[Hiring] Vice President of Sales @Greybull Stewardship

Role Description

VSSTA is seeking a highly hands-on Vice President of Sales to lead all new business revenue across direct and partner-driven channels. This leader will:

• Build structure and accountability across the sales organization
• Drive consistent pipeline generation and forecast accuracy
• Scale a repeatable, metrics-driven sales motion
• Partner closely with Marketing and Partnerships to maximize demand generation

The VP of Sales will report directly to the CEO and play a central role in defining how VSSTA scales.

Why This Role Is Critical Now

VSSTA is transitioning from early-stage growth to scalable revenue execution. The company has strong market demand and a differentiated offering but requires a sales leader to:

• Build pipeline discipline and consistency
• Improve forecast accuracy and visibility
• Build and develop a high performing sales team
• Increase conversion rates and reduce sales cycle variability
• Successfully integrate partner-driven pipeline into sales execution
• Create a scalable foundation for continued growth

This role will define the next phase of growth by turning sales into a predictable, high-performing revenue engine.

Key Responsibilities

• Revenue Leadership (Player-Coach)
  • Personally develop and close strategic opportunities
  • Carry and exceed an individual quota
  • Lead from the front across the full sales cycle
  • Execute consultative sales motions with collision centers, MSOs, and automotive service providers
• Sales Team Leadership & Development
  • Recruit, onboard, and develop high-performing sales talent
  • Establish clear expectations for pipeline, conversion, and bookings
  • Conduct rigorous pipeline reviews and deal inspections
  • Coach on discovery, qualification, and closing strategy
  • Build the organizational structure required to scale
• Channel & Partner Revenue Development
  • Work closely with the Partnerships leader to convert partner-driven demand into revenue
  • Ensure alignment between partner pipeline and field execution
  • Establish accountability for partner-sourced pipeline and conversion
  • Build a scalable model for partner-driven growth
• Sales Process, Forecasting & Infrastructure
  • Own and continuously improve the end-to-end sales process
  • Drive disciplined CRM usage and pipeline hygiene
  • Build accurate forecasting models and pipeline coverage models
  • Partner with Finance on revenue planning and performance tracking
  • Implement structured sales methodologies and inspection frameworks
• Go-To-Market Execution
  • Partner with Marketing on messaging, campaigns, and sales enablement
  • Provide structured market feedback on pricing, packaging, and competitive positioning
  • Identify expansion opportunities across markets and segments
  • Collaborate with Operations and Customer Success to ensure successful onboarding and adoption

Qualifications

• 8–15 years of professional sales experience, including 3–5+ years in a formal leadership role
• Experience in B2B SaaS, automotive technology, and/or selling into collision repair and automotive service environments
• Proven success as a quota-carrying sales leader (player-coach)
• Track record of building structure, process, and accountability in a scaling organization
• Experience managing both direct sales and partner/channel-driven revenue models
• Strong CRM discipline and data-driven management approach (HubSpot preferred)
• Comfortable operating in a private equity-backed, high-accountability environment

Core Leadership Traits

• Hands-on, player-coach leadership style
• Strong coaching and team development capability
• Operational mindset with a focus on building repeatable systems
• Disciplined approach to forecasting and pipeline management
• High credibility with customers, partners, and executive leadership
• Bias toward execution, accountability, and measurable results

Location & Travel

This role is fully remote within the United States. Regular travel is required for customer engagements, field sales support, partner development, and industry events.

Compensation

This is a full-time, exempt position with an OTE of $250,000+. Salary and discretionary bonus commensurate with experience, plus medical insurance and PTO.

To Apply

Please submit your application via LinkedIn (preferred), or send your resume and a brief note outlining relevant experience to [email protected] .

Equal Opportunity Employer

VSSTA is proud to be an equal opportunity employer. All applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, veteran status, genetics, disability, or age.