Every building, road, warehouse, and farm runs on equipment like tractors, cranes, forklifts, etc. Over 100K dealers and rental companies across North America keep those machines bought, sold, rented, and serviced, but most still operate on phone calls, paper, and decades-old software, with fewer people to do the work every year.
Chasi is building the future of equipment commerce. We help dealers and rental companies sell faster, respond to customers around the clock, and keep machines in the field instead of sitting in a shop or a yard. This is one of the biggest opportunities to bring real-world AI to an industry that software has barely touched. We're based in San Francisco, backed by YCombinator and other top investors, and already working with CAT, John Deere, Bobcat, and other top OEM dealers.
This is an intense, minimum 2-year role for someone who wants to grow into leadership or eventually start their own company. You'll work directly with me across whatever matters most at Chasi. I'll make sure you have real leverage to get things done, and I want you to push back on me when I'm wrong.
You’ll work with me across the highest-priority areas of the company as we scale: go-to-market, pricing and positioning, partnerships, hiring, investor and board work, and the strategic questions that define what we do next. The exact mix will change as the company grows. What won’t change is that you’ll be close to the hardest problems, in the room for important conversations, trusted to act on my behalf when needed, and expected to move things forward with urgency and good judgment. This will be a demanding role, but for the right person, an unusually rewarding one.
No specific years-of-experience requirement, but you’ve done something hard. That could mean private equity, consulting, an early-stage startup, or something you built yourself. What matters more than pedigree is that you’ve operated in high-bar environments, taken ownership, and learned how to figure things out without a playbook.
What matters:
The base pay range for this role is $140,000 – $170,000 per year.
Chasi deploys AI agents that help equipment dealers sell more, respond faster, and maximize fleet utilization - 24/7.
One-third of the cost to build and maintain the physical world goes to equipment, yet fleet utilization across the industry often sits below 60%. Billions in assets sit idle while dealers drown in phone calls, emails, and manual data entry. Missed quotes, slow follow-ups, and disconnected systems mean lost revenue every day.
Chasi plugs into a dealer's existing stack to deploy AI agents that handle sales, rentals, and service requests around the clock. The result: faster response times, higher utilization, and stronger margins, without adding headcount. We automate the busywork so teams can focus on what actually grows the business: customer relationships.
Akash Pavan and Sarman Aulakh have built tractors, race cars, and robots, and previously led AI deployments at Tesla, Boeing, and Cummins, where they saw firsthand how much operational value gets left on the table in equipment-heavy industries. Chasi is live across equipment businesses in the US and Europe.
Salary
$140,000 - $170,000
Equity
0.4% - 0.8%
Location
San Francisco, United States
Experience
1+ years
