🚀 Founding Account Executive

Hybrid (San Francisco, CA)$100k - $175kFull-timePosted 7mo ago

About the role

AI Compliance Platform for Healthcare Organizations. Readily is building the compliance layer for the healthcare industry and is hiring a Founding Account Executive to build the sales engine from the ground up, owning the full sales cycle and shaping the playbook.

Responsibilities

Own the full sales cycle: prospecting → discovery → demo → negotiation → close.
Build pipeline from scratch - outbound, conferences, founder intros, whatever works.
Sell to compliance officers, VPs of Compliance, and CCOs at Medicare Advantage plans, Medicaid managed care organizations, and hospitals.
Navigate complex, multi-stakeholder deals across compliance, legal, IT, and executive teams.
Be the voice of the customer - feed product insights back to eng and shape what we build next.
Develop the sales playbook, messaging, and processes that scale beyond you.
Represent Readily at leading conferences and events.

Qualifications

3-5+ years closing B2B SaaS deals, full-cycle. You've carried a quota and hit it.
Hunger: High agency, a willingness to learn, and a drive to do whatever it takes.
Consultative seller: You educate buyers, not just pitch them. Complex, multi-stakeholder sales cycles don't scare you.
Customer-obsessed: You dig into the buyer's world. Unsolved customer problems keep you awake at night.
Intellectually humble: Low ego, high curiosity, collaborative.
Biased toward action: You act, you don't wait.

Skills

Required:Full-cycle B2B SaaS sellingHunter/lead generationStakeholder management

Benefits

Base: $100K - $175K
OTE: $120K - $150K (uncapped commissions)
Equity: 0.20% - 1% (4-year vest, 1-year cliff)
Founding-team ownership
Career-defining experience: ship products that rewrite how the industry works
Hyper-growth environment (10× YoY)
Weekly pickleball and team culture

Last updated Oct 14, 2026. Interested? Apply on the company site.

About Readily

Compliance Tools for Healthcare Organizations

Readily helps healthcare organizations find and close compliance gaps in hours not weeks. We do that by connecting over 100,000 pages of policies, and regulations, enabling staff to conduct research, analysis, and audits faster. This saves them hours of work, boosts readiness, and helps them avoid costly violations.

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