We are looking for a Senior Account Executive with 5-7+ years of B2B sales experience to join Joyful Health's lean, high-performing sales team and close mid-market and enterprise healthcare deals. You'll be selling an AI-powered financial operating system that solves one of the most painful problems in healthcare — recovering lost insurance revenue — with deal sizes ranging from $250K to $2.5M, uncapped commission, and a product that practically sells itself with 5-10x ROI.
What will you be doing?
Owning the full sales cycle end-to-end — sourcing your own pipeline, running consultative discovery, demoing, and closing complex multi-stakeholder deals
Selling into mid-market and enterprise healthcare practices (deals typically $250K-$1M+) with fast sales cycles and clear ROI
Building outbound pipeline from scratch while converting inbound leads as the growth function scales up
Navigating enterprise buying processes with practice operators, billing leaders, and clinical leadership
Helping shape the go-to-market motion, pricing strategy, and sales playbook at a rapidly growing early-stage company
Key Requirements
5-7+ years of full-cycle B2B sales experience closing $100K+ ACV deals with multi-stakeholder navigation
Enterprise or upper mid-market consultative sales experience — pure SMB backgrounds will not translate
Some early-stage startup experience (not exclusively large companies) — must be adaptable without an established playbook
Healthcare sales experience strongly preferred (selling into providers, RCM, billing operations); non-healthcare candidates need name-brand enterprise B2B SaaS backgrounds
Based in NYC or willing to relocate; must be in-office 3 days per week
Joyful Health deploys AI agents to recover insurance money for doctors. We all know that healthcare is broken and we're leveraging our AI expertise to fix it. Our revenue intelligence software shows you exactly what you're owed and where you might be leaving money on the table, and our expert team goes to bat to recover any missing insurance revenue (like denials, unpaid claims, and aged A/R) for you. We typically help practices recover revenue worth 5-10x our fees, making it a no-brainer investment that scales with your growth. You've already provided the care—now let us make sure you get paid for it.
Salary
$140,000 - $170,000
Location
Midtown, New York City, NY
Total raised
$22.0M
Last stage
Series A
Investors
Eliana Berger
Co-Founder/CEO
No applications, no recruiter spam. Just the intro.
A few questions to make sure this role is the right shape for you. Two minutes.
I write the intro, send it to the founder, and handle the back-and-forth.
If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.