Let me get this pertronix thing out of the way first. there are some people that have been running for years on pertronix with no issues. There are also some people where it failed immediately. Mine failed after about 4 years. Ended up blowing my muffler out. I am testimony that pertronix is NOT either working or not working... At least in my experience. My Meadowbrook ran, but it ran like crap when that thing failed. It didn't just die. Anyway, I didn't mind trying it and like I said it worked for about 4 years before it failed. I went back to points.
When I went back to points, I had the same problem that you have: the car would not start. I could not figure it out. I mean, the car would run no matter where the distributor was turned, which is a testimony to these old flatheads. Mine will run with a loose carburetor and a spark plug wire off! Anyway this is what I had to do to get it started:
If your timing is supposed to be let's say 5° before top dead center, and you can actually read the guage, set it there. Then take a test light to the coil side of the points and turn your distributor until that test light lights up. Tighten down the distributor. The car should start. Then time it with a vacuum gauge just to be sure. Also make sure that none of your wires inside the distributor have any bare spots that are touching the walls or touching on their way out of the distributor, if they are you have just grounded out the distributor and your car will not start. Double check that for sure before doing everything else. I am happily running points again in my Meadowbrook and will never go back to pertronix. And you don't have to use a nail file on points. You use a business card saturated with rubbing alcohol to take the dirt off, using a nail file just wears down the points even more.