Enterprise Sales Executive - Medsender
WFA Digital Insight
Medsender’s push into API‑driven healthcare communication creates a niche that blends traditional fax compliance with modern AI processing. The founding Enterprise Sales Executive will operate without an existing outbound team, meaning the candidate will shape the sales motion from scratch—defining target accounts, crafting messaging, and building the first pipeline for a product that already has inbound demand. This isn’t a typical quota‑carrying role; it demands close collaboration with product and engineering to feed market feedback directly into the roadmap. Candidates who thrive on autonomy, enjoy translating technical value into business outcomes, and have a track record closing complex SaaS deals in the health‑tech space will find this position uniquely rewarding.
Job Description
[https://app.ashbyhq.com/api/images/user-content/4b455c66-1bf5-4766-98dc-89e199bd868f/75879039-5557-46e1-b4fe-2185836e7abd/Screenshot%202026-07-24%20at%201.06.54%E2%80%AFPM.png] ABOUT MEDSENDER Medsender is transforming healthcare communications through AI-powered workflow automation. As many healthcare organizations still rely heavily on fax to exchange patient information, the bigger challenge is the manual coordination surrounding those communications. Medsender's platform helps healthcare providers automate administrative workflows, reduce operational costs, and improve patient care. Following a successful Series A and significant company growth, Medsender is expanding into a new market with its Healthcare API platform—creating an opportunity for an experienced enterprise seller to build a new revenue engine from the ground up. THE OPPORTUNITY This is a unique opportunity to become the founding Enterprise Sales Executive for Medsender's API business. Unlike Medsender's existing sales organization, which sells workflow automation software to healthcare practices, this role focuses on selling a HIPAA-compliant Fax API and AI-powered document processing platform to health technology companies, enterprise healthcare organizations, and software developers building healthcare applications. You'll help define the outbound sales motion, identify the ideal customer profile, refine messaging, and build pipeline for a product that has already demonstrated strong product-market fit through inbound demand—but has never had a dedicated outbound sales effort. This is ideal for someone who wants the autonomy and influence of an early-stage startup without needing to manage a team. WHAT YOU'LL DO - Own the full enterprise sales cycle from prospecting through close - Build pipeline within health tech companies, healthcare software vendors, and enterprise healthcare organizations - Develop and refine outbound messaging and sales strategy for Medsender's API platform - Position Medsender against legacy healthcare fax providers by articulating both technical and business value - Partner closely with Product and Engineering to relay customer feedback and influence roadmap decisions - Help establish repeatable processes and playbooks for a growing business line - Work directly with Medsender's founders to shape the future of the API business - Consistently exceed quota while helping define what success looks like for this new sales motion WHAT WE'RE LOOKING FOR REQUIRED - 2+ years of quota-carrying Account Executive experience - Experience selling HIPAA-compliant cloud fax, Fax API, electronic fax, or healthcare interoperability solutions - Proven success closing enterprise or mid-market SaaS deals - Experience managing complex sales cycles with multiple stakeholders - Demonstrated history of exceeding quota - Strong outbound prospecting and pipeline generation skills PREFERRED - Experience selling into HealthTech companies or enterprise healthcare technology organizations - Previous experience at one of the major healthcare fax or Fax API providers - Startup or high-growth company experience - Experience helping build or refine an early go-to-market motion - Familiarity working with technical buyers including Product Managers, Engineers, and Developers
How to Stand Out
- Highlight any experience you have selling HIPAA‑compliant or healthcare‑focused APIs; concrete examples win interviews.
- Prepare a short case study of a complex SaaS deal you closed, emphasizing how you navigated multiple technical stakeholders.
- Familiarize yourself with Medsender’s AI‑driven fax automation platform; be ready to discuss how you would position its value to health‑tech buyers.
- Bring metrics that demonstrate pipeline creation and quota attainment—percentages are optional, but clear numbers help.
- During salary discussions, emphasize the equity component and remote‑work benefits as part of the total compensation package.
- Watch for vague promises about “unlimited” perks; ask for specifics on health coverage, PTO policy, and equipment allowance.
- Tailor your resume to include keywords like “HIPAA,” “Fax API,” and “enterprise SaaS sales” to pass ATS filters.
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