Head of Sales
New
D
Dearest CareHealthcare Technology
We have a distributed culture, mainly working out of the Americas timezone., Americas timezoneFull-TimeLead
Salary not disclosed
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Job Details
- Required Skills
- Business DevelopmentStakeholder management
Requirements
- Personally closed complex provider-side deals into health systems, IDNs, hospital networks, medical groups, or care delivery organizations
- Built pipeline yourself in environments without strong brand pull, SDR support, or mature marketing infrastructure
- Structured pilots or proof-of-value programs that led to real contracts
- Sold across multiple stakeholders, including clinical, operational, and financial buyers
- Navigated long enterprise cycles that include procurement, legal, security, and internal politics
- Thrived in a startup or high-ambiguity environment where speed, judgment, and ownership matter
Responsibilities
- Own the full sales cycle into provider organizations: prospecting, discovery, pilot design, stakeholder alignment, procurement, security review, contracting, and close
- Build pipeline yourself with minimal support: account lists, outreach, follow-up, and meeting creation
- Target and win regional health systems, IDNs, large medical groups, and similar provider-side buyers
- Design pilots with clear success metrics, stakeholder maps, workflows, and conversion plans
- Navigate complex buying environments involving clinical leaders, population health, care management, quality, finance, legal, IT, and procurement
- Partner with founders, product, and ops to sharpen messaging, package outcomes, and improve the enterprise offering
- Turn early wins and losses into a repeatable sales playbook: ICP, personas, objection handling, pilot templates, and deal process
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