Senior Enterprise Account Executive

🕒 March 27

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Freshpaint

WebsiteLinkedInAll Job Openings

11 - 50 employees

⚕️ Healthcare Insurance

☁️ SaaS

Healthcare Insurance • Marketing • SaaS

Freshpaint is a healthcare privacy platform that empowers healthcare companies to leverage advanced marketing tools while remaining compliant with privacy regulations such as HIPAA. The platform replaces unsafe tracking technologies with a Business Associate Agreement (BAA) protected system to ensure that sensitive data is not shared with non-compliant tools. Freshpaint offers features that block sensitive data by default, secure server-side connections, and provide a complete anonymous view of the customer journey. This solution is designed to assist healthcare marketers in achieving high performance marketing without compromising patient privacy.

📋 Description

• Own your revenue number • Own leading and lagging indicators tied to pipeline generation, deal progression, and closed revenue • Build and maintain a healthy pipeline through a mix of outbound, partner-sourced, and event-driven opportunities • Run a tight sales process from first touch through close, with crisp forecasting and CRM hygiene • Manage deal cycles of 60–120 days across multiple stakeholders, buying committees, and compliance/legal reviews • Expand revenue via multi-threading, influencing executives, and reframing customer business cases • Generate pipeline through high-quality outbound working alongside your SDR: sequences, social selling, signal-based outreach, and personalization • Attend industry events, roundtables, and conferences, and turn those rooms into real opportunities • Build strong relationships with digital agencies, who influence key buying decisions • Develop partner go-to-market plays that help accelerate pipeline creation and deal momentum • Build repeatable outbound motions that other AEs and SDRs can learn from • Lead deep, consultative discovery that uncovers business problems, required capabilities, and success metrics • Build account plans with whitespace mapping, multi-threading paths, and clear executive alignment strategies • Drive deals forward with crisp next steps, mutual action plans, and alignment on decision criteria • Work cross-functionally with Product, Sales Engineering, Marketing, and Partnerships to win complex deals • Master competitive differentiation and objection handling across privacy, compliance, data, and activation • Develop a deep understanding of Freshpaint’s value, capabilities, and architecture • Become knowledgeable about healthcare data privacy, HIPAA, tracking changes, and the broader MarTech ecosystem • Educate prospects on the changing regulatory environment and why modern data infrastructure is required to stay compliant • Clearly communicate technical concepts to diverse audiences (marketers, PMs, engineers, data teams, and executives) • Maintain rigorous CRM accuracy (HubSpot) across pipeline, forecasting, and next steps • Run detailed qualification using MEDDIC/Command of the Message or similar frameworks • Communicate deal status and risk clearly to sales leadership • Track personal performance metrics and continuously improve your conversion rates, outbound effectiveness, and sales velocity • Contribute to repeatable playbooks, messaging, and GTM learnings for the broader team • Present to and influence CMOs, CPOs, General Counsels, VPs of Marketing, and VP-level executives • Drive strong executive presence in meetings, events, and customer workshops • Build long-term executive relationships that lead to both initial wins and future expansion • Serve as a trusted advisor who deeply understands the customer's business, risks, and strategic priorities

🎯 Requirements

• 5+ years of closing experience in B2B SaaS, selling to enterprise & strategic level customers • Strong outbound muscle: you consistently generate pipeline and teach others to do the same • Experience running 60–90 day deal cycles with mid–six-figure ACVs (~$100k) • Track record of meeting or exceeding quota (President’s Club, Rep of the Year, etc.) • Excellent written and verbal communication skills, including the ability to present to executives • Proven ability to run structured discovery, build compelling business cases, and influence buying committees • Strong relationship-building skills with agency and consulting/SI partners • Executive presence and comfort operating in high-stakes conversations • Self-starter attitude with the ability to operate in a fast-paced, ever-changing startup environment • Ability to travel up to 40% for events, customer meetings, and partner activities

🏖️ Benefits

• Competitive pay + generous equity (10-year exercise window) • Fully remote (U.S. only) with a $150/month coworking stipend • Half-day Fridays, every Friday • 16 weeks fully paid parental leave (eligible after 6 months; commission-based roles receive 100% base salary during leave) • Unlimited PTO with a *required* 2-week minimum • Top-tier health, dental & vision (100% covered for you, 80% for dependents) • 2 “Treat Yourself” days a year—$100 and a day off, just because • Intentional & engaging company offsites 2x a year (past trips: Arizona, Jackson Hole, Cabo, Nashville, New Orleans & more) + a department offsite 1x per year • And more! Check out our careers page for the full list.