Vice President of Sales

Vice President of Sales:
Automotive Technology & AI Solutions

Location:

Flexible / Field-Based (Significant Travel Required)

DEPLOY is seeking a hands‑on, revenue‑driven Vice President of Sales to lead and scale our national sales organization.

This executive role owns company revenue, bookings, and growth outcomes across DEPLOY's clients portfolio of automotive inspection, AI, and SaaS solutions and future platform innovations.

This is a field‑first, road‑warrior role. The VP of Sales will spend significant time in the field alongside Regional Sales Managers (RSMs)—conducting ride‑along, advancing opportunities, coaching deal strategy, and personally supporting the close of complex, multi‑rooftop dealer and dealer‑group agreements.

The ideal candidate is a front‑line sales leader, not a desk‑based administrator, with deep experience selling into automotive dealers, dealer groups, and enterprise automotive customers.

Own and deliver revenue, bookings, and growth targets across all product lines:

• Drive new customer acquisition, multi‑rooftop expansions, renewals, and upsell opportunities.
• Personally engage in strategic and high‑value deals, including dealer groups and enterprise accounts. Establish a culture of sales accountability, urgency, and consistent execution.

• Spend significant time in the field with RSMs conducting ride‑along and joint customer meetings.
• Deal qualification and close‑plan reviews.
• Executive‑level customer presentations and negotiations.
• Coach sales leaders and reps through live selling environments and customer interactions. Act as the executive escalation point for key customers and complex sales cycles. Maintain strong visibility in the market and with customers nationwide.

Develop and execute a scalable, repeatable sales strategy aligned with growth objectives.

Recruit, develop, and retain high‑performing RSMs and future sales leaders.

Define quotas, territories, pipeline standards, and performance expectations.

Build a disciplined sales organization focused on predictable revenue and sustained growth.

Own pipeline health, forecast accuracy, and revenue predictability. Enforce CRM discipline, deal qualification standards, and sales process rigor.

Deliver accurate forecasts, KPIs, and performance insights to the President.

Use data and field insights to identify gaps and drive corrective action.

Identify new markets, dealer segments, and growth opportunities within automotive retail and adjacent verticals.

Build executive‑level relationships with dealer principals, fixed ops leaders, and enterprise partners. Represent at industry events, OEM meetings, and automotive trade shows. Provide continuous feedback on customer needs, competitive dynamics, and market trends.

Cross‑Functional

Collaboration:

Partner with Marketing to align demand generation, messaging, and sales enablement.

Collaborate with Product and Engineering to ensure solutions meet real‑world dealer needs. Work with Operations and Client Success to ensure strong onboarding, adoption, and retention.

Bachelor's degree in business, marketing, or related field preferred.

7+ years of senior sales leadership experience with direct revenue ownership. Proven track record of selling into automotive dealers, dealer groups, or enterprise automotive customers.

Demonstrated success as a field‑based sales leader who leads from the front. Experience selling SaaS, hardware‑enabled technology, or multi‑product platforms.

Strong CRM, forecasting, and pipeline management experience. Exceptional executive communication, negotiation, and closing skills. Willingness and ability to travel extensively.

Revenue‑obsessed, execution‑focused sales leader comfortable being on the road and deeply involved in deals.

Strong coach who elevates RSM performance through field engagement.

Data‑driven with strong business and financial acumen.

Trusted partner to customers and internal leadership alike.

DEPLOY's client is redefining automotive service lane intelligence through AI‑driven inspections and actionable data. This role offers the opportunity to own revenue growth, lead a national sales organization, and directly influence the future of automotive retail technology.