Step 1: Read more.
Step 2: Get into BIOS and save your default overclock to an external USB drive.
Step 3: Download Macrium Reflect. Create a Windows PE recovery environment on a USB stick.
Step 4: Image you c drive to an external hard drive every single night before bed. Possibly twice a day if you are doing heavy tuning.
Now you are ready to start.
Watch Linus cover it
https://m.youtube.com/watch?v=Nj4ixZE7EWoIf you go to overclockers forums, you can see straps, voltages and frequencies people are successfully running. For a 5930k, a 4.3 OC will be pretty safe and trouble free.
Go for 4.5 and you'll be successful, but will start to feel the heat. It goes up seemingly exponentially as you add 0.01 volts over about 1.25. The 'silicon lottery' is the fact some people will hit 4.5 GHz at 1.2v, while others need 1.35v.
Finally stress testing for stability. OCCT works for me.
Video cards, by comparison, are easy. Download MSI Afterburner and experiment until you BSOD or can't complete a benchmark. Firestrike is the common standard of comparison.
Expect to get **** for posting a ore-built PC on a specialty forum. Accept it, then glean the good advice. You've posted an MSI build on an Asus oriented forum, so probably off to a bad start. Although THE MSI X99 Motherboards are very good.