Howdy
I don't see any mention of a reloading manual. Do you have one? A reloading manual is the single most important 'tool' every novice reloader should have. I recommend the Lyman Pistol and Revolver Handbook. It was just recently re-released in a new edition and will cover every cartridge you are likely to use in this game. Watching your friend reload is great, and videos are OK, but nothing is as valuable as a reliable reference book. In addition to specific recommendations on load recipes, a manual will explain the process to you and clear up most questions you may have.
Enough lecture.
When I buy new brass, I always buy Winchester. Star Line is also very good. But I'll tell you the truth, for 38 Special I have a huge pile of brass that I've collected for over 20 years, and it has every imagineable head stamp in it. I use it all, I don't chuck any of it.
Bullet selection for CAS is usually more dependent on your choice of rifle than pistol. Pistols will eat anything, they don't care because they don't have a feed mechanism. They are usually not Over All Length sensitive either, although some of the conversions that have relatively short cylinders may require unusually short cartridges.
I second Dippy's recommendation of the 125 grain truncated cone. It feeds well in rifles. It also seems to seat to a good length that most rifles like. Mrs Johnson's Marlin loves them, although I don't have any experience with it in a '66. The toggle link rifles can be OAL fussy and you may have to experiment a bit to find a length that your '66 likes. I use mostly Federal primers in my 38s these days, but most of my 38s have relatively light hammer springs. For ultimate reliability, you may want to start with Winchester Small Pistol Primers. I too would stay away from CCI, they are the hardest to set off.
As for Powder, take your choice. I like Unique, but most think it burns too dirty. Clays burns very clean. Trailboss will fill up your case very well. I dunno how well Trailboss will feed through your powder measure.
I am one of those old fashioned guys who thinks everybody should learn to use an old fashioned beam scale before graduating to a digital scale. But I drive a stick shift, so what do I know. When using a beam scale, be sure to learn how to zero it properly before using it, or your measurements will be meaningless.
The reasons I changed over to a digital scale were 1. Unless you get your face level with the needle, you may get a parallax error when reading the needle. This means that looking down on the needle does not show it lining up the same as looking directly perpenticular to the face of the scale. 2. I got tired of waiting for the scale to stop wiggling, even with the damping feature, and 3. The numbers are real big on the digital meter.
If you buy a digital meter, read the instructions and understand the difference between zeroing it and calibrating it. They are not the same thing. But you need to do both. With a digital scale, you cannot 'interpret' the reading any finer than .1 grains. With an analog scale, you can 'interpret' the really fine readings if you want to.