Time to make a change!

Hi! prices are high where I live and big bro lives in LA and pays a visit in the end of November, I basically change PC parts once in 2~6 years(dependent on which) and my current setup is i5-3450 & 12gb DDR3 1600mhz ram & r9 390. So I think it's time to get an upgrade!

First of all, I'm currently debating between the i7-8700k and the i5-8600k because of the i5's potential for OCing that does not fall off significantly, on the other hand there's the i7's higher number of threads.
Basically, when comparing prices and knowing my main use, gaming, I assume the i5 will be a smarter buy(though, not sure if it will be enough for the long run).
But if I'm currently recording my gaming sessions with that software called Plays.TV and I get hard FPS dips, will the i5 be a good enough improvement for gaming while recording @ 720p / 60fps?

Secondly, there are so many different motherboards for the Z370, and I'm not sure what functions I need on a motherboard, and which motherboard I should get.
Basically what matters to me for the most part is gaming, audio(music, positional audio in CS:GO, gaming in general) and OC.
I tried to look at https://www.amazon.com and https://www.newegg.com and I'm still not sure.

Lastly, I'd need to upgrade my ram to DDR4 aswell, any recommendations in terms of Company/Speeds/Recommended total memory count?
If there is anyone here with extensive knowledge in that field, I'd love to hear your opinions :)

<<Watch the language please. F-bomb removed.>>
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