Thanks for the faith in me, but I don't do it alone, I just talk the loudest!

PA3L, DemonSVT, Bnoon, and some others all have great input and I've learned from them as well.
To your questions and concerns:
Stock injectors support an easy 220=230 wHP, its been done and proven. 24's are used on the turbo kit and are probably good to 260-280wHP or so.
MAF, the stock maf can flow a lot, probably near w280 HP so goes good with 19's or 24's.
Tuning devices.
-The absolute simplest yet effective way is with the SAFC. Its cheap and it does the job, has some cool extra features and looks cool.
-The eManage is the bang for the buck, about the same price as the SAFC, maybe a tad more and you can directly control the fuel injectors as well as scale the MAF voltage; plus on top of that you can save many data maps and also save raw real-time data while you're driving for future analysis. I use that feature all the time to fine tune my car. Endless flexibility, you can save a fuel map for just about any occasion and download it into the emanage while you are driving. I often let my wife drive on a roadtrip while I screw with the emanage and the OBDII diagnostics, changing things and reading/saving data.
-Optimizer. I think it sucks. Considering its cost and the cost of the other units its not a great buy. It is also very one dimensional as it scales the maf curve but much less flexible; however it's good if you only need to dial in the maf curve a little bit.
**Problem with any of the above devices is that if you make serious changes to your MAF or your injectors, I mean big changes like 50% larger or so, then you are not going to be able to compensate with the SAFC or the eManage.
That is the problem I ran into, so I ended up with a custom chip to roughly tune the MAF and the injectors into the ballpark. On top of it I use the emanage to fine-tune still as if the chip were never there. The chip controls my timing so I don't detonate.
-The custom chip is great for full programability, but it sucks because tuning time is on top of it and you can't tune it yourself. every little change costs $ for a reburn plus shipping.
-TWEECER. Man this is the best one! Basically a custom chip you can program yourself over and over again with a laptop. Basically, think of the emanage and the chip, + a little bit more! Drawbacks are complexity..not for everyone and not every model of contour is supported.
***eManage timing control***
It works, and is/was undergoing additional testing, you can call it 'beta' testing until recently. However, it is going to cost money. The minimum cost is probably at least $175 just to support the construction of these devices. Add that on top of the emanage and you are around $500.
Then, you are still left with the fact that the emanage can't handle huge changes in MAF calibration or injector sizes.