
360 Sierra is a peer-to-peer trailer rental platform that combines hardware and AI tools to optimize RV rental operations. Their offerings include a 24/7 self-service pickup system, real-time fleet monitoring, and an AI trip companion that enhances customer experience while reducing operational costs. By automating check-ins and providing digital solutions for vehicle tracking and support, 360 Sierra positions itself as a leader in the RV rental market, catering to both owners and renters with a seamless, efficient rental process.

360 Sierra is a peer-to-peer trailer rental platform that combines hardware and AI tools to optimize RV rental operations. Their offerings include a 24/7 self-service pickup system, real-time fleet monitoring, and an AI trip companion that enhances customer experience while reducing operational costs. By automating check-ins and providing digital solutions for vehicle tracking and support, 360 Sierra positions itself as a leader in the RV rental market, catering to both owners and renters with a seamless, efficient rental process.
Product: Rental Buddy — AI + IoT vehicle-rental operating system
HQ: Bend, Oregon, United States
Founded: 2024
Stage: Seed (latest round reported Jul 25, 2025)
Backers: Backed by Wildwood VC and Oregon State University; other investors listed
Post-booking operations for vehicle rentals — task coordination, turnaround/maintenance workflows, check-in/check-out automation, and real-time fleet/asset status.
2024
Vehicle rental / fleet operations software (SaaS)
“Backed by Wildwood VC and Oregon State University; other investors listed include Maria Mercedes Moreno, San Pablo International Foundation, and FRM Investment.”