1) HE DOES NOT NEED M.2 SSD that's pricey as fu**. If he's going to be gaming he doesn't need SSD at all since SSD does not benefit to gaming. If he wants SSD he can buy SATA SSD which is cheaper and will offer amazing performance therefore he DOES NOT NEED DMI 3.0 hence no need for skylake motherboard/platform
2) He has DDR3 ram already, if he goes for skylake that would be $30.98 right away since that's cheaper 1x8GB DDR4 2133MHz ram. Add $20 from processor difference that's $50 already. Now compare prices of motherboards, I bet that H81M boards are a lot cheaper than H110M ones, add about $20-$30 saving more right there, that gets us to $90.
Thenewworldorder if your intention is gaming there's no logical sense to go for skylake and spend $90 more, where you will benefit negligable amount of fps buying i5 6500 compared to i5 4590