Jobs at Rilla

Rilla’s the leading virtual ridealong software for outside sales and service. Think HVAC, windows, real estate, and other salespeople who talk to customers face to face.

They talk, our mobile app records their conversations, and our AI automatically transcribes and analyzes their conversations to help them improve their sales.

Our vision is to bring the power of conversation intelligence from the Zoom meeting and the call center to the more than 10M salespeople who work offline.

We’re growing 20% MoM, have dozens of customers including Fortune 500 companies, Net Revenue Retention above 170%, an NPS higher than the iPhones, and we are profitable!

We are one of the fastest-growing startups in the world, backed by Byron Deeter from Bessemer Venture Partners, the top cloud investor globally. We are also a Cloud 100 Rising Star company.

Rilla is transforming frontline sales in the trades with AI-powered speech analytics that eliminate the need for physical ride-alongs. Traditionally, contractors spend hundreds of hours shadowing technicians to evaluate performance and coach sales skills, yet they capture only a fraction of real interactions. Rilla replaces this with a mobile-first platform that records, transcribes, and analyzes every customer conversation, surfacing coachable moments in real time. This gives managers full visibility into the field while saving dozens of hours each month and directly improving close rates. By productizing a proven lever for revenue growth in home services, Rilla has quickly become the category leader in an overlooked but massive industry.

The growth has been extraordinary. In just three and a half years, Rilla scaled from zero to $40 million in revenue, growing 15 percent month-over-month, with net revenue retention above 170 percent and profitability already achieved. The company’s partnership with ServiceTitan, the dominant software platform for the trades, cements Rilla as the default sales enablement layer for contractors. Early adopters like A1 Garage Door Service report dramatic revenue gains and see Rilla as a critical driver on their path to billion-dollar scale. Led by founder Sebastian Jimenez, Rilla combines clear product-market fit, best-in-class financial performance, and strong distribution into a multi-billion-dollar market of home improvement, HVAC, plumbing, and related services. As AI adoption accelerates in field-based industries, Rilla is well positioned to become the standard for sales performance and coaching in the trades.

Written as of August 2025