As Moparchris has mentioned, I learned the hard way. I just finished going through what you are doing now with a 69 383. I'll tell you what I did, and then the good and bad of my mistakes.
Motor bored .030 over, fully balanced rotating assembly, Eagle rods, PRW stainless 1.6 ratio rockers, all new bearings, etc. Went with Keith Black flat tops with a 5 cc valve relief. Comp Cams XE-275HL, (kit includes the double springs, timing chain, lifters, etc.) Eddy Performer RPM dual plane intake, Eddy Performer RPM aluminum heads (Be sure to get the 84 CC, not the 88). I had the heads hand ported. Holley 750 Double Pumper, TTI Headers (1 7/8). MSD distributor/blaster and 6AL box.
OK, so I tell my engine builder very clearly up front that I want 10:1 CR. To make a VERY long story short, he said he got 9.8:1. I took to dyno and got 392HP/407TQ @ 5,500. Needless to say, I was disappointed. Found out that the CR was really about 8.6:1. Builder tears engine apart again, angle mills the heads .050 (also the intake manifold needed milling). Had to order a custom set of head gaskets from Cometic (.030 thickness) and the builder had to square deck the block, leaving the pistons between .004 and .008 in the holes. He measured the combustion chambers and we got the 84CC heads down to 76CC.
After ALL of that, I'll be at about 9.8:1 CR. She goes to the dyno again this week so we'll see. I'll be running 3.91's.
SO, what does all that mean? When I first started on this board back in September, the advice that I only half-heartedly followed was to KNOW what you want BEFORE you buy the first part. Know what builds will get what results, etc. My builder dropped the ball many times, but I'm nearing the end. I highly recommend getting a big block mopar book that shows various builds and various results. There are plenty of them out there and it's worth every nickel.
I hope that helps. Getting 10:1 isn't as easy as it seems and there are dozens of factors that play into the end result.
Best,
John