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If you're at a level where you're comfortable threshold braking, then I would definitely move up to race fluid. Stock fluid is no good on these cars in a high performance setting.
I recommend removing JB+. I had it on mine back in my earlier days, and the ECU always complained, then eventually the car went into limp mode in one session.
I'm not too familiar with the stock rotors/calipers on a 330i, but better brake pads is way better bang for buck. Upgrading your entire brake system is hardly worth it unless you're at time trial pace or the stock setup is really bad (doubtful). Plenty of fast advanced drivers stick to their OEM rotors/calipers and just use track pads.
Regarding trans fluid, my shop didn't charge much for a flush (<$200 IIRC). I did at 30k miles, but I'm also at the track at least once a month for the past 2 years. I would do it just for peace of mind.
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