So a bit of an update. I've been averagine two of these workouts a week. I've also been averaging two other days a week - so for the last month or so been hitting it 3-4 workouts a week. I would like to go 6 times (well 5 times truthfully, with the 6th workout being a Saturday ride) a week, but it's still hard to get there. At any rate, I always do at least two of these 300 workouts a week, and then I've been mostly doing heavy weight days the other days I go, though I have done the occasional all cardio day now and again.

Here's how my latest 300 went:

25 pullups, 1 set, still on assisted machine but down to using 100lbs (down from 120 from when I first started)
50 deadlifts, 2 sets of 25, but using 25lbs on each side (50lbs, plus whatever the bar weighs - this is up from 10lbs on each side when I first started, and fewer sets)
50 pushups, 2 sets (getting so close to 50 in a row...now doing 1 set of 40 and a set of 10)
50 box jumps, 3 sets (2 of 15, 1 of 20) - these are still a killer and just zap me when I'm done (this is improved from 5 sets of 10)
50 floorwipers, 2 sets of 25, I'm using 15lbs each side, plus whatever the bar weighs (this is up from 10lbs each side at first)
50 clean presses, 1 set of 25 each arm, using 25lb dumbells (up from 15lbs at beginning)
25 pullups, 1 set, 120lbs on assisted machine (down from 150 at the beginning)

Still taking me about 45 minutes to do all that.

I've gone down from 220 to 210, from a 36 inch waist back down to my normal 34, and I feel great!