Full-Time

AI Labs Engineer

Posted on 9/10/2026

Clasp

Clasp

51-200 employees

Education financing via income-share agreements

Compensation Overview

$85k - $110k/yr

+ Equity compensation

Remote in USA

Remote

Must work Eastern or Central time-zone hours, within one hour of a major airport, with frequent travel to Boston for onboarding and collaboration.

Category
Software Engineering (1)
Required Skills
REST APIs
Web Development

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Requirements
  • Have built and shipped at least one tool, product, or project beyond a personal machine.
  • Actively use AI models and development tools and be able to explain their benefits, limitations, verification methods, and quality evaluation approach in real workflows.
  • Reason across interfaces, backend logic, application programming interfaces, integrations, data flows, testing, and deployment, with the ability to own a bounded feature end to end.
  • Talk to users, clarify the product decision to enable, choose the smallest useful version, and measure whether it worked.
  • Operate with incomplete information, ask for help with useful context, accept coaching, and apply feedback.
Responsibilities
  • Own problems from discovery through adoption by working with internal users, understanding workflows, building and launching solutions across the stack, and measuring their impact.
  • Refine existing agents and create new internal tools, including instructions, tools, guardrails, evaluations, and human handoffs.
  • Document technical decisions, setup, risks, and operating steps, and raise architecture, security, privacy, compliance, or production risks early.
  • Run AI enablement programs such as AI Champs, Lattes with AI Labs, and Lunch & Learns, and pair with colleagues to turn ideas into shipped products.
  • Explore new models, products, and agent patterns, follow industry developments, and test what is genuinely useful.

Clasp provides education financing using Income Share Agreements to fund students for college, coding bootcamps, and vocational programs, and also offers financial planning resources and employer partnerships. It works by giving funding in exchange for a share of the student’s future income for a set period, with repayments based on earned income rather than fixed payments. Clasp differentiates itself from traditional lenders by tying revenue to student outcomes through ISAs, emphasizing employer partnerships and a mission-driven approach to support inclusivity and success. Its goal is to help learners fund their education without heavy debt, improve career outcomes, and strengthen workforces by supporting funded graduates toward sustainable employment.

Company Size

51-200

Company Stage

Series B

Total Funding

$75.7M

Headquarters

Boston, Massachusetts

Founded

2018

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Simplify Jobs

Simplify's Take

What believers are saying

  • Series B closed March 26, 2026, adding $20 million and lifting capital to $50 million.
  • Clasp says employers use its platform across 1,140 programs and 10,000 students.
  • July 2026 federal loan caps intensified healthcare hiring demand and student-debt pressure.

What critics are saying

  • Healthcare revenue concentration exposes Clasp to budget cuts and hiring freezes at health systems.
  • Loan-repayment incentives expire when employees quit, so weak retention breaks unit economics.
  • Vemo Education, GradFin, and staffing firms can copy the perk and undercut pricing.

What makes Clasp unique

  • Clasp sells retention, not recruiting: employers repay loans only while clinicians stay.
  • Boston Children’s, Northwestern Medicine, and Memorial Sloan Kettering anchor Clasp’s healthcare credibility.
  • By March 2026, Clasp had committed over $130 million in loan repayment.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Student Loan Assistance

401(k) Company Match

Commuter Benefits

Unlimited Paid Time Off

Flexible Work Hours

Remote Work Options

Growth & Insights and Company News

Headcount

6 month growth

9%

1 year growth

1%

2 year growth

-1%
Business Wire
Mar 27th, 2026
Clasp Raises $20M Series B to Scale ROTC Model for Clinician Retention in Healthcare

Clasp, a company that helps healthcare employers build long-term talent pipelines by connecting with clinicians before graduation and tying student loan repa...

Fierce Healthcare
Mar 26th, 2026
Clasp raises $20M to tackle healthcare worker turnover with loan repayment incentives

Clasp, a healthcare retention recruitment platform, has raised $20 million in Series B funding led by Crosslink Capital and Digitalis Ventures, bringing total capital raised to $50 million. The company replaces traditional sign-on bonuses with loan repayment programmes linked to employee tenure. Clasp works with major health systems including Boston Children's Hospital and Memorial Sloan Kettering. The company claims its approach drives retention rates 2.5 times higher than traditional hiring models, with over $130 million in employer commitments made to date. The funding comes as new federal loan caps take effect in July, limiting graduate students to $20,500 annually and $100,000 aggregate borrowing. Healthcare employers have quadrupled over the past year, as clinician turnover costs organisations up to $500,000 per physician.

Greenville Record-Argus Inc.
Sep 17th, 2024
Stride Funding, Now Clasp, Closes More Than $10 Million Oversubscribed Venture Round Led by Crosslink Capital

Stride Funding, now Clasp, closes more than $10 million oversubscribed venture round led by Crosslink Capital.

PR Newswire
Sep 17th, 2024
Stride Funding, Now Clasp, Closes More Than $10 Million Oversubscribed Venture Round Led by Crosslink Capital

/PRNewswire/ -- Stride Funding, now rebranded as Clasp, has closed an oversubscribed venture round of more than $10 million led by $4.6 billion venture firm...

FF News
Aug 21st, 2024
Top Fintech Companies In Boston 2024

Fintech companies in Boston and the wider fintech industry in the city is undergoing a period of transformative rapid growth and innovation. As a hub for cutting-edge financial technology, Boston is home to a ecosystem of fintech startups and established companies that are reshaping the way digital financial services are delivered.By harnessing the power of advanced technologies, fintech companies in Boston are not only enhancing the accessibility and efficiency of financial services but also setting new standards for customer experience. In this dynamic environment, Boston’s fintech companies are playing a crucial role in driving the future of finance, both locally and globally.Leading fintech companies in Boston range from providers of global payments, small business lenders, digital banks as well as digital voice solutionsFlywire: Flywire are a global payments enablement and software company who combine their proprietary global payments network, next-gen payments platform and vertical-specific software to deliver complex payments for their clients and customers. Flywire recently acquired Invoiced, a SaaS platform that enables B2B finance teams and the “Office of the CFO” to automate the critical order-to-cash process.Forward: Forward Financing are fintech company based in Boston who provide fast and flexible working capital to small businesses in the US that have been underserved by traditional financing options. Forward offers revenue-based financing and deliver an upfront sum of working capital in exchange for a set amount of the business’s future revenue.Stride: Stride are a Boston based outcomes-oriented fintech who offer flexible funding products such as Income Share Agreements and Deferred Tuition Agreements that supplement student loans. Stride and its founder have been recognized by Forbes, Harvard and MIT for their fintech innovations and social impact