Careers at ShareWillow · New York City
Build the money app for the 4 million technicians who keep America running.
Every tech sees what they’ve earned, job by job, in real time. Willow, the AI teammate in every tech’s pocket, is your technicians’ best friend, helping them earn more through performance every day.
Why we exist · The problem
Technicians want to earn more. Owners can’t pay more for the same work.
20%+
of technicians quit every year. The good ones first
2.1M
open trades jobs by 2030. There is no bench
Hourly pay rewards the clock, not the work, so the best technicians leave and nobody can hire their way out. We make the money visible: earnings that climb with the job, every bonus traced to a real job, paid out fast. From there we become the technician’s financial home: Willow, cards, payroll, and banking.
When a tech can see the money, they go get it.
Momentum · Why now
Join something that’s already working.
- $2M
- paid to technicians in September
- $10M+
- paid to technicians in the last year
- 8×
- revenue growth
- +$1,334
- more take-home per tech
a monthly record
11× more than the year before
in 18 months
every month, on average
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
Seven 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 $8.5M from top tier investors.
The team · Lean and ambitious
Seven people. Supercharged with AI.
Ryan Shank
CEO & Founder
Ash Reade
Head of Marketing
Navraj Nat
Head of Engineering
Jordan Sweet
Software Engineer
Austin Haspert
Account Executive
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.
Head of Product
Own the roadmap and scale the product that helps technicians get paid more.
New York City · In person preferred, open to remoteView role- Filled
Product Designer
Design the financial home screen for the people who keep America running.
New York City · In person 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 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.
Seven people today. The money app for 4 million technicians tomorrow. There’s a seat with your name on it.