[Hiring] VP of Sales @myKaarma

Role Description

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

• 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

Market & Account Development

• 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

Success Metrics

• Regional bookings attainment (software + payments)
• Pipeline coverage and conversion rates
• Forecast accuracy
• Average deal size and sales cycle length
• Expansion revenue within existing accounts
• Payment attachment rate
• Team performance (quota attainment, ramp time, retention)

Leadership Expectations

• Operates with a high degree of ownership and accountability
• Data-driven decision maker with strong operational rigor
• Builds alignment across functions without friction
• Balances strategic thinking with hands-on execution
• Creates a culture of performance, discipline, and continuous improvement

Qualifications

• 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
• Automotive/dealership experience preferred but not required

Benefits

• Flexible Work Environment: High-performance, flexible structure that values freedom and responsibility.
• Health and Wellness: Comprehensive medical, dental, vision, life, and disability benefits, along with wellness and telework stipends.
• Time Off: Generous vacation time to recharge and balance life outside work.
• In-Office Perks: Dog-friendly offices and unlimited snacks or refreshments onsite.

Compensation

The starting salary range for this role is $130,000 + Variable Comp depending on experience and qualifications, reflecting our dedication to competitive industry compensation.

Our Commitment to Inclusion

At myKaarma, diverse perspectives drive innovation and success. We are committed to creating a safe, welcoming, and inclusive workplace where every employee feels valued and empowered and can do meaningful work.