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Founding Account Executive (Enterprise)-- AI x Healthcare | Series A

Gilder Search Group, San Francisco, CA, United States


We’re partnered with a high-growth, venture-backed startup redefining how enterprise healthcare organizations handle one of their biggest operational challenges. With breakout early traction and 10x year-over-year growth, this team is building a category-defining platform at the intersection of AI and compliance.

They’re now hiring a Founding Account Executive to build and own the revenue engine from the ground up. This is a true zero-to-one role—ideal for someone who wants to step beyond just closing deals and into shaping how an entire sales organization is built.

What You’ll Own

Full-cycle sales: from cold outbound to discovery through close (six-figure enterprise deals)

Pipeline creation in a true demand generation environment

Multi-threaded enterprise sales across compliance, legal, IT, and executive stakeholders

Building the sales playbook, messaging, and process from scratch

Partnering directly with founders on GTM strategy and revenue growth

What We’re Looking For Core Traits

3–5+ years of closing B2B SaaS deals (full-cycle) with consistent quota attainment

Proven ability to navigate complex, multi-stakeholder enterprise sales cycles

Strong consultative selling approach with a customer-first mindset

High ownership mentality with the ability to operate autonomously

What Will Make You Stand Out

Experience selling into healthcare or regulated industries

Existing relationships with compliance leaders, health plans, or hospital systems

Background in early-stage or high-growth startups (Series A–D)

Experience in environments that scaled rapidly (0→1 or 1→10 revenue growth)

Not a Fit If You

Rely heavily on structure, inbound flow, or pre-built playbooks

Need constant direction instead of proactively driving pipeline

Prefer account management over net-new logo acquisition

Why This Role is Different

Founding AE role with full ownership of building the sales motion

Direct access to founders and influence on go-to-market strategy

Product solving a large, mission-critical problem in healthcare

Opportunity to close complex, high-value enterprise deals

Strong early traction with significant growth momentum

Compensation & Benefits

Base Salary: $120K – $150K

On-Target Earnings (OTE): $240K – $300K (uncapped commission)

Equity: 0.2% – 1%

Location: Hybrid in San Francisco with flexibility for remote candidates

Benefits: Competitive health, dental, and vision coverage

Additional: Clear path to leadership as the company scales

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