Senior Director of Enterprise Sales

6 days ago

Fremont, California, United States Way Full time $150,000 - $250,000 per year

Location: Fremont, CA (In-Office, 50% Travel)

About Us:

Way Com Inc is one of America's fastest-growing automotive fintech platforms — helping millions of drivers save money on car ownership through services like insurance, parking, carwash, EV charging, and auto repair.

We've already signed 10 major enterprise partners across insurance, banking, and mobility — and we're now scaling to 100. We're looking for a Senior Director of Enterprise Sales who lives to close, loves to build, and never takes "not yet" as an answer.

The Role

You're not here to manage from afar — you're here to win deals, build relationships, and lead from the front. You'll hunt new enterprise logos across insurance carriers, credit unions, and financial institutions, turning conversations into multi-million-dollar partnerships.

This is a startup-speed, in-office role. You'll work side-by-side with leadership, travel 50% of the time, and make things happen — fast.

Key Responsibilities

  • Own end-to-end enterprise sales for assigned verticals (insurance, financial institutions, banks).
  • Prospect, pitch, and close new enterprise partnerships — from first meeting to signed contract.
  • Build executive-level relationships with C-suite decision-makers.
  • Collaborate with Product, Marketing, and Customer Success to deliver solutions that drive measurable partner ROI.
  • Drive pipeline accuracy, forecasting, and quota achievement through CRM discipline.
  • Mentor and develop account executives and enterprise sellers as the team scales.
  • Represent Way Com Inc at partner events, conferences, and executive meetings nationwide.

What You Bring

  • 5+ years in enterprise or strategic B2B sales, with at least 3+ years selling into insurance, banking or employee benefits
  • Proven record of closing large, multi-stakeholder enterprise deals ($500K–$5M+).
  • Hands-on, hunter mentality — you love being in the room, pitching, and negotiating.
  • Strong understanding of solution-based and consultative sales models.
  • Excellent communication, executive presence, and financial acumen.
  • Thrive in high-pressure, fast-changing environments — startup DNA required.
  • Willingness to travel 50% of the time; full-time presence in Fremont, CA office required.

Success Metrics

  • Number of new enterprise logos closed and activated.
  • Quarterly revenue attainment and deal velocity.
  • Renewal and expansion rates of signed partners.
  • Forecast accuracy and team pipeline contribution.

Why Join Way

  • Be part of a once-in-a-generation growth story — scaling from 10 to 100 enterprise clients.
  • Work directly with the CEO and VP of Enterprise Sales — decisions happen fast here.
  • Competitive base, aggressive commission plan, and equity participation.
  • Build something that impacts millions of drivers and transforms car ownership in America.

This is not a 9-to-5 job. It's a build-something-big opportunity.

If you're hungry, fearless, and ready to make your mark, Way wants you on the front line.

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