short-term-rental

(3)
Legend
Dustin Downing
Executive · Operator · Creator

Dustin Downing

Dustin Downing is the CEO of Key Data, a short-term and vacation rental analytics company that turns property management system data into real-time market intelligence across hundreds of global markets. He stepped into the role in mid-2026 after joining as president, succeeding co-founder Jason Sprenkle. Downing spent nearly two decades in product leadership across travel and data-driven technology, including nearly a decade at Sabre, a stint at influencer commerce firm LTK, and six years scaling OrderMyGear. His focus at Key Data is deepening the company's proprietary dataset and building the AI-driven intelligence layer he believes the rental industry will run on.

dustin-downing · key-dataRead →
Legend
Humphrey Bowles
Founder · Executive · Operator

Humphrey Bowles

Humphrey Bowles is the founder and CEO of Truvi (formerly Superhog), a London-based risk management platform for the short-term rental industry. After entering the home-sharing sector in 2011, he identified trust, insurance and safety as the biggest barriers to the growth of peer-to-peer accommodation, and built a group of companies - Guardhog and Superhog/Truvi - to close that gap. Truvi provides guest screening, identity verification, damage protection and deposit services to property managers and hosts, and raised a £5.5m Series A in 2026 led by 6 Degrees Capital and Hambro Perks to expand into the US.

humphrey-bowles · truviRead →
Legend
Paul Kromidas
Founder · Executive · Operator

Paul Kromidas

Paul Kromidas is the founder and CEO of Summer, a New York short-term rental technology company behind SummerOS, which he pitches as the asset-intelligence platform for vacation-rental owners and operators. A former Airbnb product and strategy lead who helped build Airbnb Luxe, he started Summer in 2021 to make high-performance vacation-rental ownership accessible, then pivoted the business toward SaaS software that forecasts rental revenue and optimizes property performance.

paul-kromidas · summerRead →