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.

Values

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.

Be Growth Minded

Every situation is a learning opportunity. We consistently strive to build our skillset, identify efficiencies, and discover ways the collective “we” can improve. The status quo simply isn’t enough. We encounter new challenges and situations on a daily basis and appreciate the opportunity that creates to expand our knowledge base. We collaborate and ask for feedback knowing that results are more important than ego, and that the combined experiences of our team outweigh our individual abilities.

Be Outcomes Focused

Be Outcomes Focused

Every problem has a solution. We start with the end in mind – what is the outcome our internal and external customers are looking to achieve? We approach each situation with the intent to discover the problem to be solved – and then we solve it. Externally, we keep our clients’ short, mid, and long-term goals in mind to create reasonable, scalable solutions. We take a step back first and then we zoom in. Internally, we strive for connection between our individual contributions and company objectives, letting us better understand the role we have in moving our company forward.

Be Someone Others Want to Work With

Every team member has the ability to make those around them better. The work is hard and some days are certainly better than others, but ultimately, we choose to be here and to champion our mission because we believe in our ability to positively impact organizations. We respectfully challenge each other because that kind of challenge leads to growth and best-case outcomes for all involved. Being someone others want to work with also means we are balanced individuals. Although we are passionate about what we do, work isn’t our whole world and it doesn’t define us. Be Kind. Be Helpful. Genuinely Care. There is no place here for drama, but healthy debate is always welcome.

Be An Example of Accountability

Everyone owns something and every contribution is necessary. In a collaborative environment we can’t succeed unless we all hold up our end of the bargain. This starts with delivering, as promised, every time. We are accountable to our clients, to each other, and to ourselves. We are not perfect but we own our mistakes. We make the difficult decisions and hard calls – even when we don’t want to.

Meet our Team

Video

This will be a stellar, but short quote that each individual will impart to prospective employees about the benefits of working with the fine folks at Milestone.

Founder/ CEO

-Tom Gabbert GPA

Working at Milestone means I am working with a number of different clients all from different lines of business. It is overall a great experience.

Assistant Controller

-Matt Wydra

Video

This will be a stellar, but short quote that each individual will impart to prospective employees about the benefits of working with the fine folks at Milestone.

Founder/ CEO

-Tom Gabbert GPA

As a working mom, it is really impactful for me to work for a company that is recognizing me as more than just a number, but a whole person.

Sr. Human Resources Generalist

-Jaki Milakovic

Video

This will be a stellar, but short quote that each individual will impart to prospective employees about the benefits of working with the fine folks at Milestone.

Founder/ CEO

-Tom Gabbert GPA

We have a great group of people who work hard everyday, enjoy who they work with, and most importantly, they enjoy making a difference for their clients everyday.

Founder/ CEO

-Tom Gabbert GPA

Amber Barton

HR Manager

Emily Burke

Staff Accountant

Elizabeth Cabrera

Staff Accountant

Leigh Ann Cross

CFO

Alexa Deaton

Controller

Brandi Doolittle

Assistant Controller

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

Tom Gabbert

Founder & CEO

Danielle Hargis

Controller

Jessica Hicks

HR Manager

Christie Hunter

Sr. HR Generalist

David Iverson

Controller

Jess Jagoe

Staff Accountant

Josh Jarrett

Controller

Giovanna Larico

Staff Accountant

Laura Maynard

Payroll Specialist

Pat McDonald

Managing Director / Client CFO

Edmarly Miller

Staff Accountant

Mike Newsom

Sr. HR Generalist

Miranda Nicholson

VP – HR Services

William Oberndorfer

Orr Fellow

Jenny Pearce

Total Rewards Manager

Marie Powell

CFO

Oscar Rodriguez

Staff Accountant

Christin Schulze

Payroll Specialist

Carla Shrake

HR Director

Andres Soltero

Assistant Controller

Jasmyn Squires

Controller

Savannah Stephens

Staff Accountant

Melissa Stout

Founder / VP – Accounting Services

Carolyn Swartz

Data Insights Manager

Lauren Swihart

Operations Specialist

De’Mone Threat

Payroll Manager

Ken Turro

Director – Business Development

Carrie Wheeler

HR Manager

Brenna Whitaker

Founder / VP – People Ops

Matt Wydra

Assistant Controller

Zach Yeagy

Sr. Controller

Traci Yohler

Controller

Benefits at Milestone

Healthcare

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.

401K

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.

Technology

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