Im just a novice so take it for what you will. If by oil seperator you mean the black plastic cyclone that fits onto the rocker cover, Then I have seen both, ie from factory I believe LR just use the Oring. On my HS2.8tgv (very similar engine, same exact part), they use the O ring and also used a RTV type sealant, similar to ultra blue, blue maxx etc.
What head gasket did you get? I was reading here the other day that if using metal, it is best on decked blocks and heads and all surfaces must be Uber clean, not even finger prints. Bush65 also mentioned good practice of using more torque stages than the 3 or so that LR spec. Using the same bolt pattern procedure, just doing more stages to get to required settings. I believe he also mentioned that when 75% or so there, to back all bolt off in reverse order and start again. Something about the male and female threads settling better??? Might want to search that one haha I think it is in "Tank's" 300tdi cast iron head thread.
you should either use new copper washers on the injectors and banjo bolts for fuel return, or re-anneal the old ones. Apparently you can soften them buy using a flame from a gas stove or map-gas type tourch??? havent done it myself.
Obviously your truck is away and not ideal world. Given that it has done a head gasket, I would address a few potential issues. That is to remove the rad when you get back, have the end tanks removed and get the core checked, if ok, rod out, if not replace. I would install a new thermostat. If you are in a hotter part of Aus, you can use Tridon TT388-180. It has a crack opening temp of 82c rather than 88c. Make sure all your hoses are in good working order, get the system pressure flushed and charged with new good quality coolant. If you have a black plastic expansion bottle you may want to change it out for the latter white/opaque type. The black ones are known to split and dump coolant. Your viscous fan may be buggered also. Check and replace accordingly....
like I said just a novice but hope it helps some.


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