Depends what a/c you're on now, how flexible your family is, and what the worldwide contract market is like for your type. You might find some very lucrative contracts in nice places, or very sympathetic commuting contracts.
757/767...yeah it's more medium haul than long.
You will need for sure to fund your B737 TR but I do not believe you will be considered as a cadet. As for the contract, try asking for a direct contract with Ryanair. Have you contacted them already?
That's a good place to start if they won't consider me as a cadet. Will they be willing/able to offer me a RYR contract? CAE on behalf of RYR contacted me (again) a year ago or so. I had a long phone conversation with a lady, I have explained her my situation and eventually we both agreed that I will get back to her when I'll be 100% motivated to join them. I understand that CAE has an agreement with Storm, not sure whether they can offer me a RYR contract. I should probably send an email and ask a few questions.