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.
Momentum · Why now
Join something that’s already working.
- 8,345
- technicians on ShareWillow
- 210
- paying customers
- 8×
- MRR growth
- $15.5M
- paid to technicians all-time
and growing
and growing
in 17 months
$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.
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 roleAccount 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 roleAccount 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].
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.











