Notice in the photo above: the inappropriate tight fitting jeans, bell bottoms that will either get stuck on the pedals or pick up grease from the chain, and the ill-fitting helmet. I am surprised not to see training wheels on Obama's bike.
For comparison, look at Bush. Here is someone dressed for the occasion and ready to handle the roughest path.
I feel compelled to say that there has been progress in Obama's biking ventures.
Bellow is a photo of Obama as a presidential candidate, and you can clearly see that unlike in this particular photo, during the Martha's Vineyard ride, someone inflated the tires for him.