[Remote] Senior Enterprise Account Executive

Note: The job is a remote job and is open to candidates in USA. Freshpaint is a rapidly growing software company focused on helping healthcare organizations modernize their data infrastructure while ensuring privacy compliance. As a Senior Enterprise Account Executive, you will be responsible for driving new revenue, generating demand, and navigating complex enterprise sales cycles, while representing Freshpaint’s value to senior executives across various functions.ResponsibilitiesOWN YOUR REVENUE NUMBERBuild and maintain a healthy pipeline through a mix of outbound, partner-sourced, and event-driven opportunitiesRun a tight sales process from first touch through close, with crisp forecasting and CRM hygieneManage deal cycles of 60–120 days across multiple stakeholders, buying committees, and compliance/legal reviewsExpand revenue via multi-threading, influencing executives, and reframing customer business casesDRIVE PIPELINE THROUGH OUTBOUND, EVENTS, AND PARTNERSHIPSGenerate pipeline through high-quality outbound working alongside your SDR: sequences, social selling, signal-based outreach, and personalizationAttend industry events, roundtables, and conferences, and turn those rooms into real opportunitiesBuild strong relationships with digital agencies, who influence key buying decisionsDevelop partner go-to-market plays that help accelerate pipeline creation and deal momentumBuild repeatable outbound motions that other AEs and SDRs can learn fromRUN AN ELITE ENTERPRISE SALES PROCESSLead deep, consultative discovery that uncovers business problems, required capabilities, and success metricsBuild account plans with whitespace mapping, multi-threading paths, and clear executive alignment strategiesDrive deals forward with crisp next steps, mutual action plans, and alignment on decision criteriaWork cross-functionally with Product, Sales Engineering, Marketing, and Partnerships to win complex dealsMaster competitive differentiation and objection handling across privacy, compliance, data, and activationBECOME AN EXPERT IN DATA, COMPLIANCE, AND THE HEALTHCARE MARKETING LANDSCAPEDevelop a deep understanding of Freshpaint’s value, capabilities, and architectureBecome knowledgeable about healthcare data privacy, HIPAA, tracking changes, and the broader MarTech ecosystemEducate prospects on the changing regulatory environment and why modern data infrastructure is required to stay compliantClearly communicate technical concepts to diverse audiences (marketers, PMs, engineers, data teams, and executives)Understand common Freshpaint use cases and how customers activate data while staying compliantOPERATE WITH EXCELLENCEMaintain rigorous CRM accuracy (HubSpot) across pipeline, forecasting, and next stepsRun detailed qualification using MEDDIC/Command of the Message or similar frameworksCommunicate deal status and risk clearly to sales leadershipTrack personal performance metrics and continuously improve your conversion rates, outbound effectiveness, and sales velocityContribute to repeatable playbooks, messaging, and GTM learnings for the broader teamREPRESENT FRESHPAINT AS A SENIOR, TRUSTED ADVISORPresent to and influence CMOs, CPOs, General Counsels, VPs of Marketing, and VP-level executivesDrive strong executive presence in meetings, events, and customer workshopsBuild long-term executive relationships that lead to both initial wins and future expansionServe as a trusted advisor who deeply understands the customer's business, risks, and strategic prioritiesSkills5+ years of closing experience in B2B SaaS, selling to enterprise & strategic level customersStrong outbound muscle: you consistently generate pipeline and teach others to do the sameExperience 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 executivesProven ability to run structured discovery, build compelling business cases, and influence buying committeesStrong relationship-building skills with agency and consulting/SI partnersExecutive presence and comfort operating in high-stakes conversationsSelf-starter attitude with the ability to operate in a fast-paced, ever-changing startup environmentAbility to travel up to 40% for events, customer meetings, and partner activitiesExperience selling into healthcare, regulated industries, or privacy/security personasExperience with Command of the MessageExperience with MEDDIC or MEDDPICCBackground in customer data, product analytics, MarTech, or data infrastructureBenefitsCompetitive pay + generous equity (10-year exercise window)Fully remote (U.S. only) with a $150/month coworking stipendHalf-day Fridays, every FridayUnlimited PTO—with a required 2-week minimumTop-tier health, dental & vision (100% covered for you, 80% for dependents)2 “Treat Yourself” days a year—$100 and a day off, just becauseGenerous parental leaveEpic offsites twice a year (past trips: Greece, Jackson Hole, Cabo, wine country + more)Company OverviewFreshpaint is a data platform that facilitates marketing by collecting customer data. It was founded in 2019, and is headquartered in San Francisco, California, USA, with a workforce of 51-200 employees. Its website is https://freshpaint.io.