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Join The Team

It starts with culture

At Topstep, we believe empowered people yield great results. Our people are our greatest asset and we treat them as such. We rely on everyone, regardless of position or experience, to help develop the big ideas that move us forward.

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Topstep Holiday Party

Topstep 2018 holiday party

Topstep Willis Tower Trip

Support team testing strength of glass floor at Willis (R.I.P. Sears) Tower

Little Brothers Friends of the Elderly Christmas Present Wrapping

Topstep at Little Brothers Friends of the Elderly (Chicago Chapter)

Topstep Shedd Aquarium

Marketing team holds court at the Shedd Aquarium in Chicago

Topstep Headquarters

Totally un-staged photo of Topstep employees doing business

Always Trade For Tomorrow

The key to long-term success in the markets

Topstep Mission

What guides us

Glassdoor company rating
Voluntary turnover
+ yrs
Avg Employee Tenure
Avg eNPS

Life at Topstep

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Topstep Benefits
Thoughtful Benefits
Topstep Benefits
  • Generous paid family leave
  • 5% 401(k) match
  • $500 bonus for taking PTO
  • Supported volunteer time and donation matching
Topstep Culture
A Culture that Cares
Topstep Culture
  • Inclusive and people-focused
  • Flexible work schedules
  • Optional 4-day workweek or half-day Fridays
  • Company-paid Telehealth
Topstep Growth
Growth Opportunities
Topstep Growth
  • Professional development budget 
  • Company-wide annual planning process
  • Team member-organized Lunch and Learns
  • Investment in mentoring
Topstep Innovation
Topstep Innovation
  • Empowerment at the core of every role
  • Influence team dynamics, processes, and tools
  • Mission-driven company
  • Share in success with Profit Participation

Some Things We’ve Done

Urban Gardening

Topstep urban gardeners

Wrapping Christmas Presents

Santa's helpers

Topstep Petting Zoo

We Bought a (petting) Zoo

Topstep Do Good Crew

The "Do Good" Crew

Topstep Step Up Day Shirts

Giving back at Step Up Day

Topstep Pride Celebration

Pride celebration

Topstep Innovation Lab

Bring your ideas to life in the Innovation Lab

The Innovation Lab is the monthly incubator in which we discover and explore the budding ideas that will one day form the core of our business. No plan is too ambitious and no team member is too “green.” At Topstep, innovation is a core value that you must practice to perfect.

Learn More

“Crain’s Best Places to Work in Chicago” four years running

We’re thrilled to have our name on this list, but we’re also not resting on our laurels. It takes constant evolution to stay on top, and we wouldn’t have it any other way.

Hear It From Our Team

At Topstep, I was encouraged to pursue my interests and not just ‘stay in my lane’. As a support rep, I had the unique opportunity to learn everything about our product and users while familiarizing myself with our tech stack in my free time. Now, as an Associate Product Manager, I get to combine these skills and help the company decide what to build next.

Phil Kassel
Phil K.
Associate Product Manager

We believe in the well being of our team as one of our values. And it is not just a value, but truly lived and is a deep part of the DNA of the culture of this company. It is lived in our practices and policies on how we develop, treat, manage, and respect the people that work here. It makes me a better manager and makes this a great place to work.

Toby Adamson
Toby A.
VP of Product

I’m one of the proud women of Topstep. It’s a company that lives its values, and those values align with my own. I’m grateful for the flexibility to work from anywhere and four-day week options! I also really appreciate the emphasis on giving back and separate PTO bank of volunteer hours. Truly exceptional people contribute to our supportive and vibrant culture!

Robin Simkins
Robin S.
VP of Marketing

A Few More Recognitions

Realistically, we already think pretty highly of our team, our culture, and our product. It feels great when others do, too!