Clasp
Clasp is a Boston-based fintech that helps employers attract workers in hard-to-hire fields by offering student debt assistance. It has raised $181M, including a Series B in March 2026, and employs 69 people.
The growth story
Clasp grew from 17 to 69 employees between 2021 and 2026, raising $181M along the way, most recently a Series B in March 2026.
About
Clasp provides a platform for employers to offer student debt repayment as a benefit, targeting industries with talent shortages. The service aims to create longer-term employee retention by tying education costs to employment.
The company has scaled to 69 employees since its 2018 founding, backed by $181M in venture funding. Its Series B round closed in early 2026 with investors including Crosslink Capital and Digitalis Ventures.
Founders and leadership
Marketing is the largest department with 5 employees. The leadership team includes alumni from financial services and education technology firms.
The Clasp org chart
Tess Michaels (Founder & CEO) leads 41 mapped leaders with 3 direct reports. Click +N to expand a team; names link to the person’s public profile.
Departments, and which ones grew
Headcount by function: Business Development 13 (+8% YoY), Engineering 9 (+29% YoY), Operations 8 (0% YoY), Human Resources 7 (+133% YoY), Product Management 4 (+33% YoY), Information Technology 4 (0% YoY).
Talent flow
Employees frequently come from Wayfair and Toast (4 each), with others from Fairygodboss and Vemo Education. Alumni have moved to Jane Street, Google, and venture firms like Andreessen Horowitz.
Most common previous employers of Clasp staff: Wayfair (4), Toast (4), Fairygodboss (3), Vemo Education (3), Bloomberg (2), Merrill Lynch (2). Former Clasp employees most often moved to Jane Street (2), Google (2), Roofr (1), Andreessen Horowitz (1), Skillwell (1), Emergence (1).
Alumni worth knowing
The Clasp mafia
Five alumni have founded companies, including Luminary (30 employees) and TITIN. Others started smaller ventures like momfia.ai and The Food Connection.
5Dave St. Geme, was Founding Advisor until 2020Daniel Danes, MBA, was MBA Intern, Strategy & Operations until 2024Jayden Francis, was Data Science Intern until 2022Resham Sarkar, was Director of Data Science & Analytics until 2023Brian Ginsberg, was Operations and Policy Analyst until 2022Hiring now
Web traffic
Traffic mix: 56% direct, 28% search, 3% social, 1% paid.
What this company is made of
Most common skills at Clasp: Customer Service (35), Leadership (32), Microsoft Office (28), Public Speaking (28), Microsoft Excel (27), Communication (25), Microsoft Word (25), Social Media (23).
Where the team actually sits
Clasp people are concentrated in Massachusetts, United States (19), Greater Boston (9), New York, United States (5), United States (4).
Search footprint
Clasp attracts about 600 organic search visits a month, traffic worth roughly $2K a month if bought through ads. It gained 45 ranking keywords and lost 51 in the last period.
What employees say
- Compensation
- 3.90 / 5
- Career opportunities
- 4.40 / 5
- Senior management
- 4.50 / 5
- Work-life balance
- 3.90 / 5
Frequently asked
Clasp has 69 employees as of September 2026.
Clasp has raised $181M in total, most recently a Series B round in March 2026.
Clasp was founded in 2018 by Tess Michaels.
Tess Michaels (Founder & CEO) sits at the top of Clasp's reporting structure, with 3 direct reports.
The most common previous employers of current Clasp staff are Wayfair (4 people), Toast (4 people), Fairygodboss (3 people).
Former Clasp employees most often move to Jane Street (2), Google (2), Roofr (1).
At least 5 companies have a founder who previously worked at Clasp, including Luminary, TITIN, Iterative.
Clasp attracts about 600 organic search visits a month, worth roughly $2K a month in equivalent ad spend.
The most common skills among Clasp staff are Customer Service, Leadership, Microsoft Office, Public Speaking, Microsoft Excel.
Clasp staff are concentrated in Massachusetts, United States (19), Greater Boston (9), New York, United States (5).
Clasp has about 13 people in Business Development, up 8% over the past year, as of September 2026.
Clasp has about 9 people in Engineering, up 29% over the past year, as of September 2026.
Computed from 58 current and 114 former Clasp profiles, as of September 2026. Source: Crustdata.
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