United States of America Remote (Country) USD 300000-350000/year

Freshpaint is hiring a Senior Enterprise Account Executive

Lead enterprise sales growth for a privacy-first data platform by owning the full revenue cycle from pipeline creation to closed deals. This role is central to expanding market reach within healthcare organizations, where data compliance and regulatory understanding are critical. You'll navigate multi-stakeholder environments, manage extended sales cycles, and build strategic momentum through outbound initiatives and partner-driven opportunities.

Key Responsibilities

  • Drive new business revenue by managing a high-velocity pipeline sourced through outbound efforts, partner networks, and industry engagement
  • Lead structured discovery calls to uncover business challenges, decision criteria, and success metrics across marketing, product, legal, and engineering teams
  • Develop and execute account plans with whitespace analysis, multi-threading strategies, and executive alignment
  • Advance complex deals through compliance reviews, legal scrutiny, and technical evaluations with precision and clarity
  • Collaborate with Sales Engineering, Product, and Marketing to tailor solutions and overcome competitive challenges
  • Deliver compelling presentations to C-suite executives, including CMOs, CPOs, and General Counsels, positioning modern data infrastructure as essential for regulatory compliance
  • Refine outbound playbooks using personalized sequences, social selling, and signal-based outreach to set scalable benchmarks for the sales team
  • Maintain accurate forecasting and CRM hygiene in HubSpot, ensuring transparency with leadership on deal progression and risk
  • Educate prospects on evolving data privacy regulations, including HIPAA implications and tracking consent in regulated environments
  • Represent the company at conferences and executive roundtables, converting industry presence into tangible opportunities
  • Strengthen relationships with digital agencies and system integrators who influence enterprise buying decisions
  • Build repeatable go-to-market motions with partners to accelerate deal velocity and expand market penetration

Qualifications

Candidates must bring at least five years of experience in B2B SaaS sales, consistently exceeding quota in enterprise environments. You should have a demonstrated ability to manage mid-six-figure deals over 60–120 day cycles and possess strong outbound skills that go beyond basic outreach.

  • Proven success in structured sales methodologies such as MEDDIC or Command of the Message
  • Experience selling into healthcare or other regulated sectors is strongly preferred
  • Familiarity with customer data platforms, MarTech ecosystems, or data infrastructure solutions
  • Ability to communicate technical concepts clearly to non-technical stakeholders and engineers alike
  • Self-driven mindset with comfort operating in fast-moving startup environments
  • Willingness to travel up to 40% for customer meetings, events, and partner engagements

Work Environment

This is a fully remote position open to U.S.-based candidates only. The company supports distributed work with a monthly coworking stipend and prioritizes work-life balance through half-day Fridays and unlimited PTO with a two-week minimum usage requirement.

Compensation & Benefits

  • Competitive base salary with performance-based incentives
  • Generous equity package featuring a 10-year exercise window
  • Comprehensive health, dental, and vision coverage (100% employer-paid for individuals, 80% for dependents)
  • 16 weeks of fully paid parental leave, available after six months of employment
  • Two annual “Treat Yourself” days: a paid day off plus $100 for personal enjoyment
  • Company-wide offsites twice a year to destinations such as Jackson Hole, Cabo, and New Orleans, plus annual team-specific gatherings
Required Skills
HubSpotB2B SaaSEnterprise SalesPipeline GenerationDeal Closing60-90 Day Sales CyclesMid-Six-Figure ACVExecutive PresentationsQuota AchievementOutbound Prospecting B2B SaaSEnterprise SalesHubSpotPipeline GenerationDeal ClosingExecutive CommunicationQuota AchievementRemote WorkStrategic Account ManagementMid-Six-Figure ACV
About company
Freshpaint
Freshpaint provides a layer of data governance to make current web analytics tools HIPAA-compliant for healthcare companies. The company helps healthcare marketers promote access to care and safeguard patient privacy.
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Job Details
Department Sales
Category other
Posted 6 months ago