If your going to replace the PSU so you can overclock, I would advise you purchase a 500-600w unit to take into account future upgrades. There really is very little price between these and sub-500w units most of the time.
As for the cooler: The Coolermaster V8 is a big unit, but is very good. However, this Thermaltake Silver Arrow is even better. As is the Noctua NH-D14 which is very similar to the Silver Arrow. All of these coolers will fit all current flagship chipset designs, so will be a worthwhile and suitable long-term investment for future upgrades. Be sure to confirm that they will actually work with your LGA775 Core2 based processor first though.
As for power supply: Yeah, your current one is a little on the light side, and I certainly wouldn't trust it with an overclocked system. A decent quality PSU of 500-600w will make for a good long term investment that will be more than suitable with your next upgraded system.
After much researching (here in the UK) I went with a Antec High current gamer
HCG-620 model. For the price range here in the UK it offered fantastic reviews and feedback, and appears very solid. Obviously it will be different for the US as you will have better availability of other models.
A few I'd consider are:
1.
Seasonic SS-560KM Active PFC F3, 560W ATX12V V2.3/EPS 12V V2.91, 80Plus Gold Certified, Modular Power Supply = $134.99
2.
SILVERSTONE ST60F-P 600W ATX 12V v2.3 / EPS 12V 80 PLUS BRONZE Certified Modular Active PFC Power Supply = $109.99 I also use one of these.
3.
CORSAIR Enthusiast Series TX550M 550W ATX12V v2.31 / EPS12V v2.92 80 PLUS BRONZE Certified Modular High Performance Power Supply = $99.99
4.
SeaSonic M12II 520 Bronze 520W ATX12V v2.3 / EPS 12V v2.91 SLI Ready 80 PLUS BRONZE Certified Modular Active PFC Power Supply = $89.99
5.
ENERMAX NAXN 80+ ENP600AWT 600W ATX12V 80 PLUS Certified Active PFC Power Supply = $79.99 (only $49.99 after rebate!
I would strongly recommend against the Corsair CX or "Builder" series of PSU's, they just not very good long-term units in my experience. However, the V2 models of the TX and VX are proving very good, and the original VX and AX models are outstanding units -- those that know me on here will know how much of a testament that really sounds given the issues I had with one earlier in the year. :haha:
As for cases with PSUs. Unless its a bundle deal the PSU is likely to be a cheap OEM equivalent, and really not ideal for overclocking. I would stick to getting a decent case without a PSU -- most decent cases don't come with one for this reason.
That Enermax PSU is outstanding value if you can get the mail-in rebate for it.