Job Description

Probook is rewriting how the services industry operates and building the backbone of how physical work gets done in the real-world. We are one of the fastest growing start-ups in Gen AI - bootstrapped to $4M ARR in under 9 months with <5 people, profitable from day one.



We're tackling first-to-market problems at the intersection of blue-collar work and bleeding-edge AI, creating generational change in a $700B industry that has been ignored by software. Every customer deployment is done in person and our growth comes from execution and word of mouth, not GTM spend

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This position isn't for everyone. We're only looking for serious builders who want to be at the foundation of something generational - people who want to be in the trenches with tradespeople, own customer outcomes end-to-end, and learn what it truly takes to build and scale a hyper-growth company from the inside.

What You'll Do

Lead on-site customer deployments (2-4 days/week travel). Drive customer success post-implementation calls, meetings, and proactive support. Translate messy real-world workflows into product improvements. Take full ownership of account health, retention, and expansion. Grow into leading and scaling deployment teams.

Who You Are

1-4 years' experience in banking, consulting, sales engineering, or similarly high-pressure environments. Persuasive, assertive, and outcome-driven. Comfortable with complex technical products; quick to master new systems. Selfless teammate: ego low, standards high. You are a firefighter: Fast growth means a million fires burning. We're comfortable around heat. Customer obsessed, meaning you ready to sleep to ensure a top .1% service Proactive about identifying and solving problems before they turn into larger issues

Compensation & Benefits

120 - 150K Base salary + Equity (Can stretch in comp for the right candidate) Career growth upside in a hyper-growth AI startup. Medical, dental, vision. 1K in monthly food stipend Take-what-you-need PTO + office perks.


This is not just a job. It's a proving ground for people who want intensity, ownership, and the chance to build something enduring at the ground floor.