
Fintech • HR Tech • Education
Summer is a company that partners with organizations, including employers, retirement providers, and financial institutions, to offer customized student loan and education assistance benefits. Their solutions aim to improve employee retention by offering savings through loan optimization, forgiveness programs, tax-free contributions, and retirement matching for student loan payments. Summer helps manage the entire process, including participant enrollment and reporting, ensuring efficient delivery of benefits. Their platform is particularly beneficial for HR teams in public sector and government entities, and aims to promote diversity, equity, inclusion, and belonging (DEIB) by supporting a diverse employee base.
11 - 50 employees
💳 Fintech
👥 HR Tech
📚 Education
October 23

Fintech • HR Tech • Education
Summer is a company that partners with organizations, including employers, retirement providers, and financial institutions, to offer customized student loan and education assistance benefits. Their solutions aim to improve employee retention by offering savings through loan optimization, forgiveness programs, tax-free contributions, and retirement matching for student loan payments. Summer helps manage the entire process, including participant enrollment and reporting, ensuring efficient delivery of benefits. Their platform is particularly beneficial for HR teams in public sector and government entities, and aims to promote diversity, equity, inclusion, and belonging (DEIB) by supporting a diverse employee base.
11 - 50 employees
💳 Fintech
👥 HR Tech
📚 Education
• Build and execute a comprehensive go-to-market strategy for municipal, county, and state clients, leading all phases from pipeline creation to deal close. • Cultivate strong relationships with mayors, city managers, finance directors, HR and benefits leaders, and other key municipal stakeholders to position Summer as a trusted financial wellness solution. • Oversee channel and intermediary relationships (e.g., government associations, city and state-level networks, and public-private partnerships) to amplify reach. • Balance structure with creativity, breaking through barriers when needed to deliver results and move deals forward. • Hire, coach, and scale a small team of AEs and BDRs focused on regional markets; create a playbook for repeatable, high-impact public-sector sales. • Partner with Product, Marketing, Client Success, and Policy teams to align market needs with go-to-market priorities and client delivery. • Speak and participate in industry events, associations, and policy forums (e.g., NLC, USCM, ICMA), positioning Summer as a thought leader in financial wellness and public-sector innovation. • Lead complex sales cycles, including navigating RFPs, procurement processes, and multi-stakeholder approvals. • Attend in-person meetings, conferences, and events to advance key relationships and drive market expansion (expected travel ~25–40%).
• 8–12+ years of enterprise sales experience, including at least 5 years selling into state or local government and 3+ years leading or managing sales teams. • Demonstrated success closing large, multi-year SaaS or technology contracts in the public sector. • Deep knowledge of government procurement, appropriations, budget cycles, and RFP/RFI processes. • Established network across municipal and state government leadership circles. • Experience collaborating with lobbyists, government affairs, or policy teams to drive business outcomes. • Background in high-growth fintech, HR tech, or benefits technology with proven experience building repeatable sales processes. • Proven ability to manage ambiguity, navigate red tape, function with high accountability and creatively problem-solve to close deals. • Excellent communication, storytelling, and stakeholder management skills. • Track record of hitting and exceeding sales targets in high-growth environments.
• Equity grant to share in Summer’s success • 100% employee-covered medical, dental, and vision insurance • 401(k) plan with 3% match, fully vested day one • Direct contributions toward your student loans • Up to 11 paid holidays + flexible PTO • Paid leave for family, health, or personal needs • Annual in-person events including Summer Camp and Summer Wonderland
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