Career Opportunities at Milestone

Ready to take your career to the next level?

What it’s like to work at Milestone

We do things differently at Milestone, and our clients notice. Our purpose is simple – We are driven to make a difference for the founders out there making a difference every day.

Best-in-class Tech

We use best-in-class technology for everything we do. Whether it’s internal tools that promote a more productive work environment or client-facing apps that improve our service delivery, we pride ourselves on staying on the cutting edge.

Remote Work Enviroment

Milestone is a “remote-first” work environment because we believe it provides the most flexibility for team members and gives us access to exceptional talent. We use office space for collaboration, team meetings, or when you just need a change of scenery.

Collaborative Team

When we say it, we mean it. Our environment is very collaborative and our team members support each other. We believe that a committed team that works well together can accomplish great things.


At Milestone our core values are more than just words, it’s who we are. They form the foundation of our firm and serve to guide us in building relationships with clients, team members, and partners. We call them our Core4.

Meet our Team

Amber Barton
HR Manager
Heather Boehm
Staff Accountant
Emily Burke
Staff Accountant
Elizabeth Cabrera
Staff Accountant
Todd Clark
Staff Accountant
Leigh Ann Cross
Alexa Deaton
Brandi Doolittle
Assistant Controller
View More
Ellen Elpers
Director of Technology Services
Jaylan Fisher
Sr. HR Generalist
Claire Fleetwood
HR Generalist
Olivia Fritz
Client Experience Manager
Grace Gabbert
Sales & Marketing Coordinator
Sean Gabbert
Assistant Controller / Technology Specialist
Tom Gabbert
Founder & CEO
Jennifer Ginyard
Payroll Specialist
Korrine Haile
Sr. HR Generalist
Danielle Hargis
Teresa Hernandez
Payroll Manager
Jessica Hicks
HR Manager
Christie Hunter
Sr. HR Generalist
David Iverson
Jess Jagoe
Staff Accountant
Josh Jarrett
Jaden Kostrubanic
Staff Accountant
Giovanna Larico
Staff Accountant
Laura Maynard
Payroll Specialist
Pat McDonald
Managing Director / Client CFO
Katie Merritt
Payroll Specialist
Edmarly Miller
Staff Accountant
Brittany Nehrkorn
HR Generalist
William Oberndorfer
Orr Fellow
Jenny Pearce
Total Rewards Manager
Marie Powell
Jordan Shepherd
Staff Accountant
Carla Shrake
HR Director
Andres Soltero
Assistant Controller
Jasmyn Squires
Savannah Stephens
Staff Accountant
Melissa Stout
Founder / VP – Accounting Services
Lauren Swihart
Operations Specialist
Ken Turro
Director – Business Development
Carrie Wheeler
HR Manager
Brenna Whitaker
Founder / VP – HR Services
Deb Williams
Senior Controller
Matt Wydra
Assistant Controller
Zach Yeagy
Sr. Controller
Traci Yohler

Benefits at Milestone


We provide affordable medical and ancillary benefit options for our team, giving you one less thing to worry about.

PTO & Holidays

We offer generous paid time away from work benefits, including our annual holiday shut down, so our team can relax and recharge.

Parental Leave

We offer paid parental leave for our team and offer flexible return to work solutions so new parents can come back on their schedule.


Our team has the opportunity to plan for retirement in a way that works best for them, with both Traditional and Roth options available, and an annual company contribution.

Remote-First Environment

Our team chooses to work where they feel the most productive, while still having access to a great space for collaboration, or just a change of scenery.


We provide our team with the equipment they need to be successful, including a remote office stipend, and access to leading edge software tools.
Are you…

A creative problem solver?

Motivated by helping others achieve their vision?

Comfortable not taking yourself too seriously?

If so, we’d love to meet you! Explore Careers