Car tries to start, but stumbles and shuts off

Manual choke wired open (live in Vegas, so choke is rarely needed).

This is the only upgrade to the ignition system, and a Holley 4-barrel. And like I said, it was running great over the weekend - started it over a dozen times and then a few days later, it's like I never replaced anything. I replaced a few vacuum lines also.

Car is at a different location at this time. But basically has a little trouble starting, and stumbles like it's missing on a few cylinders, and quits.

It didn't smell excessively rich, no smoke and sometimes a backfire out the carburetor when you try to restart it.

Yes, and the control module checked out fine.

And I don't think lack of fuel is an issue. It ran pretty strong throughout the RPM range as I raced it around the block several times on Saturday.

Only thing left I can think of is maybe the rings are so worn that the plugs are oil fouled already. Guess I'll have to pull them all back out, check them and do a compression test while I'm at it.

So re-checked everything today, reset timing even checked for timing chain play (pretty sure it was less than 10 degrees) and car still wouldn't run right. Then I replaced a connection on a wire leading to the coil, and it fired right up and ran better than it has for years after some fine tuning on the Holly. So after about a 10 minute drive, pull into the garage, start it a few more times to double-check - and then after 15 minutes it barely starts and runs like crap ( like a weak ignition I'm thinking ). The distributors been checked (MSD pro billet) coil, cap and rotor, plugs and wires all new. So what would cause this (what seems like an intermittent failure)?
If the timing chain was loose, it wouldn't have run great minutes previous, right?
Could it be a wiring issue that I'm going to have to dig deeper to find?
I've included it video of it running, but the sound quality is not too good, but if you listen to the whole thing you can kind of hear I would seems to be missing a few cylinders, and dying whenever you give it some gas.

Thanks for any light anyone can shed.

It was one of the wires going to the coil (not the ones going to the distributor). Not sure which one it was, did not want to dig through the harness to find out where it went (even though I believe that maybe my next option because that wire could be bad). As for the clicking, when I listen to the audio on the video, it did not sound like that live. More like it's missing on all cylinders, or maybe getting barely enough spark to fire.

The coil is supposedly new, plus wouldn't it just crap out, not work and then not work, just to work and not work again?

My eyes were too bad to read which side was which, and didn't feel like climbing in there (or removing it) to read which was which. But I'll probably be testing (and maybe replacing) the new coils resistance along with new wiring to the coil.