Ask Ashley

In this enlightening episode of Ask Ashley, host Ashley Russo sits down with Parker Nielson, Head of People Strategy and Operations at Thoropass, to explore the intricate balance between leadership, vulnerability, and the unique challenges of fostering authentic connections within a diverse, global team. Parker shares his journey from a teenager facing a rare health challenge to a leader who embraces the complexities of human connection, the importance of psychological safety, and the power of genuine interactions in the workplace.

Parker highlights the significance of saying "yes" to opportunities, the lessons learned from his unconventional educational path, and the invaluable experiences that shape his leadership style. Through candid reflections on personal struggles with anxiety and the pressures of leadership, he encourages listeners to embrace their authentic selves and the messiness of life. This episode is a powerful reminder that building connections is not just about strategy but about being human and creating an inclusive environment where everyone feels they belong.

  • (00:00) - - Welcome to Ask Ashley
  • (00:14) - - Introduction of Parker Nielson
  • (01:20) - - Parker’s Career Path Overview
  • (03:45) - - The Importance of Saying Yes
  • (05:30) - - Key Turning Points in Leadership
  • (08:50) - - Overcoming Health Challenges
  • (12:10) - - The Gray Areas of Life
  • (14:15) - - Non-Traditional Education Journey
  • (18:10) - - Embracing Diversity and Inclusion
  • (21:30) - - Building Connections in a Global Team
  • (25:00) - - Role of Committees and ERGs
  • (28:15) - - Creating Psychological Safety in the Workplace
  • (32:00) - - Adapting Leadership Styles
  • (35:30) - - Influences and Mentorship in Leadership
  • (39:00) - - Routine and Self-Care Practices
  • (44:00) - - The Importance of Mental Health
  • (47:30) - - Designing a Perfect Day Off
  • (50:00) - - Advice to Younger Self
  • (53:00) - - Closing Thoughts and Reflections

What is Ask Ashley?

In Ask Ashley, Founder, Thoughtleader and award-winning media personality Ashley Russo sits down with leaders who bring purpose and humanity to business.

Each episode explores how people navigate uncertainty, lead with empathy, and create meaningful change in their organizations and lives. Listeners gain practical insights on resilience, leadership, and financially confident decision-making amid disruption.

This podcast is brought to you by Ask Ashley. If you’re interested in building a confident, purpose-driven wealth plan, reach out to Ashley at ashley.russo@nm.com.

welcome to ask Ashley the podcast

where we shine a light on the unsung heroes

of the workplace

I'm your host Ashley Russo financial AI board member

thought leader and wealth management advisor

each week we sit down with inspiring leaders

exploring their journeys

motivations and the real challenges they face

from job insecurity to the evolving role of AI

in a world where many feel overlooked

these guests

are building hope and connection for their colleagues

join us as we uncover their stories

and discover how they're making a difference

one conversation at a time

hello everybody Ashley Russo here with Parker

who I know

we're all gonna walk away from this conversation

just feeling empowered and dare I say happy

he just brings joy

at least that's been my experience no pressure Parker

so with that Parker would you please introduce yourself

yeah I I feel honored with that introduction

so maybe I'll just run with that one

but I'm Parker Nielson I'm head of people

strategy

and operations at a company called Thoropass

and we do risk and compliance

but absolutely love people and growing organizations

and I always joke

I focus on the awkward teenage phase of a company

so that's a little bit about me

love that I love that well

Parker will you start with walking us through your

career path so far

so what inspired you to pursue tech

and the startup ecosystem

and how did you end up at your current company yeah

um how did I get into recruiting

first off like most luck is an answer

when I was young in my career

I simply just said yes to everything

I was one of the first people at a startup uh

they said hey who wants to help us open a new office

oh me right

and and it just kind of opened a door

a bunch of doors to a lot of opportunities

and as that company grew and and we exited

I I kind of sat and thought what do I do next

I realized

one of the things that I found the most joy in

is finding people who have raw potential or skill

maybe they just need help getting into the right place

and helping them get there

so that's what got me really excited about recruiting

um I first started at an agency called K Force

I then got recruited from a company called Wayfair

they were looking for someone to help grow their sales

organization I had some peers that went over to toast

so I went there and then one of my peers from

wayfair started her own agency

and she had throw passes a client

and reached out to me

when they were looking for someone to lead

their recruiting and people team

and so I'm so excited to be here today

and my network is kind of helped bridge those gaps

in between sounds like saying yes and being open

and available to the universe of possibility

and opportunities certainly was part of it

which is neat to hear it is

and I think it was great at the time

looking back

there's probably some things I should have said no to

uh but that's part of the learning lesson

right as we learn

and it it helped define who I am as a leader

and I know what I want to be

and I also know what I don't want to be

so yeah

equally as valuable equally as valuable

so can you share a key

turning point or challenge in your journey

that defined how you show up and approach leadership

hmm yeah

I I would say there's been a couple moments in my life

right it's never been one exact thing

but I would say one of the direct moments early on

is when I was a teenager in 16

I had a really rare tumor

called nodular fasciitis in my neck

and that's a lot right

I think when we're teenagers

we think we can take on the world

we can do anything nothing can hurt us

and to hear you know

I was the third case in the last 50 years

with this specific case

and it really makes you pause and reflect

and as I started looking around at other individuals

going through similar situations

I realized there's really only two choices

it's that simple you can give up or you can fight still

to this day

I've yet to meet someone that has had a tumor or cancer

or serious illness that gave up and lived

I have met people that fought till the very end

and I've met people that have fought

and made through it and

and so

I think that was one of the biggest takeaways for me

is if I even wanted a shot at winning

my only option was to fight and learn

and to push through and

and that's really carried into my personal life

hobbies and sports that I did as a kid and now as

as a career and a leader wow

that's powerful powerful

and I'm curious how has going through

how is going through that experience

those health challenges

how is that shown up in your professional life

how does that shape the leader that you are today

I think for me this is a great question

the world's not black and white right

and I think

we all look for the checkbox approach to life

and I know that's how our brains tend to work

it's tell me exactly what to do and how do I get there

and give me the check box to success

but it's always pivoting it's always changing

you never know what's gonna happen

and so it's really how do you pivot in those moments

how do you learn and grow

and more importantly

how do you appreciate those moments

cause they're what got you to where you are today yeah

that's a good

that's a good thing for all of us to hear

maybe something that we know

you know in

in theory

but to hear it and to remind ourselves of that

I know we've had previous conversations

and you also had potentially not the

the most traditional education approach

so

I'm curious if you'll share your journey around that

and how that's shaped your

your perspective and your approach as a leader

yeah um

it was something I was actually really embarrassed by

until I don't know

probably the last five years

is when I decided to be brave enough to speak up

but I dropped out of college not because I struggled

I in fact

I did really well

but the startup I was at just took over

some of the classes I took

I actually felt like I was getting

and just kind of wasting time

you know doing a

a checkbox and so

you know I

I just kind of joined the workforce and figured it out

and well I do believe that

that has defined who I am as a person today

and it's it's kind of a chip on my shoulder right

it's I know I don't have something that most people do

it's something that drives me

but the reason I didn't talk about it is

I also felt judged by it right

I especially when you're leading a team

and you have some phenomenal individuals that report

to you that went to Ivy League schools

or got this fantastic degree

and you're like my gosh

I didn't achieve that and it is a big accomplishment

and I think the thing that really stood out to me

I had a mentor who LED the e and I at Wayfair

and I was talking to her about this once and I was like

like how do I talk about this

even when I apply to a job

like I get automatically rejected

cause I don't have a bachelor's degree

and she's like Parker

if you feel this way

about something as silly as a piece of paper

how do you think people from minorities feel

of different backgrounds or colors or

or maybe a learning disability or right

like those are real problems

right that they can't control

and you could go back to school if you wanted to

and I think that's really what helped me get like

an aha moment into Dei specifically

is I'm embarrassed about something silly right

a piece of paper that says

I Learned something that

there's not even a recruiting

degree that I could have gotten in the first place

right it's not even in my profession

and it's really helped me

become more accepting of others

and understand that

we all have skeletons in our closets

or things that we feel ashamed of

and that we're our own worst critics

but it's nothing that we should be afraid of

or to hide and we need to be brave enough to speak up

another very very good message and whatever it is

I'm sure people have a million different examples of

fill in the blank is something that they

just feel embarrassed to say out loud

or think they'll be judged for

maybe they actually are judged for

but who's judging

skeletons do they have in their closet right

so I think it's a really good call out

you

you mentioned obviously diversity and I'm curious your

your current company operates in what

over 19 countries

which is incredible

that's an incredibly diverse workforce

uh

what have been some of the opportunities and challenges

when it comes to building connections in a global

virtual environment

fantastic question

one of the things we have at Thorough Pass

is a social committee and we have individuals from

all different teams within the organization

who we try to drive belonging

well we had a meeting last week

and I gave them a teaser

that I was gonna be on a podcast and

and talk about this and I asked

is there anything that you wish I brought here

that makes Thorough Pass different

and makes people feel belong

like they belong and everyone spoke up

but one individual spoke up specifically and was like

the thing about Thorough Pass is

I truly feel like I can be myself

and it's because it's not like an assigned task

it's something I truly want to do

and everyone else wants to do it too

and he shared a story that he was at a

an off site with a bunch of individuals

and they were doing a conference

and in most organizations

it's like I have to do this dinner

and I'm gonna be up from 7 till midnight

every single day he's like

but we all wanted to in fact is the meeting ended uh

or the conference would end

and we were going to dinner

they said hey

like this is what we're doing if you want to come

great if you don't great and it

it wasn't forced and it's

it sounds so silly that being genuine and caring

and just wanting to help other people

is the way to make that happen

so that's that's one thing from a more tactful version

I think when I first started

we tried to plan the big virtual events

how do we have a speaker talk about this

or how do we have this happen

and I remember when I joined the committee

I said what does good turnout look like

and like oh

most of these events we get like 20 to 30 people

a really good one we get forty

and that was something that they were our

our team was really proud of

and I said wait

20 people that's 10% of the company 40 people

that's a third of the company

so the best initiative and meetings

and moments that we were doing

we were only getting a third percent

a third of the people there

and a lot of it is in a virtual environment

we're busy we all work different time zones

we all have different life

I talk a lot about work life balance

and work life blend

and one of the things we realized is

our team loves Slack and so how do we find a better

more meaningful way

where people can engage on their own time

and so uh

things like International Family Day

hey today's International Family Day

everyone post a picture of your family

and it creates these moments of natural connection

where everyone can get involved

whether it's 1:00am my time or noon your time right

and it it really does create that space

for us all to come together

I love that

I love that and finding ways where it's again

genuine versus forced that's great

so I'm curious based off that

what role do these committees and ERGs play

in the company can you share a story

of a program or initiative

that had a meaningful impact

on the team yeah

I would say first off

doing something is better than nothing

so I highly recommend starting with the committee

starting with the organization

starting with the ERG

whatever it is to get that off the table

that is the best starting point

now can you teach people to be genuine and caring

and do it out of the goodness of their heart

not as much right

but you'll find those people with time

and that's something that really drives that

I would say

one of the things that I've done in my career is

specifically around minorities

there's a lot of organizations out there

that are trying to help minorities enter the workforce

specifically tech right

and so

these are great partnerships that you can work with

early on in your career

to help staff customer success roles

SDR roles right

entry level positions and it really

brings a different and unique perspective to your team

and your culture as you strategically start to target

non profits

that truly care about making a difference out there

so I know

that was kind of an ambiguous

way to answer your question

but happy to go deeper well

I'm gonna double click on potentially a heated topic

way so in this environment

right where there's a lot of energy and feeling around

even the word diversity or the word inclusion

and in this climate

how do you create that psychological safety

that that space where people

do you feel safe to bring their authentic selves yeah

I I think it starts with being vulnerable right

and it starts with being yourself

and not making that an awkward topic to talk about

I know that sounds silly and hard to do

and it's you know

I can't talk about you know

religion or politics or whatever around the

the dinner table

but then you're expected to do it at work uh

kind of seems seems backwards

but people genuinely assume positive intent

as you continue to listen

one of the best parts about working with a multi uh

country workforce is things are different

I mean I can't tell you how many meetings I join where

wait why did your president do this

or why is this happening in the US

like help me understand

here's how the rest of the world's seeing it

and I wouldn't have had those conversations

at previous organizations

that were solely US based

but because I have a team that truly accepts each other

wants to learn and grow and talk through it

I think that's one of the starting points

but it starts with a leader

being brave enough to approach that subject

and to have that conversation

with whoever they talk with

so if someone was feeling disconnected

because you clearly celebrate

obviously the authenticity and the genuine connection

I'm curious if someone felt disconnected or

or hesitant to speak up

how do you find the support for that person

yeah

um every person's different

and maybe that also talks to my leadership style there

there isn't one size fits all blanket statement that

you know what

here's the one thing that works with everybody

and even with my team I have some individuals

that I have great relationships with

but they need 24 hours to process anything right

especially feedback or or

or even positive things right

it's like they're

they're not good at thinking on the the fly

there's nothing wrong with that

it's how they learn

and I'm able to adapt to that as a leader of hey

here's the information

let's reconnect tomorrow to talk through a plan

I have other individuals that

if I were to share information

or have a conversation with

that's gonna be in their brain until it's resolved

right and so hey

I will stay on till midnight if that's what it takes

let's talk through this let's work through it

let's figure it out

and so I think that's to answer your question

Ashley right if someone doesn't feel like they belong

or that they can't fill that space

or that they don't feel safe

how do we create it right

I think the other thing is

if you wait till the moment of stress

you've already waited too long

and I think that's the other thing we forget

it's kind of like relationships right when you uh

talk to your friends and family about the boyfriend

girlfriend whoever

and you're telling them everything that's wrong

and they're like well then just leave and you're like

but I love them right

it's it's kind of that wrong moment right

and there's that heated stress

and you're already there and you're already frustrated

and then you have these two different perspectives

that don't see eye to eye

versus before that even began

helping someone understand that

you're always there for them

no matter what the situation is

so when we get to this crossroads

you have that relationship and that trust to navigate

and it sounds like you're really meeting people

where they're at I mean you're

you're talking to them in the language they understand

you know or you're helping them process

in the way that they understand

um I think that's

that's important imagine

you know how people's relationships would be

whether it's professional or personal

if we all adopted that mentality right

really

speaking to someone in a way that they can hear it

I think that's that's brilliant

in terms of your own influences

obviously you are a very self aware human

who then engages with other humans

to also maintain their own awareness

right in the world

so who are your mentors who do you follow in leadership

how do you have this perspective

ooh um

first off I am a middle child of 8

so I have a little bit of middle child syndrome

where I have to prove my way and define who I am

so so that's

that's part of it

but I would say from a mentor standpoint

I can think through my career of a handful of people

where you know what

I like this from you know

Courtney and I like this from Molly

and I like this from Millie and

and Dicken and and

and the names can continue

does that mean I like the whole bucket

or I want to be exactly like them

no right

but

I want to bring the best qualities of all the leaders

and people I've LED in the past

to kind of Frankenstein myself together

on that same note and I think where we started this

this call

I've also had leaders where I don't want to do that

and I don't want to be that kind of person

um and so

I've made intentional ways to not become that human

so as much as I would love to say

one day I want to be like X

one day I want to be me right

and that's something that I'm really pushing towards

and me is the best

of all of those people that I've met

throughout my life and my journey

and the people I'll meet to come

ooh I like

that's a mic drop moment

can we just stay on that for a second

that's great sure

thank you I mean

doesn't that give people permission to choose them and

and also you've had a journey right

you haven't

for one moment said that you had it all figured out

you said you've Learned along the way

and you're taking different pieces

and you're evolving and Frankenstein

you know this person together

which is great but it's you

and the version of you

that you are creating along the way

that you wanna be that's incredible

you know and actually I

I still haven't figured it out

and I think that's the other thing right

it's we we grow up our entire lives and they say well

Ashley what do you wanna be when you grow up

and you're expected to have this defined answer of

I wanna be a doctor or an astronaut right

I don't know what I wanna be

and I've very rarely

have met an adult

who actually has an answer to that question

but going back to where we started

I think sometimes we're afraid to admit that right

versus saying you know what

I don't know what I wanna be

but I know what makes me happy

I know what makes me feel valued

I know what I like to learn and grow

and as long as I do those things

I'm gonna feel fulfilled

and it's gonna get me to where I should be one day

it's again

such a beautiful sentiment

because I feel like

in this fast paced technology world

right in this

this perfect Instagram world

where people are supposed to just arrive at perfection

versus find their way towards their version of perfect

that's beautiful permission

I'd be curious what are some of the routines

habits things you practice regularly to stay grounded

you know both personally and professionally

especially when you spend your professional career

pouring into others what keeps you whole

yeah so I think the official word is omnivore

but don't quote me on that one

I am very extroverted at work

I am very not right in fact

I'm pretty silent outside of work right

and that's something that it's often strange to others

but I like my alone time

I like to go grab dinner by myself and just relax and

and you know I spend all day talking to people

sometimes the last thing I wanna do is talk

talk to people at the end of the day and

and that's okay I would say the one routine that I have

that I do every single morning is the way I get ready

my wife makes fun of me cause

I probably take longer to get ready than she does

and I have to do it the exact same

she's like well

can't you just like

shower and like throw on a shirt and get out the door

no I can't

I just feel like I'm you know

forgot to wear my watch right that day

and and it's just a very weird feeling

and so that's the one thing that I know

I can always start off the same

and then the rest of my day can be a roller coaster

on the topic of still growing and evolving though

I think one of the other things that again

I was ashamed by and just recently started to share

I tend to handle stress very well at work

and one of the things I'd noticed is

you know people often Parker

you're really level headed

you're talking through this

well then I'd bring that stress home

it doesn't help that I have a seven year old

a four year old and a two year old

who are chaotic

and wanting everything from dad all the time

and I started struggling with anxiety right

and although it didn't show up in my work life

it showed up in my life life

I think it took my wife two and a/2

3 years of constantly saying like

go talk to a doctor go talk to a doctor

go do this and talking about mental health

let alone men's mental health

no that doesn't exist

that's not real I'll tough through it

I'll figure it out

it wasn't until I was brave enough to finally go

seek help and how do I work through this

how do I talk through it it's still something I'm

obviously sensitive to talking about

but again if I'm too ashamed to talk about me

feeling stressed by a bunch of kids that scream

and yell and throw toys

everyone else feels that too right

it's just about being brave enough to bring it up

I wanna just commend your bravery for a second

and I I know someone listening will just breathe deeper

just from hearing that again

it's why do we put this pressure on ourselves

to not have these moments of

I gotta work on myself too

I need these moments this is stressful

I take on what's interesting in the leadership position

you're in is

you do have to stay so strong for everyone around you

you're a human too at the end of the day right

and the fact that you are a real person

with real life experiences

and a real family boy

how refreshing is that

and you're working on the things that you wanna work on

to make yourself feel more whole

that is a beautiful call to action

it's a beautiful call to action

um thank you

I wanna ask if you can design a fun question

if you could design a perfect

Ferris Bueller's Day Off for yourself

what would it look like um yeah

I'm curious yeah

sleep if that's a fair answer

I absolutely love sleeping

and so sleeping in waking up

having a cup of coffee and then taking a nap

and then waking up and going out to dinner

I know that sounds so simple

but isolation would be like my ideal dream day

maybe throw on like a massage or a spa package

and done deal

I think I want that exact fair spieler day off honestly

I think once you have kids

you realize how precious the morning is

and when you get that morning to yourself

all the cup of coffee

and just sitting and eating breakfast

you know yeah

I and then and then going back to sleep

I think that is a beautiful

every parent listening will be like

I want that day and I'm glad you threw in the

the spa

because that was what was missing originally from that

that equation that's perfect

of course always love a good massage

so we can't say no to that

so my final question

the question I always like to end with

with all of the wisdom

and knowledge and experience that you have

at this point if you can go back and say anything

to your younger self what would you say

yeah um

the silly answer that I could give is like

invest in like Amazon or Google or

or buy real estate

but I think one of the mantras that I live by now

that I wish I would have lived by earlier is

worst case tomorrow or worst case scenario

we won't do that again tomorrow right

I've Learned a lot of throughout my career

but most of those learnings are from mistakes

that I've made and even people that I've hurt right

as I've I've been a a leader and a manager

and even though my intent was good

sometimes delivery's bad and there's you know

it's a learning lesson

and I I think we all wish we could learn faster

I think we would all wish we could be perfect

out of the gates and

as soon as I figured out that

it's okay to make mistakes

it's okay to learn it's okay to be a failure

it's okay to be human

learn from it and just don't do it again

I mean everything became so much more easy

and I became way more grounded as an individual

and as a lead that is the official mic drop moment

there's been a few but that's the official one

Parker you are just a delight

I appreciate your honest real truthful approach in life

I know so many myself included

really appreciate your perspective

thank you for being here today

yeah thank you so much