Engine needs vac' to turn it off, not to start it.
Your hot start problems are something else.
Pumping the pedal has nothing to do with it either.
If a diesel is warm, has good to reasonable compression, with a properly operating i/p, it will start.
I would imagine that you have air getting in the system.
Old manual lift pumps will let in air....as will filter seal too.
Tank to line, flex hose do rot.
Clogged fuel tank filter will restrict flow and cause a partial vac' in the supply line.
Need to check all above.
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