Builder Account Executive, Enterprise Healthcare Sales

Springboard is an online education company focused on helping learners develop career skills and transition into employment. The Builder Account Executive will lead the full enterprise sales lifecycle for workforce training solutions serving health systems, from prospecting through closing complex, multi-stakeholder deals. The role also involves tailoring solutions with internal teams, building outcome- and ROI-focused business cases, and refining sales strategies in an unstructured environment.

Responsibilities:

• Own the Full Lifecycle: From cold outreach and "top-down" prospecting to ink-on-paper at the IDN/Health System level
• Navigate the C-Suite: Lead multi-stakeholder deals (6–18 month cycles) involving COOs, CHROs, and CEOs
• Architect the Solution: This isn’t a "product-in-a-box." You’ll collaborate with our Learning Design and Leadership teams to tailor solutions that solve specific clinical and operational gaps
• Iterate on the Fly: When a pitch fails, you don't wait for Marketing to fix it. You diagnose the gap, adjust the business case, and try again

Requirements:

• You've closed complex, multi-stakeholder enterprise deals and you genuinely liked the process, not just the close
• You've worked in an environment without a lot of structure and created structure rather than complained about its absence
• You've had to say "here's how we should position this" and had the credibility to support it
• You think in outcomes and ROI, not features
• You've been told you're relentless, and enjoyed the compliment
• business acumen, stamina, and a sense of urgency
• 7+ years in Enterprise Sales
• Ability to build a business case that moves the needle for a CFO or Chief People Officer
• A proven track record of navigating long, bureaucratic sales cycles without losing momentum
• Exceptional writing and presentation skills; you should be able to simplify the complex
• a high Sales IQ and business stamina are non-negotiable
• ideally selling complex services or high-ACV services into Health Systems
• Healthcare background is a plus
• Healthcare experience is a major plus