Remote - US Remote (Country) Full-time USD 300000-350000/year

Freshpaint is hiring a Senior Enterprise Account Executive

About the Role

What You'll Do

  • Drive new revenue by managing full-cycle enterprise sales, from initial outreach to closing multi-stakeholder deals typically lasting 60–120 days
  • Develop and sustain a robust pipeline using outbound strategies, partner-generated leads, and event follow-ups
  • Lead high-impact conversations with CMOs, CPOs, General Counsels, and VP-level stakeholders, positioning modern data infrastructure as essential for compliance and business growth
  • Collaborate closely with Sales Development Reps to refine outreach sequences, personalize engagement, and improve conversion rates
  • Design and execute consultative discovery processes that uncover business challenges, technical requirements, and measurable outcomes
  • Create detailed account plans that map whitespace opportunities, identify multi-threading paths, and align with executive priorities
  • Advance deals with clear next steps, mutual action plans, and alignment on decision criteria, ensuring forecast accuracy and CRM integrity in HubSpot
  • Partner with Product, Sales Engineering, Marketing, and Alliances teams to win complex, cross-functional deals
  • Educate prospects on evolving privacy regulations, including HIPAA and data compliance, and how modern architectures support adherence
  • Communicate technical concepts clearly to non-technical and technical audiences alike, from marketers to data engineers
  • Refine and scale outbound motions that become templates for the broader sales team
  • Represent the company at conferences, roundtables, and industry events to generate qualified opportunities
  • Strengthen relationships with digital agencies and systems integrators who influence purchasing decisions
  • Develop repeatable go-to-market strategies with partners to accelerate deal momentum
  • Maintain rigorous deal hygiene using qualification frameworks like MEDDIC or Command of the Message
  • Share insights and best practices to improve team-wide sales effectiveness and messaging

Requirements

  • 5+ years of B2B SaaS sales experience, with a focus on enterprise and strategic accounts
  • Proven success meeting or exceeding quota, with experience closing mid–six-figure annual contracts
  • Demonstrated ability to manage complex sales cycles involving compliance, legal, and technical reviews
  • Strong written and verbal communication skills, with comfort presenting to senior executives
  • Experience building and leading outbound pipelines and mentoring others in outreach techniques
  • Skill in navigating buying committees and influencing decision-makers across departments
  • Ability to operate independently in a fast-moving startup environment with a builder mindset
  • Willingness to travel up to 40% for customer meetings, events, and partner engagements
  • Deep familiarity with CRM platforms, particularly HubSpot, and commitment to data accuracy

Preferred Qualifications

  • Background selling into healthcare or other regulated industries
  • Experience with sales methodologies such as MEDDIC, MEDDPICC, or Command of the Message
  • Prior work in customer data platforms, MarTech, product analytics, or data infrastructure
  • Understanding of privacy, security, and compliance frameworks including HIPAA

Benefits

  • Competitive base salary with generous equity package and a 10-year exercise window
  • Fully remote work environment for U.S.-based employees, supported by a $150 monthly coworking stipend
  • Half-day Fridays every week to support work-life balance
  • Unlimited PTO with a minimum 2-week usage requirement
  • 16 weeks of fully paid parental leave (available after 6 months; commission roles receive full base salary during leave)
  • Comprehensive health, dental, and vision coverage (100% employer-paid for employees, 80% for dependents)
  • Two annual “Treat Yourself” days: a $100 credit and a paid day off
  • Biannual company offsites in destinations such as Arizona, Jackson Hole, and New Orleans, plus annual team-specific retreats
Required Skills
HubSpotB2B SaaSEnterprise SalesPipeline GenerationDeal Closing60-90 Day Sales CyclesMid-Six-Figure ACVExecutive PresentationsQuota AchievementOutbound Prospecting HubSpotB2B SaaSEnterprise SalesPipeline GenerationDeal Closing60-90 Day Sales CyclesMid-Six-Figure ACVExecutive PresentationsQuota AchievementOutbound Prospecting
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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.
All jobs at Freshpaint Visit website
Job Details
Department Sales
Category other
Posted 5 months ago