- Job title
- 🚀 Founding Account Executive
- Job location
- San Francisco, CA, US
- Job description
- ### **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. **10Ă— 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.
