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Open role · Sales

Account Executive, SMB

  • Full-time
  • New York City · In person
  • $250K OTE + equity

Compensation

$250K OTE

$100K base$150K commission

Uncapped commission · meaningful early-stage equity · 100% medical and dental benefits · 401k with employer match.

ShareWillow is the AI-native performance and operating system for the 4 million people who run the trades. We help technicians make more money, get paid instantly, and finish jobs faster with fewer callbacks. We help companies build incentives that reward performance instead of hours worked. Our customers see an average 20% increase in profit within the first year through higher average ticket, billable efficiency, and fewer callbacks.

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, and you have high integrity.

  • 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 it

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.

Apply · Account Executive, SMB

Sound like you? Let’s talk.

Two minutes, a few questions. Or email [email protected] with your resume and a note on why you’ll win here.