VSSTA, Vice President of Sales

Greybull Stewardship

44d•$250,000•Remote

About The Position

VSSTA is an automotive technology company transforming how collision centers and repair shops perform ADAS calibrations. Founded in 2020 and backed by private equity, VSSTA enables customers to bring calibration services in-house through a combination of proprietary software, remote capabilities, and integrated hardware while unlocking new revenue, improving cycle times, and reducing reliance on third-party providers. VSSTA operates at the intersection of automotive repair, SaaS, and connected hardware, serving a rapidly expanding market driven by vehicle complexity and safety requirements. As the industry evolves, VSSTA is positioned as a critical partner to collision centers seeking to modernize operations and capture high-margin calibration revenue. 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, and 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. 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, and 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.

Requirements

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
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

Nice To Haves

HubSpot preferred

Responsibilities

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
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
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
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
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