Photos get the attention. The harder job is getting the film, floor plan, virtual tour and property website ready together. Aerial Canvas built a business around that deadline.
A robotic camera gets the attention. The more interesting business is the subscription that turns a property scan into photographs, floor plans, tours and a ready-made marketing kit.

A failed VR novelty, a roommate found on Craigslist and one brutal Friday call taught Peek's founder to build around the renter's decision - not the technology's novelty.

Wojciech Kalembasa turned a mortgage broker's frustration with flat property listings into a visual-media company, a proptech platform, and a 2025 acquisition by Yardi. The useful part of his story is the sequence: listen closely, build the service, then turn the repeated work into software.
LCP Media began with a sold car, a basement, and free 360-degree demos of Chicago landmarks. Fourteen years later, its mix of photographers, software, and measurable leasing content made it useful enough for Yardi to acquire.
Rentberry is a San Francisco-based proptech company building an end-to-end, AI-powered rental ecosystem that lets tenants and landlords handle the entire rental lifecycle online - from search, virtual tours, applications and automated tenant screening, to digital lease signing, rent collection and ongoing maintenance. Founded in 2015 by Ukrainian entrepreneurs after a frustrating San Francisco apartment hunt, the platform now spans roughly 90 countries and uses AI agents to analyze listings, generate property descriptions, negotiate pricing and coordinate move-in services. The company has expanded into a chain of furnished modular homes and is preparing for a planned public listing under the NASDAQ ticker RNTB.
Visiting Media is a hospitality technology and immersive-content company that helps hotels and resorts sell their physical spaces remotely. Its flagship platform, TrueTour, turns properties into interactive 360 virtual tours, 3D models, and shareable media that sales teams use to run virtual site inspections. The newer SalesHub platform layers digital asset management, distribution, and analytics on top. Used by brands including Hilton, Hyatt, and IHG, the company exists to close the gap between what a property actually looks like and what a buyer can see before they ever arrive.
Jascha Kaykas-Wolff is the CEO of Visiting Media, a Portland-based hospitality sales enablement company, and a veteran tech executive whose career has spanned Yahoo, Microsoft, BitTorrent, and Mozilla. Raised in a socialist collective outside Eugene, Oregon - by a pioneering rock concert promoter - he grew up thinking deeply about systems, autonomy, and how teams work. He is the author of 'Growing Up Fast' (2014), a pioneer of Agile Marketing methodology, the first CMO to pull all Facebook advertising after the 2018 data breach, and co-host of the podcast 'This is Your Life in Silicon Valley.'