Senior Enterprise Account Executive
What You’ll Be Doing
Freshpaint helps healthcare organizations modernize their data infrastructure so they can run world-class analytics and marketing while staying fully privacy compliant. As an Enterprise AE, you’ll be responsible for driving new revenue, generating demand, navigating complex enterprise sales cycles, and representing Freshpaint’s value to senior executives across Marketing, Product, Compliance, and Legal.
Primary Responsibilities
Own your revenue number
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
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
Understand common Freshpaint use cases and how customers activate data while staying compliant
Clearly communicate technical concepts to diverse audiences (marketers, PMs, engineers, data teams, and executives)
Understand the changing regulatory environment and why modern data infrastructure is required to stay compliant
Develop strong executive relationships that lead to both initial wins and future expansion
Represent Freshpaint as a senior, trusted advisor
Present to and influence CMOs, CPOs, General Counsels, VPs of Marketing, and VP-level executives
Desired Skills & Experience
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
Nice to haves
Experience selling into healthcare, regulated industries, or privacy/security personas
Experience with Command of the Message
Experience with MEDDIC or MEDDPICC
Background in customer data, product analytics, MarTech, or data infrastructure
Perks & Benefits
Competitive pay + generous equity (10-year exercise window)
Half-day Fridays, every Friday
16 weeks fully paid parental leave (eligible after 6 months; commission-based roles receive 100% base salary during leave)
Top-tier health, dental & vision (100% covered for you, 80% for dependents)
Intentional & engaging company offsites (past trips: Arizona, Jackson Hole, Nashville, New Orleans & more)