Hayden AI

Senior Director of Sales, Customer Success

Hayden AI

full-time

Posted on:

Location Type: Remote

Location: United States

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Salary

💰 $152,267 - $247,434 per year

Job Level

About the role

  • Own East Coast territory strategy and execution, delivering on annual revenue targets through new logo acquisition, expansion, renewal, and lifecycle growth.
  • Develop and execute a multi-year territory plan aligned to Hayden AI’s broader strategic growth objectives.
  • Partner with the CGO to develop and execute overall revenue goals, market prioritization, pricing strategy, and strategic growth initiatives.
  • Own top-line KPIs including revenue forecasting, pipeline health, net new revenue, and churn performance.
  • Provide structured weekly and monthly revenue insights to executive leadership.
  • Lead disciplined pipeline management across long government sales cycles.
  • Own the customer lifecycle from prospect through long-term partnership.
  • Ensure successful transition from pilot to contract, and from initial deployment to expansion.
  • Drive renewals and alignment on contracting and payment terms.
  • Oversee customer health metrics including NPS and account performance indicators.
  • Lead account planning strategy, including executive relationship mapping and long-term expansion pathways.
  • Identify strategic growth opportunities within existing accounts, including ARR growth and deployment scale.
  • Serve as a subject matter expert on transit operations, bus lane enforcement, curb management, and municipal parking ecosystems.
  • Engage C-level and senior agency leadership in consultative discussions focused on safety, operational efficiency, and community impact.

Requirements

  • Bachelor’s degree in Business, Marketing, or related field.
  • 10+ years of enterprise sales experience with significant focus on state and local government customers.
  • Demonstrated success closing complex multi-million-dollar deals with long procurement cycles.
  • Experience owning a full customer lifecycle including expansion and renewals.
  • Deep familiarity with transportation agencies, transit operations, or municipal parking systems.
  • Experience selling integrated hardware and software solutions in regulated or infrastructure-focused industries.
  • Proven track record of exceeding revenue targets.
  • Strong executive presence and ability to engage senior agency leadership.
  • Experience managing or mentoring high-performing sales or revenue teams.
Benefits
  • Options for medical, dental, and vision coverage for employees and dependents (for US employees)
  • Flexible Spending Account (FSA) and Dependent Care Flexible Spending Account (DCFSA)
  • 401(k) with 3% company matching
  • Unlimited PTO
  • Daily catered lunches in our San Francisco office
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
enterprise salesrevenue forecastingpipeline managementcustomer lifecycle managementaccount planningcontract negotiationmulti-million-dollar deal closingintegrated hardware and software solutionsrevenue target achievementsales team management
Soft Skills
executive presenceconsultative engagementleadershipstrategic thinkingrelationship buildingcommunicationmentoringanalytical skillsproblem-solvingcollaboration
Certifications
Bachelor’s degree in BusinessBachelor’s degree in Marketing