Thanks for the super replies guys, very helpful!
@Step turn - I would also be keen to understand why you think the route is particularly demanding. But totally get your points around aircraft breaking down and insurance etc. I wonder how insurance normally works - are planes in the US normally insured on the owner, or just the plane itself?
@alex and @sam - very splendid ideas! I guess I have the same question about insurance - what would give the owners peace of mind in case the worst was to happen (e.g. plane is written off?) I am a very diligent pilot and risk averse but I guess you can't rule out anything.
@Ebbie - that's amazing that you've done that and you were able to hire without much friction. I would love to learn more if you're up for being contacted privately? I presume the aircraft you hired were properly insured as well?