When we decided to aggressively enter the fantasy football space by building Fantasy Football 2008 I knew that I was going to have to be in more than one fantasy football league this season.
That was an understatement.
I ended up in 14 fantasy football leagues and so far this year I am 17-11 in all my leagues combined. When you do more than one league in a season, inevitably you end up caring more about some leagues than others.
As a way to gain more awareness for our fantasy application we organized a celebrity league with the winner getting a $5000 donation made to the charity of their choice. Playing against the likes of Peter King, Brooklyn Decker, Michael Phelps, etc for charity seemed like fun friendly competition but certainly nothing to lose sleep over.
Until professional poker player Phil Gordon raised the ante (pardon the pun). Before the draft he challenged me to a side bet since of course he bets on everything. I certainly couldn’t back down from the challenge and before I knew it my fun and casual celebrity league became my $1000 side bet league.
Unfortunately, my draft was not as strong as some of my others and guys like Billy Beane and Jeremy Roenick snaked players out from under me throwing off my strategy. I did not adapt very well and sit 0-2 going into week three.
I have tempered enthusiasm for my team this week as I face SI Swimsuit Model Brooklyn Decker. I have some questions at RB – do I start injured Ryan Grant against Dallas, old Jamal Lewis against Baltimore or fat LenWhale White versus Houston but I do like my QB matchup – Kitna versus SF and my WR’s Brandon Marshall and Lee Evans (with TJ Houshmandzadeh on the bench)
Either way this is a do or die game for me as I don’t want to be 0-3 when I’m already all in against Gordon.