Role Description
Inspira is looking for a Strategic Partnership Sales Director to sell into the heart of complex organizations within consumer-directed healthcare β HSAs, HRAs, FSAs, and LSAs. This is not a volume role. You will carry a short list of high-value, named accounts and be expected to go deep:
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Building real relationships
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Understanding the business problems beneath the surface
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Closing strategic deals where the cycles are long and the outcomes are significant
You will own the full sales motion end to end, supported by a genuinely differentiated, API-first platform, an underserved market, and a team that moves fast.
Qualifications
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5β8+ years closing high-ACV, complex B2B deals, ideally within the consumer-directed health benefits industry
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Proven ability to build multi-threaded relationships
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Experience navigating complex buying committees
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Ability to turn cold strategic accounts into long-term, seven-figure partnerships
Requirements
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Own a focused set of named enterprise accounts
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Map the stakeholders and identify the business problems beneath the surface
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Quantify the cost of inaction and build the account strategy to win each one
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Lead with discovery, applying a Gap Selling approach
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Build multi-threaded relationships and champions across various stakeholders
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Run deals end to end across 9+ month cycles
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Engage credibly in both technical integration conversations and CFO-level business case reviews
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Develop and quantify business cases connecting Inspiraβs platform to measurable outcomes
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Maintain clean, accurate pipeline data and forecast with confidence
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Use AI responsibly to accelerate value delivery and solve complex problems efficiently
Benefits
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5β8+ years closing high-ACV, complex B2B deals with multiple stakeholders
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Strong executive presence and communication/presentation skills
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Disciplined Gap Selling practitioner
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Benefits or CDH experience β HSA/HRA/FSA administration, TPAs, or benefits platforms
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Technically fluent: able to understand integrations and run your own demos
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Self-sufficient and comfortable operating with autonomy
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Strong collaboration skills with a bias toward action and ownership
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A drive to learn and apply new concepts quickly
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Experience with Salesforce CRM preferred
Education & Experience
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5+ years of experience in consumer benefits sales industry
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Bachelor's Degree in Business or Finance preferred
Other Requirements
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Infrequent travel (50%)
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Ability to provide personal transportation from time to time
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Occasionally lifts up to 25 pounds
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Prolonged periods of sitting at a desk and working on a computer