Parallel Entrepreneur with Mark Cleveland

In this episode of The Parallel Entrepreneur – Innovation Series, Mark Cleveland and Johnny Anderson sit down with Meg Chamblee, Executive Vice President for Tennessee at UDig.

Meg launched UDig’s Nashville office in 2020 and has grown it more than 10x, building not just a market presence, but a reputation rooted in trust, partnership, and long-term relationships.

But this conversation goes far beyond growth metrics.

Meg shares how Nashville’s tech community has evolved, why organizations like Women in Technology of Tennessee (WiTT) matter more than ever, and what it really looks like to lead with both excellence and inclusion.

As a past president of WiTT and a board leader at the Greater Nashville Technology Council (GNTC), Meg has helped shape the ecosystem that supports emerging leaders, especially women navigating technology careers in Middle Tennessee.

This episode explores:
• Why community is a strategic advantage in Nashville
• How WiTT is creating access, confidence, and opportunity for women in tech
• The power of real relationships in building sustainable growth
• What enterprise clients actually need from digital transformation partners
• How leadership evolves as companies scale
• Why investing in people outlasts investing in hype

If you care about technology, leadership, and building something that lasts in this city, this conversation is for you.

Learn more about WiTT: https://www.wittn.org/

Connect with Meg: https://www.linkedin.com/in/megchamblee/

About Meg Chamblee
Meg Chamblee is Executive Vice President for Tennessee at UDig, a technology consulting firm that designs and builds custom digital workflows and experience solutions for enterprise clients. She founded and leads UDig’s Nashville office, which has grown more than 10x since 2020.

Meg is a past president of Women in Technology of Tennessee (WiTT), serves on the board of the Greater Nashville Technology Council (GNTC), and co-founded the ELITE (Emerging Leaders in Technology) program. She has been recognized as an NBJ 40 Under 40 honoree and is a longtime advocate for building inclusive leadership pipelines across Middle Tennessee.

About the Hosts

Mark A. Cleveland
Managing Director at Kensington Park Capital, entrepreneur, M&A advisor, and host of the Parallel Entrepreneur Network
https://www.linkedin.com/in/macleveland/

Johnny Anderson
Nashville tech leader, GNTC board member, Entrepreneur-in-Residence at the Entrepreneurship & Innovation Center, and host of The Impodsters™
https://www.linkedin.com/in/johnnyonbrand/

Links & Resources

👉 Learn more about the Entrepreneurship & Innovation Center (EIC):
https://www.wcs.edu/secondary/entrepreneurship-innovation-center-eic

👉 Join the Parallel Entrepreneur Network:
https://www.parallelentrepreneur.com/#about-me

👉 Subscribe for more conversations with leaders building aligned systems across business, education, and community.

👍 If this episode resonated, leave a comment or share it with someone shaping the future of leadership.

Chapters
 
00:00:00 The reality of being the only woman in the room
 00:00:52 Episode introduction + framing Meg’s leadership
 00:01:01 Meg Chamblee, UDig, and launching Nashville
 00:01:47 Why relationships drive real growth
 00:02:03 Nashville’s tech ecosystem and connection culture
 00:03:00 The impact of WiTT in Nashville
 00:04:02 Community as the foundation for scaling
 00:05:00 Leadership lessons from growing a market
 00:06:01 Investing in people and showing up to serve
 00:07:00 Board service, volunteer leadership, and long-term impact
 00:07:42 Episode close

What is Parallel Entrepreneur with Mark Cleveland?

Mark explores the minds of visionary entrepreneurs who refuse to limit themselves to a single venture to learn how these trailblazers manage risks, innovate across industries, and turn ideas into impact.

Whether you’re scaling your first business or juggling several, this podcast is your ultimate guide to thriving as a parallel entrepreneur.

We have had a lot of women come in and say like

literally I'm the only woman in this is myself too

like I am the only woman in the room a lot of the time.

Even though it might be a virtual room,

I mean a lot of the time.

And it is very refreshing

sometimes to just go into a room of women

and just it is a different feeling

Our guest today is someone who understands

that growth isn't just about strategy

it's about people, timing and trust.

Meg Chamblee is an executive vice president at UDig.

Where she established

and leads the firm's Nashville office.

Meg drives strategy and growth across a diverse

portfolio of enterprise clients,

her work sits at the intersection of strategy,

software, data,

AI and automation,

helping turn big ideas into real measurable impact.

What makes Meg's perspective unique

is the path she took to get here.

She started in human resources,

built recruiting teams from scratch,

moved into business development

and ultimately

into leading this technology consulting organization.

In our conversation,

we talk about two things that don't get enough

airtime: 1

how building a market is really about relationships

before results;

and 2 how leaders

who understand both people and technology

are the ones creating durable growth

right now. Let's jump into this conversation with Meg.

Where's one of the biggest impacts

your community and your network and

that effort you put in,

what's one of the biggest returns that you've seen in a

in a tangible way?

In a tangible way? I mean,

yeah, my first thought is more about like

professional experience and growth and stuff,

but like there are certainly like networking tangibles.

Like I met this person through this way

and that lead to actual business that we're doing,

that's happened quite a bit, honestly.

It's almost hard to track

it happens so. When it's so interconnected,

like I think about

our work with Tractor Supply is pretty public

so that's probably a good one to think about.

I first met

Glen Allison at an NTC event

like when I first moved to Nashville,

and then I met Marla Lamont

who was a tractor recruiter at the time

through a WiTT event in Nashville.

And then I'm I don't even remember

I met a bunch of other people in other ways

from the NTC to WITT to Leadership Brentwood

later

I did Leadership Brentwood through the Williamson, Inc.

group and met even more people.

So this is like eight or nine years

of meeting people and exploring things

but never actually working together

and then at a Leadership Brentwood event

I ran into Glenn and we were like hey

we should do this together,

and then like three months later

we were working together.

And for us as UDig and we're

you know I

I joined UDig

to start the Nashville office about six years ago,

and we're starting to you know

build out our client base and our team and everything

that was just a huge

it made a huge impact on our office on our company,

and now that was three or four years ago

and we're doing more and more with them.

And it's been incredibly impactful,

but I definitely originated in community.

There are some things you give to that don't give back,

and there are some things that you give to that

have a return. We're talking about what is the return?

But I haven't I've been here for 25 years

I haven't seen anything that I gave to

in Nashville that didn't give back in some way.

I was gonna say yeah

I feel like everything has a return,

it's just sometimes it's tangible

There's these organizations that are all kind of

sort of

purposed to make sure that this is fertile ground.

And I'm

I just wanna ask more I mean

have you ever been in a situation where you didn't

experience this return,

this growth sense the sunshine on

on the thing that you planted?

Hmm it's a good question.

First of all I

it's not like everything I go to

I think ooh,

you know what am I gonna get out of it?

I which I feel like is a really important part of

it's a huge the mindset

and I think that's where people get frustrated,

as they have the wrong expectations.

You know I think

if your motivation is just

I don't know,

I just feel like I wanna be a part of whatever this is

and you know

at the end of the day what I'm

what I'm looking for is not something like

I want to sign a deal after this thing. Right.

I just wanna learn,

I wanna get more involved,

I wanna see how I can help.

but it was more like that

seems to me to be the spirit of what you brought to

everything and so it continues to circle back. Well

I think the this is sort of my WiTT example.

So, when I first moved moved here, and I was everywhere.

I mean Bryan Huddleston used to make fun of me, like

there's Meg again, like she has nothing else to do.

she's just done all the events.

But through that I met a lot of people,

I got involved in things

and I wasn't like a career salesperson,

I was in HR,

I did some recruiting, like I wasn't, you know.

And so where

I felt like I could be helpful

was in helping people with

campus recruiting, or like

you know

I was trying to think of things that I could do

to be helpful. But in the end

it was just like literally anything

and when you get into an organization like WiTT

like I'll help with registration or I don't know

what do you need like I'm around

I can do things.

And eventually Beth Hoeg

somebody referred her referred me to her

as they were looking for board members for WiTT.

And she was like hey

you know would you be interested in this?

And that was the first board

I had ever been asked to be on

I like couldn't believe it,

I was like oh my gosh

the board, I can't believe they would ask me.

Little did I know, like it's a job. You cannot refuse.

It's I want you to work for free

like how do you feel about that?

But it was great and that was a game changer for me,

and then eventually I became president of WiTT,

which gave me so much experience.

I got to manage a PNL, I got to

you know you're really leading a team

it's an all volunteer board,

we don't have a staff, there's so much work to do.

I did that during the pandemic.

I mean there was just a lot that I learned

through that experience that's to me

way more valuable than any like

client or like relationship.

Cause it just taught me a lot about myself

and who I am as a leader who I wanna be.

I it's just been what's.

What's the conversation?

you wanna be driving in Nashville

I'm trying to think about that.

I know what the answer is.

What is it? She's already doing it

and it is it's

it's helping grow leaders,

helping grow followers, helping grow you.

I've watched you help grow people.

and I want your input on this

I think it we've talked a little bit about

you know what

why we go to the networking events and what we do,

and the people that don't get our eyes on it

and I think it's about intent.

And I think if I heard you right

it was mostly about

go in with no expectation of a return

that's the only way to get a return? Yeah.

Is to go in with an expectation of no return.

And I've watched you play that out, where Meg's just Meg

and she's there to help and it's.

You get grabbed at a lot

it's like an open bag of candy sometimes and you know

everybody wants

everyone knows Meg can help

so everyone's gonna ask for Meg's help.

We've had that conversation.

So tell me about a time you had to say no. Well

you remember this time maybe?

So if you don't know

John and I along with Joanne Ecktonn and Suzi Earhart,

put together this elite program for the NTC

the Emerging Leaders in Technology Program. And

and now it's like 10 years.

Is it? We are at our 10th year. Yeah.

So very rewarding, great experience with again

the goal of like you know

there's a there's a layer of leadership

that's not getting addressed

or connected. Like we have CEO groups

we have user groups for practitioners

but like new leaders, middle managers

those people need some love too.

And so we kind of put this thing together.

And so a few years in,

I think I was pregnant with my second child,

when we were putting Elite together the first time. And

I was on the board of WiTT at that time,

there was a lot I was already doing.

And I didn't leave any of those things

I took maternity leave you know

and then I

I went back to all of it, WiTT, everything.

And

after maybe a year or two of that

I was just like oh my gosh

like I cannot, this is too much

I can't do it. You know,

now like I have clients, I have like

I have more to do, I have like two kids,

I have this is pre covid

so it's all in person you know

and I'm like the screeching in mom at the daycare

like 5:59 before I'm gonna get charged like $30.

And I called we were on a call, and I was like OK

I have to bow out of Elite,

it's too much time like I

I cannot, I can't commit to this.

And I think it was maybe all of you?

But I remember Joanne saying,

"you know, you don't have to do as much as you're doing,"

like you can still be involved and not be

you know

and just be around. Like you don't have to do so much of.

You know maybe your expectations are too high.

Like you don't have to be at every single Elite thing

every single time.

It was just this permission to still be involved

but not like work so hard at it almost

or spend so much time on it.

Which was just very freeing

and I'm so glad I stuck with it, because

you know it

it continues to be this

I don't know

a gift that keeps on giving in a lot of ways.

Actually,

all I heard was we just wouldn't let her say no.

That's that whole story though,

that's we wouldn't

wouldn't take no for an answer.

But you let me like back up.

I mean you let me

you know

you let me

hold myself to like not as high of an expectation on

what I felt like I needed to do to like

be helpful. When

I think I learned this

through some of that process as well is

you bring an oversized value in certain ways.

There's things we're all good at, things I'm good at,

things you're good at

and I think it was permission to focus on where you're

where you brought the most value.

Focus there don't worry about the rest of it,

and I feel like that was that freeing part

and I've had that same conversation for me as well.

Is we've got all this other stuff

but where you bring value

focus on that and that alone. Yeah,

I think I need to do it

I think I need to figure that out again,

as we've talked about.

Because the alumni piece is where I was focused

and then that has not

we need to do more with the Elite alumni group

than we're doing. And again

I feel like there's probably

there's probably an actual alumni

or someone else who could step up to do that

but it's been hard to recruit somebody to put the time

yeah that you really need into that part of the group,

so this is my advertisement

if you're if you're listening Elite alumni

call me. It's time for us to hand the torch over.

We are tired. No,

I think you guys have invested.

You're looking for someone to come along in that

diamond field that is Nashville

and help you harvest some of the raw rocks.

You know I mean

this is a

what we're talking about today about Nashville is how

is it evolving? What are the facets of Nashville's

technology and innovation

culture that you see and I

wanted to go back to something you said earlier.

You left, you know

you're native you

you left, you came back

you reestablished.

There was a different place to live

I mean

Nashville had places that you didn't want to live,

and now there are almost very few to know

places that you don't want to live,

I mean I live in East Nashville that

that would like what are you talking about.

At some point in the past

the city has just continued to evolve

and the closer you are to the city

the more dynamic it is and

and so you reestablished yourself,

and you created a new energy center that

you could give and and it would support you.

So how did what

what did you see in that experience that was different?

You know

what about Nashville has changed in your mind,

most recently and in

over that window of time where you got

re established?

So I moved back in 20 like early 2014,

so Nashville was already different.

But since then obviously

has become very different.

So

I mean you know

Nashville itself different,

but I think also I was different, right.

Like I you know,

ten years later I'm a different person,

like I'm married I have children,

and so I think it was also like okay

which part of Nashville

is gonna be the right thing for me now

that maybe isn't what I would have expected

when I was graduating high school.

And like making assumptions that if I was here

I would just have whatever this life is that I had

before. For an example

so I went to Harpeth Hall

I went to all private schools when I was here,

I left, you know my husband went to public school

we were that was kind of our track in

in Birmingham where we were living

we moved back and it was like okay

well I guess we should live over here,

like this is what my friends are doing,

you know like

let's figure this out. But then I'm working in like

so that's like Green Hills, and I'm working in Franklin

it was just

it just wasn't really working for us the way that

that we needed it to for our family,

and then you know

I mean Brentwood was around when I left,

but I didn't live there. And so now that's where

that's where we are

and we're in the public schools and it

it just it works so much better for our family.

So I think none of that is really new Nashville

but I think it was more like

how do I fit

my new self into the Nashville that I kind of

am the best fit for. Yeah.

Yeah. And in the areas that we didn't talk,

I lived in Brentwood for

forever in East Nashville for the last seven years

and I look around at

Gallatin and. Right.

Hendersonville and these places that are,

I mean you know

Williamson County's got the beacon of public education

and great leadership

and

a lot of people who are contributing in so many ways.

And then if you

if you pull yourself out of that and look elsewhere,

wow

there's something really incredible going on in Jolton

right now and in Fairview.

Yeah places that I would have never even imagined

they're just it's like bubbling with creativity and

and I just a great

it's a great place to be embraced

I think, everywhere I look

the communities are embracing each other.

Yeah I think that's true too,

and in the economic development of the whole region

is just a huge factor.

I mean it

you know I think there's a lot of

you know people might complain about growth.

But without I mean

we all grow with the growth.

You know like

because of that influx of companies that brings talent

that creates opportunity for people like us.

You know it

and now my kids have exposure to new kids

who are from California or from wherever

and that is that makes them better.

Like it the whole thing is more diverse,

you know the whole community becomes more diverse,

with all these different experiences

instead of some other communities that might

be well if you're not from here

you don't understand, and so like it's.

I've just

I've been in some other communities that are just

you know they're less

there are fewer people from

outside of those communities

to bring in new ideas

to which creates innovation

you know

and they end up getting a little bit more stuck.

And so

I think, that's probably to me maybe the

the most beneficial thing of Nashville's growth

is just how innovative we can be,

and how

how much more opportunity it creates for everybody here.

What piece of wisdom do you wanna leave us with today?

Oh I don't know if it's wisdom

but I would say

I think just the Nashville way is to pay it forward.

I know when I got here people would say that to me,

like they would take a coffee meeting

because somebody took a coffee meeting with them,

you know and I think

and I think that's been going on for decades

in Nashville. So

I think that is one thing that

hopefully is still kind of permeating

even though people are coming in from other places

that they're feeling that when they get here,

that it's not like other every other city,

you know it's a very giving town to your earlier

statement and I would just say

to pay that forward and keep that going,

so that we keep Nashville the special place that it is.

In all of these relationships that

that we are asking you to share

you know what is your wisdom?

What is your observation?

Tell us a story about one of the members of WiTT

who you could confidently say,

they changed their life in some way.

What would an example of be that of that story be?

So this was the sister of a coworker of mine

and he had reached out and said hey

my sister is a music teacher

and she wants to get into technology.

And you know

I think you're in this WiTT group

you know would you mind talking to her,

and I talked to her.

And she might have already known about WiTT

I honestly don't remember that completely but she

she applied for a scholarship,

she got the scholarship, she went back to school.

I think it was an SS that she did um

to get you know

her training. And then from that

got an internship at HCA

and then started working at HCA

in IT.

And that you know

that probably took two years, or 18 months or so.

But you know that is life changing,

I mean she completely changed her career.

She then told her other teacher friend

I feel like maybe she was also a music teacher

and she did the same thing.

And then it becomes this kind of ripple effect

where you're actually getting more people who might not

have ever considered that career path before

and now they're in it and it's happening. And they

you know

surely she would have done it anyway

if she hadn't gotten the funding

but you know no doubt

that funding helped make that decision for her and

and accelerate that pathway.

So she's she's a good one,

but there are so many. I mean

a lot of people who whether that made the

whether WiTT's funding or a topic that you listen to

or something that just made you think

I'm gonna keep going. I

you know I was thinking about getting out of this.

We have had a lot of women come in and say like

literally I'm the only woman in this is myself too

like I am the only woman in the room a lot of the time.

Even though it might be a virtual room,

I mean a lot of the time.

And it is very refreshing

sometimes to just go into a room of women

and just it is a different feeling

you know.

And I'm sure men you know

feel the same way in different areas like it's

it is it's just it can be more comfortable.

So I have I have heard a lot of women say that, like

you know okay at least I know I'm not alone

even though I am alone at my job, or

or wherever like I have this support group and

and other women who can who can support me.

And countless times of job referrals and relationships

networking leading to opportunities

for sure

Just maybe it's a bad question that I asked,

It's just her nature. And I think it points out,