🚀 Founding Account Executive

About Readily

AI Compliance Platform for Healthcare Organizations

The role

### **About Readily**30% of U.S. healthcare cost is **administration**. We’re fixing that.Readily is building the **compliance layer for the healthcare industry**. Billion-dollar healthcare organizations turn to Readily to analyze regulations, conduct audits, and automate compliance readiness with AI.We’re the **fastest-growing company in this space** - **10x** revenue YoY. And we’re just getting started.There’s an old Yorkshire saying: _“Where there’s muck, there’s brass.”_ Healthcare compliance is messy. But in that mess lies an enormous opportunity. If you’re hungry to take ownership and build systems that matter, this is it.### About the RoleWe're hiring a **Founding Account Executive** to build Readily's sales engine from the ground up. You'll work directly with the founders, owning the full sales cycle - from prospecting compliance leaders at health plans and hospitals to closing six-figure contracts.You'll have **founder-level ownership**, shaping how we sell, who we sell to, and what the playbook looks like for every rep who comes after you. Sit in on product calls. Fly to HCCA. Watch a CCO's face when they see what we built. **10× impact** vs big tech sales.No SDR team. No inbound safety net. No playbook handed to you - **you'll write it.**### What You’ll Do* 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 leading conferences and events.### What We’re Looking For* **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.### Strongly Preferred* Experience selling to **healthcare organizations, health plans, hospitals**, or buyers in regulated industries (compliance, GovTech, financial services, insurance).* Familiarity with the healthcare regulatory landscape - CMS, OIG, HIPAA, risk adjustment, audit readiness.* Existing relationships with compliance leaders at health plans or hospital systems.### Nice to Have* Specific knowledge of Medicare, Medicaid managed care, or FDR compliance.* Certifications like CHC or HCISPP.* Experience with MEDDIC, Challenger, or SPICED sales methodologies.### Compensation* **Base:** $100K - $175K* **OTE:** $120K - $150K (uncapped commissions)* **Equity:** 0.20% - 1% (4-year vest, 1-year cliff)### Why Join Readily* **True founding-team ownership.*** **Career-defining experience**: ship products that rewrite how the industry works.* Front-row to closing deals **with billion-dollar enterprises*** **Hyper-growth environment** (10× YoY - you’ll feel it).* A real chance to **fix healthcare’s most expensive problem** with AI.* Weekly pickleball 🏓 + a team that loves to win together.📩 If you want true ownership and fix healthcare from its roots - we’d love to talk.