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Open role · Sales

Account Executive, SMB

ShareWillow is the money app for the 4 million technicians who keep America running. We start with performance pay: every technician sees exactly what they've earned and how to earn more, job by job, in real time, and companies reward performance instead of hours worked. The average technician on a ShareWillow plan takes home $1,334 more a month. Next comes Willow, our AI agent that lives in every tech's text messages, and the payments, cards, and payroll their money runs through.

We're hiring an Account Executive to execute a proven sales playbook. This is an early, high-ownership role for someone who's run product demos over Zoom and can manage a pipeline end-to-end: prospecting, sourcing, cold outreach, discovery, demos, follow-up, closing, and handoff. You'll work directly with the founders every day on messaging, ICP, pricing, objections, and go-to-market.

This is not a 9-to-5. You'll get pinged on Slack in the evenings and on weekends. We're here to win.

Who you are

This is your second sales job.

  • You've worked in SMB sales, home services, construction, field service, or a trade (HVAC, plumbing, electrical, pest control, etc.)
  • You've done outbound as a BDR and are comfortable with high-volume outbound calls
  • You want a small team where you make a big impact, not a big company
  • You can speak and relate to trades business owners and technicians
  • You write clearly, speak directly, and follow up fast
  • You're organized, competitive, and resilient
  • You want to work extremely hard and grow quickly
  • You want to win and make a lot of money
  • You have high integrity and will walk away from a sale before compromising your integrity.

What you’ll do

Own the pipeline, end to end.

  • Source your own pipeline through cold calls, email, LinkedIn, referrals, events, and industry groups
  • Respond lightning-fast to inbound leads with personalized outreach, not AI slop
  • Own deals end to end, from first touch to closed-won
  • Run discovery with home-service owners, managers, and technicians
  • Become an expert in the ShareWillow product and the outcomes we deliver
  • Demo ShareWillow clearly and connect it to pain points and ROI
  • Follow up relentlessly and keep a clean, accurate pipeline in HubSpot
  • Tell customer stories and show prospects how to achieve those outcomes

You might not be a fit if…

An honest filter. We’d rather you know now.

  • You want a mature sales org with SDR support
  • You only want warm inbound leads
  • You dislike cold calling or manual prospecting
  • You need a lot of structure before taking action
  • You want a low-intensity sales role
  • You aren't competitive and want to coast on a high base

Why join

Get in early. Win big.

This is a chance to be one of the first sales hires at an early-stage company with proven product-market fit. You'll work directly with the founders, talk to customers constantly, close real revenue, and shape the sales culture, on a small, talented team building a $10 billion company.

Unusually high upside: $100K base, $250K OTE, uncapped commission, and meaningful early-stage equity.

We're proud to be an equal opportunity employer open to all qualified applicants regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital or familial status, disability, pregnancy, gender identity or expression, veteran status, genetic information, or any other legally protected status.