Senior Manager, B2B Sales

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

At this critical stage of Clasp’s growth, we need an evangelical sales leader who can elevate, coach, and scale our sales team while pairing closely with marketing. This role is essential to ensuring we hit ambitious revenue targets while continuously refining our sales processes. You’ll play a pivotal role in shaping the future of how Clasp grows revenue, partners with customers, and scales into new markets.

• Coach, mentor, and develop sales reps to improve performance across win rates, deal size, and cycle times.
• Establish and maintain a structured call review and feedback process to drive continuous improvement.
• Partner with the Marketing team to align pipeline creation, reporting, and B2B sales tactics.
• Analyze sales data to identify patterns, gaps, and opportunities for optimization.
• Lead weekly pipeline and forecast reviews, ensuring accountability across the team.
• Support enterprise-level sales opportunities as an executive sponsor and deal strategist.
• Collaborate with Partner Success to ensure customer insights inform sales messaging and process improvements.
• Represent Clasp at conferences, networking events, and with prospective enterprise customers.
• Drive alignment between sales team tactics and company-wide revenue goals.

• 5+ years of experience in sales or sales leadership, preferably in B2B SaaS.
• Proven success coaching and enabling sales teams to achieve or exceed quota.A “win or learn” mentality on all deals, ensuring any possible win happens while any deals lost teach us something.
• Strong analytical and metrics-driven mindset with experience building and interpreting sales dashboards.
• Experience collaborating cross-functionally with Marketing, RevOps, and Customer Success.
• Exceptional presentation and public-speaking skills with comfort in external-facing settings.
• Empathy paired with radical candor—ability to inspire, challenge, and grow team members through rapid growth (e.g. new process requirements, team expansion, changes in expectations)Hands-on experience managing a CRM; HubSpot experience strongly preferred.
• Ability to thrive in a fast-paced, high-growth environment with shifting priorities.
• Willingness to travel up to 20% of the time for customer and industry engagements.

• Competitive cash and equity compensation 
• Health benefits (health, dental, & vision)
• 401k matching
• Commuter benefits
• Flexible PTO policy
• Opportunities to grow and perform in a fast-paced environment alongside a stellar team.

If you are a highly driven individual with a passion for growth, 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!