Founding AE - Build AI Healthcare Compliance Sales

Readily; San Francisco (CA); On-site; USD 100,000 - 175,000; Full time

Job summary

Readily is hiring a Founding Account Executive to build the sales engine from the ground up. You’ll own the full sales cycle—from prospecting compliance leaders at health plans and hospitals to closing six-figure contracts—with founder-level ownership.

You’ll write the playbook, shape who we sell to, and influence how the team scales. Expect high visibility and a direct channel to the founders in a fast-growing AI-driven healthcare compliance startup.

Qualifications

• 3–5+ years closing B2B SaaS deals.
• Quota carrying and meeting targets.
• Educates buyers, not just pitches.
• Ability to navigate complex multi-stakeholder sales cycles.
• Bias toward action and ownership of outcomes.

Responsibilities

• Own the full sales cycle: prospecting → discovery → demo → negotiation → close.
• Build pipeline from scratch via outbound, conferences, founder intros.
• Sell to compliance officers, VPs of Compliance, and CCOs at health plans, hospitals.
• Navigate multi-stakeholder deals across compliance, legal, IT, and exec teams.
• Be the voice of the customer; feed product insights back to eng.
• Develop the sales playbook and scalable processes.
• Represent Readily at leading conferences and events.

Skills

Closing B2B SaaS

Consultative selling

Customer obsession

High agency

Multi-stakeholder deals

Job description

Readily is hiring a Founding Account Executive to build the sales engine from the ground up. You’ll own the full sales cycle—from prospecting compliance leaders at health plans and hospitals to closing six-figure contracts—with founder-level ownership.

You’ll write the playbook, shape who we sell to, and influence how the team scales. Expect high visibility and a direct channel to the founders in a fast-growing AI-driven healthcare compliance startup.