As far as the insurance requirements go, normally the pilot depending on his/her experience in the aircraft will be placed with a different excess. So if you meet the requiremnts of the insurance company you would be on an excess of 1% of the hull value. If you have plenty of time but still don't meet the requirements of this type of aircraft you may be placed with a 2% excess. If you are a new to the type or that catagory of aircraft they may place you on a 3% excess, I am not sure if it goes much higher than that maybe some else can clarify that.
If you are think your best chance at a job is in a certain type of aircraft go and do an endorsement, but before you do it take a look in the CAO's some types are covered by one endorsement so this will cover you for all of those types.
Some maitenance companies have aircraft at their disposal that they use to go visit clients aircraft on stations/farms etc, go down and get chummy with the LAME's and you may find yourself working in the hangar and helping out here and there at least you will be in the industry and on hand when they need to go and do a 100 hourly out bush or recover an aircraft etc.