Disclaimer: I am talking Olds 307 to big block here. Not experienced with Chevy conversions. But, there should not be significant differences between 305/307 ECMs.
You will be surprised how much the ECM will tolerate. Just going 305 to 355 in of itself will likely not even matter. A friend went to a stock smog motor 455 with the 307 CCC and it worked fine other than needing to tweak the idle bleeds and swap the secondary rods. Your 264 cam selection will be right at the hairy edge of causing off idle light throttle problems and problems with lean burn mode when in 4th and lock up using stock code. And, the CCC should work OK though you might want to experiment with different secondary metering rods when you are open loop with your foot in the fan running more cubes. The ECM won't even care or know about that. The 355 might like a step or two smaller metering rods. The car may well idle fine without primary side CCC mods just going to the 355. I want to say the stock idle bleeds are just .042 but it's been 10 years. Worst case you might need to take those out a few thousandths to accommodate 50 more cubes but I doubt it. I think the 262 cam would be completely safe on stock code. I am not familiar with aftermarket chips other than the only one I could find for the 442's [9] engine, what Hyperchip Hypertech [?? forget the company], did absolutely nothing and I mean NOTHING and might well have been a stock chip in wolf's clothing.
With custom code, I am about two steps higher cam shaft than your desired 264 in my big block conversion though it came from Mondello ~ the JM-20-22. We never could quite dial in the JM-22-25-10 despite 3 tries. Now, it ran and perhaps ran good enough for many but I was lucky that I was working with a friend that was even more anal than I am about how smooth the engine performs and we both actually cared about fuel efficiency so we wanted to keep lean burn even on the big block. I like to be able to make it at least to the next pee stop before I have to fill up . . . thank you very much! And, with my bladder anyway,18-20mpg will get me there. We would have had to just punt lean burn completely with the bigger cam though which some aftermarket chips do and the light throttle was just a tad rough. But, the 3rd time was the charm using the JM-20-22 and it is a GREAT street cam for the big block.
Now, on the big block I had to dual up my PCV valves to solve an off idle light throttle problem with the PCV system. You should not have to do that. I take filtered air clear down into the crankcase through the oil filler tube and then evacuate both valve covers. Worked really slick to solve our light throttle PCV problem with the single valve wanting to oscillate plus it does a more efficient job of evacuating the block anyway [tear apart a high mileage motor and look at the air inlet valve cover ~ sludge city]. Other mods I had to do were to take the idle bleeds out to .056 and I had to add .075 air holes to the primary blades to get the big block to idle and I went with '70 W30 secondary metering rods which work great.
Good luck with your project . . .