I'd suggest getting some bomber 700c rims, like Velocity Dyads or Salsa Delgados, which are out of production but still out there. These are fatter rims, but they can take 622x28 rubber, which should fit your Crack'n'fail and will reduce wheel damage while improving comfort on the ride. The old-school choice for a strong road rim is the Mavic Open Pro. BITD, I used to roll on a track bike with 622x25 tires, and weighed north of 240. I had some Open Pros, handbuilt by the LBS around Tiagra front/Surly rear hubs, and they stayed in true for years despite the negligent/abusive riding style i favored in those days. I retired the wheelset when a Ford ignition key punctured the tire and somehow also went THRU THE RIM, where it became temporarily embedded. I pulled the key out, changed the tube'n'tire, and rode it for a week til i got a new wheelset in....amazingly, the wheel was still true and didn't fail, but i still don't trust aluminum that's suffered that kinda trauma. But, long story short: Open Pro + Fat Guy + Abuse + Neglect + Fatal Stabbing by Key = Still True and Solid.
So, yeah, maybe get some Open Pros instead?