The i9 9900KS has more power headroom than any other CPU for that socket. Also, in my experience, the 3 9900KS I tested were way more capable of powering the 4000MHz+ RAM than any other chip I had. The two i9 9900K's I attempted to run my 4266MHz CL17 RAM on, didn't even boot... I even tried pushing the voltage to 1.55v and blast a fan directly onto the RAM, had more luck with a i7 8086K...
I would suggest disconnecting any other hard drives except for the drive running the OS. I've had HDD's cause boot failures in the past and allow a successful boot intermittently but it could be a failing drive.
I would consider checking the PSU, you moved from a RTX 2080Ti over to a GTX 1060 which takes considerably less power to run, you can monitor that with software like PC Wizard to see how your voltages look when you stress your hardware.
I've had a similar problem like that on my i9 9900KS when I had it... it even happens on my i9 10900K. Sometimes a windows update will mess with my overclock and I have to figure out the new voltage requirements. I would suggest setting the XMP profile and after the profile is enabled, manually set the voltage up .5 from what the XMP profile uses (Example: XMP uses 1.35v so set to 1.4v.) That is what fixed my problems. Also, be aware... that's voltage range where you need to watch your temps, make sure those RAM sticks are getting some decent air flow.
**SIDE NOTE**
I sold my i9 9900KS cause it was worth way more than what I paid for it. I would consider that as an option to move over to Z490. I posted mine on eBay for $775 and it sold in less than 2 hours.