For the finished round to "plunk", it needs to freely drop into the chamber with a "plonk" and spin without hitting the rifling. Since semi-auto cases headspace off the case mouth, case base rim should also be at or below the barrel hood.
At 0:33 second of the video, looks like the Speer case round is showing too much of bullet shoulder/base above the case mouth. Incrementally decrease the OAL by .005" until finished round passes the barrel, this will be your max OAL.
Also, if you are using OAL right at the pass/fail length, since resized brass will be different lengths, measure several samples of each headstamp and use shorter length cases to determine the max OAL. (If you use longer cases to determine the max OAL, then shorter cases will allow more of bullet nose to be inserted into the rifling and/or headspace off the extractor)
And if your working OAL is several thousandths below max OAL, then variance of case length won't matter that much.