Jesse likes weak hand because the remount is better for him. I like strong hand because it works better with weakhand and port loading, and the caddy takes up a spot on my belt that is normally unused. I also don't like throwing the gun all over the country in weak hand quad, I've got better control of where it goes strong hand. I think strong hand is marginally faster, but not enough to matter. It's personal preference and comfort level.
But, keep in mind that the last time I was on the clock, my best was loading 8 in 4 seconds par time. Jesse is loading 12 in 4 seconds part time. But, then again, there's that video of that dude loading 8 in 2.5 seconds par time strong hand.