CARBURETOR DATED

[boloboss]

My timing was initially set at 4° and I turned the distributor just a smidge it to advance it

 

[Vbb199]

Seems like theres potential the timing could be retarded too much and its causing your issues with not wanting to start back up after being ran a while
Try 8 or 10° and see if it does it anymore

 

[boloboss]

Ok

 

[Vbb199]

That might necessitate enrichening your idle mix a little also, but perhaps not