Hello... and welcome.

Yes, you can put conditioner on your hair, under the swim cap.

Here's what I do... I wear my hair rubber band on my wrist. As I run from the pool to the bike... I put my hair in a pony tail so that way I just pop the helmet on when I reach my bike.

Oh, and you might want to check out: www.beginnertriathlete.com, as it's a website dedicated to us just starting in the sport.