I went clipless after about 5 weeks. I wanted time to get used to the road bike (my first) and be comfortable shifting and braking. However the toe clips (cages) weren't necessarily easy to get in and out of either. I think the clipless are definitely easier to get into, and getting out just takes a little practice (the trainer is great for this if you have one). I had gotten to the point where I hated my toe clips and I would never go back, but I still think it was worth it for the first few rides . . .