### **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 Role
We'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.