Hi Dave,
Welcome to the 21st Century. I replaced my oil line in March and did it all with solderless fittings. They seem to work well and everything is easy to fit. I bought my lines and fittings from Carquest. I did try to use my old fittings but didn't have enough soldering expertise to trust that they would not leak. The following is the discussion on Chevy Chat as I was seeking advice on what to do:
1941 216 oil line I highly recommend that the line be replaced on an engine rebuild. There was quite a buildup of oil residue inside my old oil line that had not been removed in the hot tanking of the engine when it was rebuilt. I have over 500 miles on my new engine and have not had any oil/antifreeze problems.
Good luck, Mike
P.S. The biggest reason I had for not using solder was that the diameter of the fittings was loose around the oil line. I didn't think the solder bond would be that strong. I also noticed that the extra engines I have (41, 47, 49) all had solderless joints on them on the oil pump side. I also had problems finding a new suitable fitting for soldering, and didn't want to use my old fittings which were disfigured in the removal process.
P.S. #2 I, like Tiny, did have fit concerns with the compression fittings. However, I resolved the issue by prebending the oil line 90 degrees (on the push rod side of the engine) before installing it in the block with the compression fittings. There is a valley in the push rod cover that accommodates the extra room needed for the bent oil line so it won't touch the cover. The old oil line serves as the best pattern for the bends and length of the pipe, but do add a couple of inches to each end for adjustments. Also get one of the new copper line cutters that are real small (about 2" in length) for smaller diameter pipe. I
hand bent the line on the oil oil pump side.