Compliance Manager

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Boston, MA, USA
In-Office
Fintech • HR Tech • Financial Services
Clasp (formerly Stride Funding) is a venture-backed, mission-driven fintech company headquartered in Boston, MA.
The Role

Compliance Manager

Location: Boston, MA (Hybrid — 2 days per week in office)

About Us

Clasp is a venture-backed, mission-driven startup transforming access to education and career pathways. We are revolutionizing the way employers attract and retain critical talent, while simultaneously tackling the student debt crisis. (Yep, we think BIG.) Our innovative platform meaningfully connects employers, educational institutions, and diverse talent to drive mutual benefit—using accessible education financing as the thread. We like to think of ourselves as more than a fintech; we’re a catalyst for economic mobility.

A Forbes Fintech 50 company, portfolio company of SHRM (Society of Human Resource Management — the largest HR organization out there!) and recipient of “43 Start Ups to Bet Your Career On in 2025” by Business Insider, Clasp is driven by our commitment to social impact and innovation. We are reshaping the future of the workforce one opportunity at a time. Join us on our journey to give power to learners and unlock fulfilling careers that drive positive change in their communities and beyond.

What We Need

We’re hiring a Compliance Manager to ensure that every part of our Clasp Talent experience—from marketing and digital media, to our platform and loan repayment experience—accurately and transparently reflects how our high-impact student loan repayment programs work. This person will collaborate cross-functionally with our marketing, talent fulfillment, repayment operations, product, and legal teams to safeguard compliance across UDAAP, FTC, money transmitter, and payment processing regulations, while ensuring that Clasp clearly and compellingly communicates the value proposition and mechanics of the loan repayment programs that we power for our employers.

What You’ll Do

  • Identify and mitigate compliance and operational risks across advertising, partnerships, and digital engagement channels.

  • Partner with marketing, go-to-market, and product teams to review and advise on all materials, campaigns, and product interfaces for regulatory compliance and clarity.

  • Develop and maintain compliance frameworks to ensure adherence to UDAAP, FTC, and related fair marketing and disclosure standards.

  • Build and aid in the development of policies and procedures, training materials, and regular internal and partners audits that will support a growing business line.

  • Serve alongside Clasp’s repayment operations and product teams as a liaison to the fintech and bank partners that facilitate the money movement from Clasp employers to Clasp students.

  • Partner with fintech and bank partners to ensure the compliance of our programs, and to ensure that at no time Clasp is taking actions that would qualify Clasp as a money transmitter or payment processor.

  • Work with internal counsel and external legal partners to ensure that contractual agreements with employers and students are transparent, accurate, and compliant.

  • Evaluate and monitor communications to ensure proper representation of Clasp’s and employers’ roles within all student interactions.

  • Maintain awareness of evolving regulations and ensure internal teams are trained and informed on relevant requirements.

  • Provide problem solving and risk management guidance for the Clasp Talent business.

What You’ll Need

  • 5+ years of experience in compliance, legal, operational or regulatory affairs within fintech or financial services.

  • Strong familiarity with payment processing and money transmission regulations, and how they apply and interact with bank and fintech processes.

  • Experience working with technology platforms (e.g., Stripe, Dwolla) and bank partners (e.g., SVB, WebBank, Grasshopper, Veridian) to facilitate compliant payments experiences in a B2B setting.

  • Strong familiarity with UDAAP, FTC marketing and disclosure regulations, and related consumer protection frameworks.

  • Experience collaborating with legal counsel to interpret contractual and regulatory requirements.

  • Exceptional communication and cross-functional collaboration skills, with the ability to translate legal and regulatory concepts into actionable business guidance.

  • A proactive, detail-oriented and risk-based mindset with the ability to navigate ambiguity and design practical compliance solutions.

  • Comfort working across multiple SaaS platforms to organize cross-functional work streams.

  • Excited to further your subject matter expertise in payments and fintech.

  • Enthusiasm for a startup environment where things change quickly and where iterative experimentation is part of the culture.

  • Any experience with tax and/or employment law compliance a plus, but not required.

What We Give In Return

  • Competitive cash and equity compensation

  • Health benefits (health, dental, & vision)

  • 401k with match

  • Commuter benefits

  • Flexible PTO policy

  • Opportunities to grow and perform in a fast-paced environment alongside a stellar team.


Salary

The salary range for this position is competitive and will be commensurate with the candidate's experience, qualifications, and industry knowledge, ranging between $100,000-$130,000 annually. In addition to the base salary, we offer an attractive equity component as part of our compensation package, providing an opportunity for eligible employees to share in the success and growth of our company. We are committed to offering competitive compensation and benefits packages to attract and retain top talent.

Closing


If you are a highly driven individual with a passion for technology, and you thrive in a dynamic and fast-paced environment, we want to hear from you! Join us in revolutionizing the workforce solution industry and making a meaningful impact on businesses worldwide. Apply now to be a part of our growing team!
We are committed to creating a diverse and inclusive workplace where all employees feel valued, respected, and empowered to contribute their unique perspectives and talents. Clasp is an equal opportunity employer and prohibits discrimination and harassment of any kind. We embrace diversity and are dedicated to providing equal employment opportunities to all individuals regardless of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other characteristic protected by law.

Clasp Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Clasp and has not been reviewed or approved by Clasp.

  • Healthcare Strength Medical, dental, and vision insurance are provided to employees as part of comprehensive coverage. This foundation reduces out-of-pocket risk and anchors the total rewards offering.
  • Leave & Time Off Breadth Unlimited paid time off is offered alongside a flexible vacation policy. Family medical leave is available to support time away during significant life events.
  • Flexible Benefits Flexible work-from-home and hybrid arrangements are supported, enabling work-life balance. Commuter benefits and remote-friendly practices add optionality to how benefits are used.

Clasp Insights

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The Company
HQ: Boston, MA
41 Employees
Year Founded: 2018

What We Do

We are revolutionizing the way employers attract and retain critical talent in hard-to-hire fields—while simultaneously tackling the student debt crisis. (Yep, we think BIG.) A Forbes Fintech 50 and SHRM-backed company, Clasp is driven by impact. By enabling employers to invest in future talent where it matters most—easing overwhelming student debt—our platform creates lasting bonds between employers and employees. We believe that when employers have a stake in the cost of education, we can create a more sustainable, equitable, and skilled workforce.

Why Work With Us

Our mission is to create a better, more equitable world by building financial journeys that open doors and give power to learners. We strive to be outcomes-driven, student-centric, data-inspired, team-oriented, and committed to doing the right thing.

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