You need to deal with the dirty tank and
fuel lines first. You need to add a good fuel conditioner that kills any organisms and improves fuel burn. You need at least a triple dose of fuel conditioner. Don't go
cheap or you won't fix the fuel problem. I assume you have the stock
fuel filter on the
engine, but you need a good primary filter like a
Racor turbo design that removes
water.
You have gunk in the tank because you had
water in the fuel. Organisms that eat fuel can live in the tank if they have water. The gunk is their waste. If the gunk got past the fuel filters and into the
injector pump, then you have bigger problems.
If you bleed the
injector pump and have clean fuel coming out, then bleed the injector tubes. Loosen all the tube nuts on top of the injector. Put some rags around to catch fuel. Crank the
engine over until bubble free fuel comes out. The engine shouldn't start with all the nuts loose because there won't be enough pressure to open the injector needle valve. Once you have clear fuel, tighten the nuts an try to start.
If the engine won't start, try some heat, like a hair dryer into the air intake. Or a block
heater or pan
heater.
How are you losing
oil with the engine not running? Either there's a leak in the pan or the pan drain is leaking.
Oil doesn't normally leak out of a stopped engine.
If there's a
mechanic, get a
compression test. Usually hard to start engines have low
compression, but that's not the only cause of failure to start.
The leak at the
coolant tank has nothing to do with hard starting.
You get water in your
diesel either from
buying crappy fuel or your
fuel tank filler
leaks.
If you do get it started, keep several filters on board until the tank problem is cleared out.