Its now 2.5 months later, and I figured its time for an update. Unfortunately, my gains have slowed/stopped. Life has gotten in the way. I went away on an eating vacation and peaked at about 340lb. I spent most free time eating, and getting some exercise along the way, primarily walking. However, coming back from that, my job became very hectic, and there was little time for me to focus on overeating. While I'm happy to say that I did not lose much weight, I certainly haven't made any headway.
I have also not had time to go to the gym on a regular basis, and I can definitely feel it. If i don't exercise on a 3-5x/week basis, I find my fitness level plummets. Brisk walking on a slight incline gets me winded- I don't have to stop, but I certain feel it.
I have no regrets so far about ballooning up again. I have gained about 62 lb in just under a year, and I hope to add another 35lb before I'm done. I might continue to go to 400lb, though I am worrying that will be pushing my luck.