# Jonathan Czaja

> Jonathan Czaja is a Denver-based retail operator, founder and owner whose career runs from Merrill Lynch, Walmart and eBay through Bonobos, Meta, Stitch Fix, Nurx and Skupos. After leading the 2025 reboot of used-bike retailer The Pro's Closet, he left following a strategic disagreement, then returned as owner when his new firm, Freewheel Capital, acquired The Pro's Closet, Freebird and Jane.com in December 2025. His public playbook is deliberately practical: preserve brands with loyal customers, centralize shared operating functions, keep specialist knowledge inside each company and rebuild patiently.

- **Role:** Founder and CEO at Freewheel Capital; CEO and owner at The Pro's Closet
- **Organizations:** Freewheel Capital, The Pro's Closet, Freebird, Jane.com, Skupos, Nurx, Stitch Fix, Meta, Bonobos, Walmart, eBay, Merrill Lynch
- **Education:** BA in Economics, Dartmouth College, MBA, Harvard Business School
- **Known for:** Led the 2025 relaunch of The Pro's Closet with a smaller Thornton footprint, renewed dealer trade-ins and a new consignment option., Reported a $55,000 average sales day as a profitability milestone for The Pro's Closet 2.0 in February 2025., Acquired The Pro's Closet, Freebird and Jane.com through Freewheel Capital in December 2025.

## Career timeline

- **2001-2004** — Worked as an analyst in Merrill Lynch's Private Equity Group.
- **2007-2008** — Served as a senior business manager at Walmart.com.
- **2008-2010** — Worked as a senior category manager at eBay.
- **2010-2012** — Directed operations for Walmart eCommerce.
- **2012-2014** — Served as chief operating officer of Bonobos.
- **2014-2015** — Led North American small-business advertising at Facebook, now Meta.
- **2015-2018** — As vice president of operations at Stitch Fix, oversaw more than 1,000 employees across five US facilities.
- **2018-2020** — Served as chief operating officer of Nurx.
- **2020-2023** — Served as COO and CFO of Skupos, which PDI Technologies acquired in 2023.
- **2023-2024** — Joined The Pro's Closet as CEO and led it until the original company closed in October 2024.
- **2025** — Returned to lead the rebooted The Pro's Closet, later overseeing Freebird and Jane.com under Elshair Companies.
- **2025** — Left the three CEO roles in September after a disagreement over direction.
- **2025** — Founded Freewheel Capital and acquired The Pro's Closet, Freebird and Jane.com in December.

## Achievements

- Led the 2025 relaunch of The Pro's Closet with a smaller Thornton footprint, renewed dealer trade-ins and a new consignment option.
- Reported a $55,000 average sales day as a profitability milestone for The Pro's Closet 2.0 in February 2025.
- Acquired The Pro's Closet, Freebird and Jane.com through Freewheel Capital in December 2025.
- Oversaw more than 1,000 employees in five US facilities while vice president of operations at Stitch Fix.
- Earned an MBA from Harvard Business School and a BA in Economics from Dartmouth College.

## Latest updates

- **2025-12** — Launched Freewheel Capital and acquired The Pro's Closet, Freebird and Jane.com from Elshair Companies.
- **2025-09** — Stepped down as CEO of the three brands after publicly saying he and owner Yasser Elshair disagreed on how to move forward.
- **2025-04** — Marked The Pro's Closet's Thornton ribbon cutting and its return as a local retail presence.
- **2025-02** — Shared that a $55,000 average sales day put The Pro's Closet 2.0 at profitability for that day.
- **2025-01** — Returned as CEO when The Pro's Closet reopened with consignment and renewed dealer trade-ins.

## Links

- Website: https://www.theproscloset.com/
- LinkedIn: https://www.linkedin.com/in/jonathanczaja
- Twitter/X: https://twitter.com/jczaja

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Profile page: https://yespress.io/jonathan-czaja
Published by YesPress — https://yespress.io
Last updated: 2026-09-28