About the role
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?
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Owning the full sales cycle end-to-end — sourcing your own pipeline, running consultative discovery, demoing, and closing complex multi-stakeholder deals
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Selling into mid-market and enterprise healthcare practices (deals typically $250K-$1M+) with fast sales cycles and clear ROI
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Building outbound pipeline from scratch while converting inbound leads as the growth function scales up
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Navigating enterprise buying processes with practice operators, billing leaders, and clinical leadership
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Helping shape the go-to-market motion, pricing strategy, and sales playbook at a rapidly growing early-stage company
Key Requirements
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5-7+ years of full-cycle B2B sales experience closing $100K+ ACV deals with multi-stakeholder navigation
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Enterprise or upper mid-market consultative sales experience — pure SMB backgrounds will not translate
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Some early-stage startup experience (not exclusively large companies) — must be adaptable without an established playbook
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Healthcare sales experience strongly preferred (selling into providers, RCM, billing operations); non-healthcare candidates need name-brand enterprise B2B SaaS backgrounds
