There at least 2 books on the building/assembly of y-blocks which show step by step and what to check. There are members here that believe 300hp is the starting place for a build and that’s fine. For a 62-64 pick up 292 the starting point is 162 hp which is a very very drivable engine which will run on today gasoline and perform well.
If your engine has .002-.003 cylinder wall taper is not a deal breaker. Same for a few thousandths wear on the bottom of your pistons. A good set of Hastings rings, rod and main bearings on a polished crank shaft and cleaned parts are what’s needed. In 50 years I have never resized a rod and never lost one. I believe a good oiling system and doing the need changes to make our Y’s better is a good thing but today’s oil and more frequent changes will negate all of it. I like better valve seals when doing servicing the heads and hardened seats. A new timing gear set and chain is a plus as well as block and head surfacing but not always needed after checking with a straight edge with todays gaskets.
Don’t ever get discouraged. Take your time as you have. There are many here to help and don’t be afraid to call master rebuilders like Tim McMaster and Ted Eaton. They build stockers more often than race engines and and can recommend change for what you need.
My 292 was built 12 years ago by an unknown shop in Phoenix Az and you can barely hear it running. I have only improved the valve seals one year ago. I would be extremely happy if it has the 202 hp it was advertised to have stock. . Good luck.
56 Vic, B'Ville 200 MPH Club Member, So Cal.