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Careers at ShareWillow · New York City

Build the performance operating system for the people who run the trades.

ShareWillow is the AI-native financial & performance operating system for the 4 million people who run the trades. We start with the most emotional financial moment in a technician’s life: getting paid more for great work.

Why we exist · The labor crisis

The trades can’t keep their people. We’re fixing that.

2.1M

skilled-trades jobs unfilled by 2030

>20%

annual technician turnover

We’re the software that helps technicians stay longer and earn more, on the right side of the labor crisis, building for the people who keep America running. From there we expand into payments, cards, payroll, and AI that designs compensation across the industry.

Technician incentives that reward performance, not hours worked.

ShareWillow and ServiceTitan

A ServiceTitan Certified App

ShareWillow is a certified partner on the ServiceTitan App Marketplace, syncing jobs, technicians, and payroll data so incentive plans run on real numbers.

Momentum · Why now

Join something that’s already working.

8,345
technicians on ShareWillow

and growing

210
paying customers

and growing

MRR growth

in 17 months

$15.5M
paid to technicians all-time

$7.9M in the last 12 months

How we work · What we value

Small team. High standards.

  • Operator-led

    Founded by a second-time trades founder who sold PhoneWagon. We build from lived experience in the field, not market maps.

  • Capital-efficient

    Nine people. Incredibly ambitious. Supercharged with AI tools. Every person here materially impacts our growth.

  • Ship fast

    High velocity, high ownership. You'll see your work in production, and in a technician's paycheck, in days, not quarters.

  • Proof over hype

    We win on data and real customer outcomes, not slideware. If it doesn't move retention or earnings, it doesn't ship.

Investors

We’ve raised $6.5M from top tier investors.

  • Lerer Hippeau
  • Charge Ventures
  • Asylum Ventures
  • Twelve Below
  • Expo Ventures

The team · Lean and ambitious

Nine people. Supercharged with AI.

  • Ryan Shank

    CEO & Founder

  • Danielle Gutman

    Head of Product

  • Guy Halperin

    Head of Engineering

  • Ash Reade

    Head of Marketing

  • Navraj Nat

    Founding Engineer

  • Jordan Sweet

    Software Engineer

  • Ashlyn Wray

    Customer Success

  • Abby Gregg

    Customer Success

  • You

    See open roles

Open roles · New York City

Come do the best work of your career.

  • Product Designer

    Design the financial home screen for the people who keep America running.

    New York City · In personView role
  • Account Executive, Enterprise

    Close 7-8 figure deals with large home service companies, franchises, and PE-backed holding companies, as our first enterprise sales hire.

    New York City · In personView role
  • Account Executive, SMB

    Sell a product contractors already feel the pain for, with real ROI data behind every call.

    New York City · In personView role

Don’t see your role?

Exceptional people make their own seat. Tell us what you’d own at [email protected].

Introduce yourself

Join us

Come build for the people who keep America running.

Nine people today. The financial operating system for 4 million tomorrow. There’s a seat with your name on it.