yep, with no glow plugs or intake manifold heater, ether is your cold weather friend ...make sure your fuel is winterized (as it normally would be in your area... if you bought it in the winter) I would add an anti-gel/cetane raiser (like power service in the white bottle) to the fuel.
As for oil, I would make sure I used synthetic and you can go lower than 10W30 ...say, 5W40 in a synthetic or 0-something or other (but be sure you changed the oil in the spring.
Old time Maine-iacs allegedly drained the oil into a pot, built a fire, warmed the oil and their coffee, and poured the oil back in. If you have electricity, I would keep a batteryminder on the battery (and/or heating blanket) and a droplight under a (non-flammable) blanket over the engine will help surprisingly well ...If you have electricity and a "torpedo" heater, you can take the cold soak out of an engine, when you are ready to start. And, speaking of cold soak, starting first thing in the morning is a lot harder than past mid-day, depending on the solar gain where your machine is parked.
If no electricity, you might consider taking the battery inside with you and putting the trickle-charger on it.
As for how long you can/should crank, it's a function of the duty cycle of your starter ...certainly less than 60 seconds at a time, with time to cool down in between cranks ...but don't be too conservative: the combustion ignition of a diesel works better the longer your crank (within limits as stated above).
And, all else failing, if it's going to be well below zero (-10 and below) overnight and you are going to need your machine in the early AM, you can simply let it run ...machines in the arctic run all winter (check coolant, fuel and oil) so that they never cold-soak (and, if they do, it's time to tow it into a heated structure or wait till spring.)