The pitch
What walked into the Den
Ray Taaeb and Curtis Lane pitched Casalova, a rental-marketplace app out of Toronto, Ontario.
Their turn came in Season 11, episode 19, which aired in 2016, with a request of $100,000 for 10%. That put the app at a $1,000,000 valuation on the night.
After the show
What happened next
The offer came back at $100,000 for 20 percent, then improved to 15 percent. The founders held at 10 percent and declined.
The company did not stay the app it pitched. Casalova moved into property management and picked up MyPropertyManagers, so the business today may look quite different from the one on screen. A third-party profile updated in mid-2026 lists a small active team.
Our read
The Hub verdict
One hundred thousand dollars for 10 percent is a small, tidy ask at a $1 million valuation, the sort of early-stage number that says the founders wanted a Dragon's network as much as the cash. They got the offer and refused it. The Dragon opened at 20 percent, came up to 15, and the team held at 10 rather than hand their existing investors a discount they had not agreed to. Protecting a cap table is a real decision, and the company that exists now, a rental marketplace turned property manager with an acquisition behind it, is not the one that was pitched.
Founders refused 15 percent, holding out at 10
