Pickle
Pickle is a peer-to-peer fashion rental and resale marketplace with hundreds of thousands of items available across thousands of brands. The company has raised $20M in Series A funding as of March 2025 and employs 99 people.
The growth story
Pickle grew from 9 to 99 employees between 2021 and 2026, raising $20M along the way, most recently a Series A in March 2025.
About
Pickle operates a platform where users can rent or buy fashion items directly from each other, with nationwide delivery in two days or local rentals in as little as an hour. The service targets shoppers looking for affordable access to in-demand or special-occasion fashion, while allowing owners to monetize their unused clothing.
The company was founded in 2022 and has quickly scaled to offer a large inventory across numerous brands. Its $20M Series A round in March 2025 suggests strong investor interest in the peer-to-peer fashion model.
Founders and leadership
Operations is the largest function at Pickle, with 5 employees identified in this area. The company has a relatively flat structure with a median tenure of just 1 year among analyzed profiles.
The Pickle org chart
Brian McMahon (Chief Executive Officer) leads 18 mapped leaders with 1 direct report. Click +N to expand a team; names link to the person’s public profile.
Departments, and which ones grew
Headcount by function: Marketing 31 (+63% YoY), Sales 10 (+43% YoY), Operations 8 (+60% YoY), Engineering 7 (+250% YoY), Arts and Design 7 (+40% YoY), Business Development 6 (-14% YoY).
Talent flow
Pickle's team draws heavily from professional services firms like Deloitte (3 hires) and consultancies, along with tech and logistics companies including Uber, Amazon, and DoorDash (2 hires each). Alumni have gone on to found several small startups including Exactics and QCK.
Most common previous employers of Pickle staff: Deloitte (3), Uber (2), Blackstone (2), Amazon (2), Boston Consulting Group (BCG) (2), DoorDash (2). Former Pickle employees most often moved to Center City Ventures (1), QCK (1), Lucky Honey (1), Google (1), Siro (1), Blackstone (1).
Alumni worth knowing
The Pickle mafia
Pickle alumni have founded at least 6 companies, including Exactics (10 staff), QCK, and several smaller ventures like Nine Treasures Creamery and Content Recipe.
6Maxwell Almeida, was Software Engineering Intern until 2024Athar Mahmood, was Mobile Application Developer until 2024Kimberly Wong, was Strategic Advisor until 2024Sarah Jannetti, was Community until 2024Michael Schenken, was Software Engineering Intern until 2022Miles Judd Porter, was Full Stack Engineer until 2025Web traffic
Traffic mix: 45% direct, 47% search, 2% social, 1% paid.
What this company is made of
Most common skills at Pickle: Communication (20), Microsoft Excel (20), Social Media (19), Social Media Marketing (19), Customer Service (17), Leadership (17), Microsoft Office (16), Microsoft PowerPoint (16).
Where the team actually sits
Pickle people are concentrated in New York, United States (21), California, United States (8), New York City Metropolitan Area (6), Texas, United States (4).
Search footprint
Pickle attracts about 36,410 organic search visits a month, traffic worth roughly $127K a month if bought through ads. It gained 20,633 ranking keywords and lost 28,749 in the last period.
What employees say
- Compensation
- 5.00 / 5
- Career opportunities
- 5.00 / 5
- Senior management
- 5.00 / 5
- Work-life balance
- 5.00 / 5
Frequently asked
Pickle has 99 employees as of September 2026.
Pickle has raised $20M in total, most recently a Series A round in March 2025.
Pickle was founded in 2022 by Julia O'Mara.
Brian McMahon (Chief Executive Officer) sits at the top of Pickle's reporting structure, with 1 direct report.
The most common previous employers of current Pickle staff are Deloitte (3 people), Uber (2 people), Blackstone (2 people).
Former Pickle employees most often move to Center City Ventures (1), QCK (1), Lucky Honey (1).
At least 6 companies have a founder who previously worked at Pickle, including Exactics, QCK, Nine Treasures Creamery.
Pickle attracts about 36,410 organic search visits a month, worth roughly $127K a month in equivalent ad spend.
The most common skills among Pickle staff are Communication, Microsoft Excel, Social Media, Social Media Marketing, Customer Service.
Pickle staff are concentrated in New York, United States (21), California, United States (8), New York City Metropolitan Area (6).
Pickle has about 31 people in Marketing, up 63% over the past year, as of September 2026.
Pickle has about 10 people in Sales, up 43% over the past year, as of September 2026.
Computed from 53 current and 84 former Pickle profiles, as of September 2026. Source: Crustdata.
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