Flipkey.com is a vacation rental review site with a twist—instead of promoting properties that pay for advertising, they allow past guests to give feedback to rank the homes, apartments, and condos. It's a free service that's "committed to helping all vacationers find the ideal vacation home rental." I was a seed investor, so I've been happy to see it grow into a trustworthy, popular vacation rental source since its March 2008 launch.
TJ Mahony, one of FlipKey's co-founders, was good enough to answer a few questions about his company, his past startup Compete.com, and raising funds for entrepreneurs.
Why did you decide to start FlipKey?
In 2006 I began renting [out] my condo in downtown Boston as a short-term vacation rental. I quickly discovered vacation rentals were in high demand, but I also learned that the experience was a bit unpredictable. I was able to easily rent my unit using a vacation rental listing service; however, issues of trust, information and expectations consistently arose between prospective guests and myself. The guests often asked me to prove my identity, requested referrals from past guests and typically contacted me for weeks after I had already rented the unit. The whole exchange made me think, “This [vacation rentals] is a wonderful product; however, there is no trust. More people would seek vacation rentals accommodations if they could simply trust the experience more.”
Trust is not a small problem to solve, so I boiled it down to one core element: Verified Guest Reviews
If FlipKey could design a new and efficient way to collect and publish real reviews of vacation rentals, we could allow the marketplace to create and deliver a new layer of trust.
How does FlipKey differ from other vacation rental sites?
FlipKey is the only service focused on creating an efficient and effective way to collect and publish guest reviews. There are plenty of hotel sites on the internet, but only one TripAdvisor. We felt it was time to offer a TripAdvisor-like resource for the vacation rental industry.
Tell us about your transition from Compete.com (a web analytics company) to vacation rentals. How are the two start-ups similar? How are they different?
The original vision of Compete.com was to promote online transparency. We wanted to create a free resource to allow anyone to evaluate the safety and popularity of any website. Within a year of launching Compete.com the site was attracting over one million visitors per month.
The vision of FlipKey maintains a similar vision of transparency, but focuses on vacation homes instead of websites. We want to provide a service that allows vacationers to discover and evaluate the breadth of vacation homes in the market, leveraging verified guest reviews as the bridge to creating a new sense of trust and excitement with the product.
Why did you decide to go the angel/private investment route versus venture capital for your first round of funding?
There were two reasons. First, we thought it was critical to establish a product, early user testimonials and industry brand recognition before seeking capital. Without these support elements we risked not being funded or being forced to accept unfavorable terms. We were a young team, so we knew we needed more than a PowerPoint to receive funding.
Second, we needed to move fast and the only predictable source of cash would come from private investors. We knew private funds would only get us so far, but we also knew we could secure private funds faster than working with a VC.
Do you see a potential connection down the line between FlipKey and Care.com?
Sheila and I have toyed around with various ideas, but it’s too early to get ahead of ourselves. Ultimately, there are some clear needs among vacation rental consumers that can be serviced by Care.com:
“Let’s have an adult night out—how do we find a trusted babysitter in this town?”
“The vacation rental house doesn’t allow for pets—who's going to take care of the dog while we are gone?”
And so on.
For more information on FlipKey, visit their website or check out their blog, which TJ contributes to frequently. Back in August, TripAdvisor announced it became a majority investor in FlipKey. TripAdvisor reportedly plans to incorporate FlipKey's tens of thousands of vacation home rental properties into listings on its own network of travel websites.