Vice President of Sales

Location: Fremont, CA (Hybrid – In-Office + Travel Required)

Base Salary: $200,000 per year

is building the leading automotive super app — delivering everyday savings and peace of mind across parking, roadside assistance, insurance, repair & maintenance, EV charging, gas, carwash, and more.

We partner with insurance carriers, financial institutions, OEMs, fleets, and enterprise platforms to embed automotive savings and protection directly into their ecosystems.

We are hiring a revenue-driven VP of Sales to accelerate enterprise growth across multiple verticals.

This is not a managerial-only role. We are seeking a hands‑on revenue leader who:

• Personally hunts and closes enterprise deals
• Builds and leads a high‑performance sales team
• Leverages an existing executive Rolodex

This is a hybrid role based in Fremont, CA, requiring regular in‑office collaboration and travel for client meetings and industry events.

• Insurance
  : P&C carriers, motor clubs, MGAs, embedded insurance platforms
• Financial Services
  :
  Banks, credit unions, auto lenders, fintech platforms
• OEM & Automotive
  :
  Vehicle manufacturers, captive finance arms, dealer groups, rental car operators, fleet operators
• Emerging & Adjacent Verticals
  :
  Mobility platforms, warranty providers, telematics providers, embedded ecosystem partners

• Originate and close enterprise partnerships
• Personally close deals with a minimum contract value of One hundred thousand dollars per year
• Lead complex multi‑stakeholder negotiations
• Structure rev‑share, bundled, and enterprise pricing agreements
• Own executive‑level relationship management

• Recruit, coach, and manage enterprise sales team
• Implement pipeline discipline and forecasting rigor
• Develop vertical‑specific playbooks
• Collaborate closely with Product, Marketing, and Operations

• Identify and unlock new distribution channels
• Drive embedded partnership strategy
• Represent Way at industry conferences and executive forums

• 5+ years in senior sales leadership
• Proven track record closing enterprise deals of One hundred thousand dollars + annual contract value (ACV)
• Existing executive‑level Rolodex in insurance, financial services, OEM/automotive, or adjacent enterprise ecosystems
• Demonstrated ability to sell complex, multi‑product solutions
• Experience navigating procurement, compliance, and enterprise IT environments
• Based in or willing to commute to Fremont, CA (hybrid model)

• Minimum $100K ACV per closed enterprise deal
• New vertical revenue contribution
• Cross‑sell across Way products

• Uncapped Commission Structure
• Leadership incentives tied to total revenue growth

Top performers will have substantial earning potential

• Strong Rolodex and door‑opening capability
• Comfortable closing six‑ and seven‑figure deals