I've just read this right through, and the similarities with the problems I have been having are remarkable.
My first question would be, when the symptoms first started (before changing the tandem pump for a new one) had you done anything to the car that the symptoms could be correlated to? Like a filter change?
To find the air leak on mine I connected the vacuum pump onto the fuel feed rubber hose where it would normaly meet the metal pipes on the engine (see below). I was getting lots of air coming through there, so that proves the leak is down stream of that point.
You can see I started using a pipe clamp to seal off the line when I was emptying the fuel pot. When putting the empty pot back on, I would create a bit of vacuum before releasing the clamp, so that there was immediately suction on the line.
The other end of that pipe is the outlet of the Fuel Filter housing, so next I connected a pipe to that and tried the same procedure again.
You need a pipe with arund 15mm I/D for this, I happened to have some coolant pipe from my Land Rover that fitted.
With this setup I was drawing clean fuel through, no air bubbles at all, so the leak was either in the filter housing or before.
So next to check the filter housing, to do this I removed the pipe from the tank to the housing and replaced it. The feed from the tank into the filter housing is the second pipe up from the bottom. With that connected to a fuel can, I was still not getting any air drawn in. So the problem was not the filter housing, which was a bit of a relief to be honest.
So this only left the line from the fuel tank to the filter housing, this was quite easy to replace running through the car and down to the filter housing with clear pipe.
With this line in place there was no air getting pulled through, so this seemed fairly conclusive.
To prove the point I reconnected the feed to the tandem pump, bled the tandem pump with the return line, and then tried to start the car. After a few attempts, she started. I didn't have a clear pipe in the lines now, apart from the one from the tank to the filter housing, but she has started several times no problem.
I guess I won't be 100% until I have properly replaced that fuel line, which will be fun, but I'm pretty convinced that this was the problem.
I hope that helps