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Today it was announced that received major funding from Pequot Ventures in New York, a firm I have great great respect for and whose people I know and trust. AS I started to write this post, I admit I was very negative on this investment. In fact, this is what I had written: “It smells to me like yet another in a string of “Web 2.0″ investments in websites that don’t really have solid long-term business models.”

Here’s what I had originally written:

As many have pointed out this morning, there is already a long line of successful websites providing digital services to the youth sports community, including (which was bought for 50m) and, not to mention other newer sites like and It would therefore seem that this is already a crowded space (and one which is shrinking- at least from a traffic perspective), so I’d next look for evidence that someone else could take advantage of an opportunity and do a better job than the existing players. This would have to be a pretty compelling opportunity, since so many have tried and are trying to penetrate this space.

I was then going to point out that the only ways WePlay is differentiated are the following: 1) It’s a little more Web 2.0-y than some of its competitors, 2) It’s got social networking – whatever that ends up meaning, and 3) It has major sports figures involved.

This is actually where I changed my mind, because while I was cynical about these differentiators at first, I can easily re-phrase them to be quite compelling: 1) A lot of the other sites in this space are really poorly designed at at a cursory glance seem like they’d be clunky and difficult to use, 2) It doesn’t seem that anyone has tried to integrate social elements into what are ostensibly team management tools (a logical next step for something that is by definition a social activity – sports), and 3) It has major sports figures involved that will undoubtedly drive traffic and benefit marketing efforts. As for the business model, services like team mailing list management, profiles, and calendars are pretty cheap to provide, and there isn’t anything else about this service that seems like it is going to be bandwidth or storage intensive. However, my gut tells me that these are services that leagues and coaches would definitely be willing to pay for, even if not that much. My advice would be this: keep building a solid product, figure out a way to market it directly to large groups of users (like local little leagues), and don’t blow all your money on the big stars just for PR value.

So there you have it. I can actually change my mind. Congrats to everyone at WePlay – and good luck!