Sales Development Representative, Healthcare at Clasp in Boston, MA

Sales Development Representative

Location: Boston, MA

Hybrid in the Office 2x a week

About Clasp

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

Clasp is looking for a driven, creative, and skilled Sales Development Representative (SDR) to join our Clasp Talent Sales Team. This role is responsible for building top-of-funnel sales pipeline by identifying and engaging decision-makers at healthcare systems that may be a good fit for Clasp Talent’s innovative products.

You’ll be on the front lines of our go-to-market motion, generating interest, starting conversations, and qualifying leads for our employer-facing sales team. You’ll leverage cold outreach (email, phone, LinkedIn, and other creative channels), attend industry events and conferences, and collaborate closely with our sales team to drive high-quality opportunities.

This is a fast-paced, high-growth opportunity ideal for someone who is hungry to learn, eager to build, not afraid of cold outreach, and thrives in energetic, mission-driven environments.

What You’ll Do

• Generate qualified leads by researching and thoughtfully engaging decision-makers at hospital systems and healthcare employers

• Execute high-volume, multi-channel outreach (email, phone, LinkedIn, and other creative channels) to prospective clients

• Attend and support key industry conferences and networking events to generate new business leads

• Schedule meetings and demos for the sales team by qualifying interest and aligning needs

• Collaborate closely with AEs and sales leadership to iterate on messaging, targeting, and campaign effectiveness

• Maintain accurate records and pipeline activity in Hubspot

• Monitor and analyze campaign performance, making data-driven adjustments to maximize results.

• Collaborate with internal teams to align outreach and engagement efforts with broader company goals.

• Help build and document scalable processes as our team grows.

What You’ll Need

• 1–3 years of experience in a sales or lead generation role (SaaS, fintech, or healthcare adjacent preferred)

• Strong communication skills—written, verbal, and interpersonal

• Outgoing and engaging demeanor; comfortable striking up conversations at events or cold outreach

• Strong organizational skills and follow-through to manage multiple leads at once

• A self-starter attitude, comfortable operating independently and iterating quickly

• A learner’s mindset, with a collaborative approach to feedback

• Agility and flexibility, to adapt and contribute as our processes and products mature

• Willingness to travel up to 25% for conferences and in-person collaboration

• Experience with CRM tools (Hubspot preferred)
  

What Makes You a Great Fit

• You understand that in healthcare, relationships and trust are paramount—every interaction matters

• You're energized by the challenge of building something from the ground up, but you also know the value of learning before leading

• You take pride in representing your company professionally and maintaining strong brand reputation

• You're genuinely curious about improving processes and aren't afraid to dig into data to understand what's working

• You thrive on constructive feedback and see it as a pathway to excellence

• You're motivated by meaningful work that creates positive impact in people's lives

What We Give In Return

• Competitive cash and equity compensation

• Health benefits (health, dental, & vision), 401k

• 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 60,000 to 80,000 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.