Senior Account Executive

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