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Casey,
From the sounds of it, the engagement and relationship is over for at least for now. You are in the UK. He is in Singapore. He does not have money. You are self-admittedly an over anxious person who needs constant reassurance. He is not great in communicating or at least not wanting to communicate as much because him needing to reassure you frequently.
You have decided at least a couple of times to move on. I don’t see a reason not to. I am not sure what else you need in order to do that. You want the money he owes you in order to get closure and move on? I would consider that gone and if he ever pays you back then that’s a bonus.
Mark