Builder Account Executive, Enterprise Healthcare Sales

Springboard; California; Remote; USD 120,000 - 190,000; Full time

Job summary

Springboard is seeking an Enterprise Sales Leader to own the full lifecycle of complex, multi-stakeholder deals with health systems. You will manage long sales cycles that involve COOs, CHROs, and CEOs, tailoring solutions with our Learning Design and Leadership teams to close meaningful gaps.

You’ll drive ROI-focused outcomes in a fast-paced, unstructured environment, moving beyond product features to strategic value.

Qualifications

• 7+ years in Enterprise Sales, ideally selling complex services or high-ACV services into Health Systems.
• Ability to build a business case that moves the needle for a CFO or Chief People Officer.
• Proven resilience navigating long, bureaucratic sales cycles without losing momentum.
• Exceptional writing and presentation skills; capable of simplifying the complex.
• Healthcare background is a plus, but a high Sales IQ and business stamina are essential.

Responsibilities

• Own the Full Lifecycle: From cold outreach 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: Tailor solutions with Learning Design and Leadership teams to close gaps.
• Iterate on the Fly: Diagnose gaps, adjust the business case, and re-pitch when needed.

Skills

Enterprise Sales

Strategic Thinking

Resilience

Communication Skills

Healthcare Experience

Job description

CA, AZ, TX, FL and NY (Remote)

The Company

At Springboard, we’re on a mission to bridge the world’s skills gap, offering transformative online education in data science, UI/UX design, machine learning, and coding. Our courses may be tech-enabled, but we're ultimately human-centric: each student taps into a vast community throughout their time with us, engaging with fellow students, industry-expert mentors, student advisors, and career coaches, the goal of which is to successfully transition students into their dream job. Through this hybrid approach, we’ve helped thousands of learners revamp their careers and, by extension, their lives, with hundreds of top-notch job offers received every year and a near-perfect placement rate for our program graduates.

The Reality of the Role

Most Enterprise AE roles provide you with a territory, an SDR team, and a well-worn playbook. This is not that role. Springboard is partnering with health systems to solve one of healthcare's most urgent problems: the workforce pipeline. We help employers become talent makers, not talent takers, designing and delivering training programs that produce certified, job-ready talent. It's a differentiated model (customers pay for completers, not seats) and a complex sell. This is not a product-in-a-box role. You will:

• 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.

You’re probably right for this if:

• 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.

Healthcare background is a plus. What's non-negotiable is business acumen, stamina, and a sense of urgency.

You’re probably not right for this if:

• You need a warm inbound pipeline to get going.
• You prefer a defined role over a builder role.
• You're energized by working a system rather than building one.
• You want predictability over ownership.

Requirements

• Experience: 7+ years in Enterprise Sales, ideally selling complex services or high-ACV services into Health Systems.
• Strategic Acumen: Ability to build a business case that moves the needle for a CFO or Chief People Officer.
• Resilience: A proven track record of navigating long, bureaucratic sales cycles without losing momentum.
• Communication: Exceptional writing and presentation skills; you should be able to simplify the complex.
• Background: Healthcare experience is a major plus, but a high Sales IQ and business stamina are non-negotiable.
• Preferred locations: CA, AZ, TX, FL and NY.

Why this moment, why Springboard

If you want to own something and help build something that matters, this is it.

The healthcare workforce shortage isn't a trend; it's a crisis category. It’s the problem we exist to solve. If you want to move away from selling "nice-to-have" SaaS and start selling a mission-critical solution that fundamentally changes how people get hired and how hospitals function, let’s talk.

We are an equal opportunity employer and value diversity at our company. We welcome applications from all backgrounds, and do not discriminate on the basis of race, religion, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

California Privacy Rights Notice for Job Applicants

Under the California Consumer Privacy Act (“CCPA”), Springboard is required to inform California residents who are job applicants about the categories of personal information we collect about you and the purposes for which we will use this information. This notice contains disclosures required by the CCPA and applies only to personal information that is subject to the CCPA.