If you have trouble running with the Look cleats, definitely stay away from Speedplay. Running in those is the closest thing to ice skating you will find. I use SPD-SLs which are fine for me. I recall feeling unsure about them the first time I ran through transition in them but the 2nd time was OK. I suspect you will just get used to your Looks. I would also say that leaving your shoes clipped to your pedals is a bad idea for most people. If you're planning to win your age group and need those extra few seconds, OK. But if you're a mid-packer there will be a lot of bikes around you coming out of transition and you're better off paying attention to them than trying to get your feet into your shoes.