sales

com-compensation manager.

Like they're not gonna be
like, "Oh, like we need to

like move, like we need to
change our strategy to go

after these personas." Let
like connect the dots of

like, oh, we need like the
executive buyer in the room.

And that's something that PMM
from your context, from your

like experience that you can
say like, "Oh wow, this trend,

that to me tells me this.

Let me go out and quickly just
like double click and do a

few things and understand a
bit more and like be curious."

And like we can still use
AI for some of that, like

follow on analyses, but like
you're the one that's like

making hypotheses and like,
oh, like connecting the dots

on these things that like AI
naturally isn't going to do.

And like you're gonna
read out like, oh, this

like insight without like
direction is just like,

it's like kind of useless.

So like you're the one that
like takes that and points

it where it needs to go, so.

Yeah, totally.

Your judgment, your opinion,
your discernment, your

empathy, those are things
that you can't rely on AI for.

Um, okay, so you're now
at Unify, and this is

basically your kind of
second time being this

founding PMM at a startup.

What parts of this playbook
are you using for Unify,

and anything you'd,
like, change or swap out?

Yeah.

Um, I still would say
I use most of this,

of like that approach.

I think like being like
research forward and then

like taking time to like
refine those insights into

something compelling and
like writing the teams

and reporting on success.

Um, the things I will call
out is that the timeline

of those has di-- like just
being in a startup has like

gone from like months-longs
or quarter-long projects to

like weeks-long or days-long,

you've got AI now.

Yeah, exactly.

So now it's so much easier.

So, um, I do think that's
been like the biggest shift

rather than the process itself
of like, okay, like we're--

let's go look at trends to see
like where there's opportunity

that we're missing out on.

Like, okay, great, like
we've looked at this.

Like, okay, let's like,
you know, h- what is our

positioning for that,
like going after it.

So, uh, we're even working
on like a big launch now of

like, okay, understanding
our buyers and like how

we're refining it, and then
how are we gonna like, uh,

we have like a bunch of
enablement sessions next week.

So a lot of this stays
the same, but like the

biggest change is the
time- your capabilities

and the timelines.

But yeah, we'll just continue
to like be the human in

like the room and like,
don't let yourself get lazy.

Like, I find myself doing
this a lot, where you're

just like, it would be easy
just to like take what I'm

found and like put it in a
doc and kind of keep going.

But like the more you
c- like with AI, right?

Like, that just makes every-
it easy, like there's like

a laziness epidemic that's
gonna be created out of this,

that like your opportunity
to be like, I'm not only like

AI, but I'm also just like,
I'm like almost like its

own like manager, where I'm
like taking everything that

it's showing me and being
like, "Oh," like, "Here's

my feedback," or, "Here's
like my insight," and like,

"Let's turn that into a plan."

And like really like being
like a partner that way

rather than just like, oh,
letting it do the work for

me and like let it-- 'cause
it's not gonna have that like

intellect that you have from
being a PMM for years, and

like that's the advantage like
you still have in your career,

like against AI, if you wanna
keep your job, is like your

experience and your context
and those different pieces.

So,

um, that's what I,

love that.

yeah.

So

that's

kind of

love that so much.

Yeah, your experience
and your context.

I love this.

Um, okay, last question for
you, Quintin, on this topic.

Um, what's one piece of
advice you have for a PMM who

is currently trying to move
upmarket working at a startup?

Yeah.

Um, I think the big thing
for me, like throw away

everything you know.

Uh, which I think is
an important thing of

like, uh, in the way we
just said how important

experience and context

is.

I don't mean it in that sense.

Um, but what I mean is like,
hey, your old playbooks

aren't going to work.

Like, just because you
succeeded with this here

and had a ton of success
doesn't mean it's gonna

work like over here.

And like that is like a
really hard thing to like

accept sometimes of like,
oh, we're like, oh, but like

this is like a track record.

Like I'm a really successful
rep, and like I'm not

gonna change my ways
'cause I've seen success.

So like not only yourself, but
also just like getting folks

to buy into that shift is
like super crucial to having

success with these things.

So I think like that's one of
the first pieces, like both

like yourself of like, hey,
like if you were starting

from scratch and like joining
as a PMM to like, with that

specific initiative almost
as like a contractor or hired

gun, take that lens so that
you don't get like caught up

in like, oh, like my biases
or like I, I'm like what like

the best reps are saying, and
like start, start anew and see

kind of how that treats you.

I think that's really, uh,
really important thing and

like it's easy to like bias
towards what's worked versus

like, okay, I'm gonna need to
do things entirely different.

So that's definitely what I
would advise on that front.

Love it.

Thank you so much.

This is such a helpful
playbook and perspective,

and I am definitely
going to use your four

R framework of research,
refine, ready, and report.

So helpful.

Okay.

Yes.

Um, all right, so now
it's time for the next

segment of our show.

This is the
messaging critique.

This is where we as product
marketing expert- experts

get to analyze real world
messaging, and the fun part

is, Quintin, you as the guest
of my show get to pick the

company that we look at.

Some quick ground rules.

Um, you're gonna pick a
company, ideally one that you

feel like you know the c- uh,
target audience really well.

Um, you're gonna tell me what
stands out to you as really,

uh, working really well with
messaging, something you wish

the PMM would've considered
differently, and then we're

gonna iterate on how they can
take it to the next level.

So without further ado,
please reveal the company

that we'll be looking at today

Yeah, we're gonna be
looking at Profound.

Um, so, um, for
folks who aren't

Is it

profound.ai?

That's a good question.

Um, I'm looking at it.

I think it's tryprofound.com

Oh, try profound.com.

Okay, try… Okay,
just for folks who

want to follow along.

Um, yes.

So Profound, um, is
an AEO GEO, which is a

new co-- answer engine
optimization, uh,

is like the new hot phrase
in like the AI world.

So basically how to think
about it is like how do

you optimize for people who
are searching in Chat or

Claude or, uh, Perplexity,
wherever they're, wherever

they're going to do what they
would usually do in Google.

How do you make yourself
one of the vendors when

they ask, "Oh, I need a
new, uh, privacy tool for my

business," or, "I need, uh,
I need a new like tractor

for my farm." Like whatever
that you're going in there

to look for, like they are a
company that helps you show

up, uh, within those LLMs,

which is really
powerful and obviously

powerful.

Okay, so tell me, walk us
through their, who their

target audience is and,
like, what stood out to

you about their messaging

Yeah.

And, uh, the reason I
bring them up, we use

them at, uh, Unify.

Um, they're, um, we're, uh,
we-- So we've been, um, I'm

actually not, I maybe I-
I've gotten access and gone

in once or twice, but we
actually have a, uh, like

a growth engineer on our
team, which is interesting,

who owns the platform,
uh, who's really smart.

Uh, real- like, um, I would
consider him like more

almost like a go-to-market
engineer who's, uh, running

and building, building
these kind of things.

So definitely a new world
role, role and like skill set.

Um, but, um, what
the… Um, sorry, I

forget the, where I was

going

Yeah.

So who, um, walk us through
their, like, target audience.

It sounds like maybe,
like, growth marketer maybe

could be the actual, um,
you know, target audience.

But then, like, tell, talk us
through the actual messaging

and, like, what's, what's
working really well with it?

yeah, so who Profound sells
to is, um, and partially

they're like creating their
own new roles, but really

I think the focus, like, as
you, like, look more, um, like

classically an organization
like content teams, um, PR,

brand, like folks that are
like h- helping you, like

show up with your content
in those, like any sort

of SEO analysts probably
will be moving, like having

this under their, uh, under
their purview going forward.

Uh, growth marketers
is another one that's

definitely, uh, like search
optimization, any of those

types of roles, digital
marketer even could kind of

fall into that, in that world

Yeah.

And then, um, if we look
at their messaging, so

I'm on their website right
now, tryprofound.com, and

I see kind of like a, um,
maybe like a rotating.

They have marketing agents
to win, and then it rotates

out the different LLMs, or
I guess like, at least like

the top most popular ones.

Um, and then it says, "Reach
millions of consumers who

are using AI to discover
new products and brands."

Yeah

you-- what's standing
out to you about their

Yeah.

And honestly, it's funny,
this is like the same thing

that stood out to me about
like in-- So like, you know,

I'm in SF, I'm walking by
like tech billboards every

single day, and like as a PMM,
I'm like, like I'm actually

like interested in these
things and like I'm like

entertained by

critiquing, right?

them.

I'm like always trying
to be into speaking.

Of course, I like wanna start
a LinkedIn series about this

eventually, but people hate
them and like it's a whole,

that's a whole nother like
can of worms of like people

hate the AI billboards.

But regardless, um, what
I like about, they have

stood out to me around like
this key point of clarity.

Like I think their messaging
is some of like the

clearest, like they aren't
trying to do too much.

Uh, I think like there's like
a spectrum in messaging of

like, like punchiness and
like creativity and like

clarity, and I really think
they do an excellent job of

just being explicitly clear
about something that's really,

really new, really com- like
complex, new, like you have to

like educate the entire market
on what this concept is.

They are doing that in a
way that's very just like,

"Hey, this is explicitly
what we do. We help marketing

agents to win in Microsoft
Copilot." Like, okay, like

yeah, that like piques my
interest of like, okay, you

are going to help me show
up in or like help me win in

those LLMs or specific tools.

So that like is something
that's consistently in

some of their just ads
and stuff have just like

impressed me on those fronts.

I l- yes, absolutely.

okay, so what's working
now, what do you think

is then maybe room for
improvement on some of this?

Yeah.

Um, I would just say like
to that point of like that

spectrum of like creativity
and like clarity, like there's

probably a room to be like
more like punchy potentially

on some of their branding of
like, um, we-- like even just

like a strong like manifesto
POV of like the future of

like, you know, for example,
like I think, and I'm just

going through the page, they
might have some of this, but

like so much of search today
is naturally just shifting

from Google and historical
sources to LLMs, and there's

probably like a, uh, arbitrage
opportunity to like be showing

up in LLMs right now in a
way that like will probably

will not exist in five years.

Like everyone will probably
have this figured out.

It'll be part of like the
generic marketing approach.

So this is like a new channel
that you can go out and

like be kind of like this
sneaky lever for you to like

have success in the market.

So I, I would say like leaning
more into like that of like

this like, oh, whoa, like
they're changing like the

way like-- they're like on
the forefront of like how

marketing is going to shift.

I think there's probably
an opportunity for that,

but they might be doing
that in other channels and

like maybe like founder-led
marketing and stuff like that.

But yeah, but I think there's
probably an opportunity to

continue to do that here too.

And then how would you
take it to the next level?

Like, if you were kind of
on the ground floor and,

like, taking the, taking
the good parts of their

messaging and, like, maybe
iterating or bringing it to

the next level, maybe even
implementing some of your

playbook, how would you, you
know, how would you coach

them on this to, to really,
uh, take it up a notch?

Yeah.

I think like, uh, a thing that
would probably be interesting

to understand, I'm just like
curious about that, like

just as a marketer, I'm very
curious, uh, about like how

they're thinking about this
role doesn't exist, and I

think they introduced like
a similar to like, uh, Clay,

like the, they have like a
marketing engineer or content

engineer title that they're
like leaning into right now.

But naturally, like not
a lot of those exist in

the world like today.

So like how are you thinking
about is obviously as

you're thinking about enter-
growing an enterprise,

you're gonna have to sell
to existing people who

haven't done this before
and aren't doing this today.

So how do you convince like
those folks to go out and

use a tool and do a practice
that they've never thought

about or done before, and
that you're the one to do

it with them, like, and
take them on this journey?

So it takes, I think it
takes a lot of like, it'll

probably take a lot of
education and I'm sure

they're doing a lot of, uh,
really good work of this.

I know like two of our team
attended like a conference

that they had a while back and
said it was really awesome.

Uh, but yeah, on that specific
point, like g- as they, I

imagine would be going up
market, I would like go out

and have like conversations
with like established digital

content, like marketing, SEO,
like whatever, like niche of

the marketing organization,
like a, like I would wanna say

legacy, but like maybe current
state marketing organization,

how might view this, who they
think should own it, who's

really best fit for it, what
skill sets do they need,

what about their product
like resonates today versus

doesn't, and like how do you
make like, 'cause you continue

to evolve both your messaging
and your prod- and positioning

to serve not, not only this
like new audience that you're

creating, but also this like
aspirational, like, hey,

this is where our business
is going and like we need a,

like a message that's gonna
resonate with those folks too.

Yeah, I really like the
aspirational angle, and

I think that mirrors to,
you know, what you were

thinking when you guys were
kind of moving upmarket

and, um, you know, re- um,
rethinking your narrative.

So okay, Profound, very cool.

Uh, shout out to
any Profound PMMs.

You've got some fans,
and also Quentin has some

really good ideas for
you, so check it out.

Yeah.

Very impressive
stuff over there.

So they're doing a great job

Absolutely.

Yeah, we love it.

Um, okay.

So Quintin, one thing I
like to make space for in

this podcast is a moment
of gratitude, um, 'cause

in product marketing or
marketing in general, none

of us get to where we are
in our careers without

learning from each other.

So just a big genuine thank
you so much for taking the

time to come on and share
your expertise on the show.

Um, I really appreciate it.

And then I'd also love to
turn it around, um, to you

and give you an opportunity
to shout out some PMMs who

have made a really big impact
on your career and brought

you to this moment to where
you are in your career today

Awesome.

Um, yeah, and
thank you for that.

Like, thank you for having me.

This has been so much fun.

It's been fun to go through
this process with you.

I love what you're doing
for PMMs out there.

Like we-- I think it's
gonna be like a, it's kind

of like a niche role and
sometimes isolated role in

an organization, so creating
community around this I think

is super important, and so I
love the work you're doing, so

keep

Oh, of course.

Thank you.

Yeah.

Let's hear those PMMs

yeah, gosh, so let's
get them together.

But, uh, the one I'll give
a shout-out to, there's so

many great ones in my…
So shout out to all of the,

all of the PMMs in my world.

But, um, one who actually has
recent- uh, departed the PMM

world, actually, uh, entire-
is now, um, entirely departed

to a different industry.

But regardless, um, uh,
Ani Golovko is her name.

She was our director of
PMM for a while at Ketridge

IQ, and she has, uh,
brought this really like

strategic, methodical,
like data-driven approach.

She came from the biz
ops world and like really

like brought on that
like research side of

like

The quantitative,

had historically, but I was
more focused on that readying

world for so long, and she
really like, uh, was really

a big proponent of like, in
order to like establish PMM

and like make like yourself
a strategic player and, and

a team, like you really have
to be like data-driven and

curious and, uh, uncovering
rocks and analyzing and like

doing these things without AI.

So, um, I've like
learned so much from her.

It was really-- Uh, she was
a really great, uh, manager,

leader and like, um, yeah,
we had, uh, so have so

much appreciation for that.

So shout out to Ani.

Oh, I love that.

It's so good to have those
mentors and coaches who

are, like, in the data
with you and, like, kind of

coaching you on how to, how
to look at it and view it.

So good.

Okay, last question for you.

Where else is it best to
access your expertise?

Is it just best to
find you on LinkedIn?

Yeah, feel free to connect
with me on LinkedIn.

I don't have a source
for my, uh, knowledge

or expertise yet.

Feel free to connect with
whatever knowledge and

expertise I can offer.

But yeah, happy to
connect with folks, chats.

I'm always interested
in talking, uh,

product marketing.

So yeah, feel free to
connect with me on LinkedIn

Awesome.

Sounds good.

Again, thank you
so much, Quentin.

This was so, so good.

And hey, PMM listeners, if
you liked this episode, please

share it with a PMM friend,
and I would be so grateful

if you would leave a review.

It helps tremendously
with our reach.

Thank you so much
for coming on this

adventure with us today.

I hope this episode leaves
you with inspiration to

take in the next step
of your own journey.