Careers at TailWind
Ready to work in an environment that’s positive, energetic, fast-paced, collaborative, flexible, and inclusive?
We Support 40,000+ Enterprise Locations
Our Culture
We encourage innovation and creativity, learn from our mistakes, and hold each other accountable. We work hard and we play hard – but we never forget that our primary focus is our clients.
Our commitment to our people hasn't gone unnoticed. TailWind has been recognized with Top Workplaces awards from the Star Tribune across multiple years — with 2026 bringing our most comprehensive recognition yet.

Star Tribune
Top Workplaces — Recognized Since 2023
12 awards across all years
- 2023 National Top Workplaces
- 2025 Top 200 Workplaces
- 2026 Top 200 Workplaces
- 2026 Culture Excellence
- 2026 Top Workplaces for Appreciation
- 2026 Compensation & Benefits
- 2026 Employee Well-Being
- 2026 Innovation
- 2026 Leadership
- 2026 Professional Development
- 2026 Purpose & Values
- 2026 Work-Life Flexibility
Why Work at TailWind?
Are you looking for an inclusive environment driven by collaboration, respect, positivity, and accountability? Look no further.
Competitive Benefits
Time Off
Outreach Opportunities
Employee Events
Quarterly Evaluations
Multi-Generational Workforce
Our Values
Our core values are at the heart of our day-to-day interactions with each other, our clients, and our vendors. These values form the basis of our employment decisions, service delivery efforts, and overall direction of the company:
Client-Focused
We work hard and play hard, but always keep our primary focus on our clients.
Accountable
We’re human and accountable for our mistakes – and we learn from them.
Strong Work Ethic
We strive to do our best – for our clients and for each other.
Smart & Talented
We seek out the best, brightest individuals to add value to the TailWind team.
What Do Our Employees Say?
Want To Join the TailWind Team?
Reach out to us and see if we’re a fit.