VP of Sales
About The Position
The VP of Sales (Regional) owns revenue performance, pipeline health, and sales execution across a defined U.S. region. This role leads a multi-layered sales organization (ADR, Inside Sales, Field Sales) and is accountable for delivering predictable growth across our entire software suite. Success in this role requires translating company strategy into disciplined execution, driving consistent quota attainment, and building a scalable, high-performance sales organization. Core accountabilities include owning regional software quota and forecast accuracy, leading and developing ADR, Inside, and Field Sales teams with clear accountability, maintaining pipeline quality through regular deal inspection, optimizing territory coverage and resource allocation, driving structured field execution and customer engagement, partnering cross-functionally to align on demand generation, product positioning, and expansion, and ensuring consistent adoption of sales processes and tools.
Requirements
- 10+ years in sales
- 5+ years in senior leadership roles
- Proven track record of scaling revenue in SaaS/technology
- Experience managing multi-layered sales organizations
- Strong understanding of complex, consultative sales cycles
Nice To Haves
- Automotive/dealership experience preferred but not required
Responsibilities
- Own regional software quota and forecast accuracy
- Lead and develop ADR, Inside, and Field Sales teams with clear accountability
- Maintain pipeline quality through regular deal inspection
- Optimize territory coverage and resource allocation
- Drive structured field execution and customer engagement
- Partner cross-functionally to align on demand generation, product positioning, and expansion
- Ensure consistent adoption of sales processes and tools
- Prioritize high-value dealer groups and target accounts
- Build relationships with dealer principals, GMs, and service leaders
- Drive value-based selling focused on service lane impact and ROI
- Track performance across pipeline, conversion, bookings, and expansion
- Adjust strategy based on market feedback and competitive dynamics
Benefits
- Comprehensive Total Rewards package that extends beyond the base salary
- Competitive compensation includes bonuses and benefits
- Flexible Work Environment: We embrace a high-performance, flexible structure that values freedom and responsibility
- Our “Highly Aligned, Loosely Coupled” model empowers teams to innovate and continuously improve using data-driven insights
- Health and Wellness: Comprehensive medical, dental, vision, life, and disability benefits
- Wellness and telework stipends
- Time Off: Generous vacation time to recharge and balance life outside work
- In-Office Perks: Enjoy dog-friendly offices and unlimited snacks or refreshments onsite
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What This Job Offers
Job Type
Full-time
Career Level
Executive
Education Level
No Education Listed
Number of Employees
101-250 employees
