I am seriously ready to pull my hair out here. Since Oct. 12th I've been working hard at being OP (calorie counting combined with moderate - lower carb).
Back when I started the doctor put the fear of God into me so I started off at about 1,000 calories (most of the time less). I did this for a few days before the hubs really started getting onto me about not eating and developing really disordered thinking about food. He was right.
So, I increased my calorie limit to a logical and healthy 1200 - 1400 calories per day. I'm usually closer to the 1200 end of the spectrum. I log everything. Every bit, lick, taste and sip that crosses my lips. I measure everything. I've only had one day in two months when my calories were over 1400 (they were 1600 on my birthday).
In the two months that I've been at this I've lost about 20 pounds. I say "about" because I've been gaining and losing the same 5 lbs or so for the last several weeks. If I drop my calorie level to 1000 or less, I lose. If I keep it at 1200 or so, I start the cycle of gaining and losing the same couple of pounds over and over again until I'm ready to scream.
I know "about" 20 pounds in two months really isn't anything to sneeze at but that loss came about as a result of the days when I was super low calorie - any sustained calorie count at 1200 or above always nets a gain. I'm going back to the doctor next week and I'll say something to him again but this isn't my first time around this particular tree. Like every other doctor and every other time, he'll just shake his head and look disappointed and shove another eating plan pamphlet at me, telling me to eat less. Sigh.
I've had my thyroid checked and it's fine. I've got all the symptoms of PCOS but I've never been officially diagnosed. My insurance is awful so changing doctors and going to specialists is not something I want to do unless absolutely unavoidable. Sigh.
I don't know what to do here. I can drop my calorie count back down to 800 - 1000 and I can probably sustain that long term, but if it takes going that low to lose weight at 307 lbs what's it going to take when I get thinner and my calorie needs decrease? I can't go much lower and still be healthy or be able to maintain the plan.

Not by a lot...but I feel like you started out too low. I have no problems with low calorie dieting, except when it's not working.
I would lose a good three pounds, and then as soon as I ate over my calorie count the pounds came right back.