But he only wanted to get his life together after you dumped him!
I started dating a man a few months ago. He had his own business and a decent salary. His divorce was finalised a year ago but his ex wife had struggled to sell the family home as she couldn’t find anywhere she wanted to buy. Meanwhile he was having to live with his mum until the house sold. Suddenly the clients dried up and almost overnight he found he had no career (AI has ruined his industry and he has several friends in the same line of work also in the same position). He has some debts too.
I have to admit that on paper this was not really an attractive prospect. I rent a beautiful home for me and my kids and I am quite independent. I did deliberate if I really wanted to date a jobless man who lived with his mum. But i thought I’d see how he handled this situation. It certainly wasn’t of his making. Anyone can find themselves in a bad situation. It’s how they handle it that’s important.
He went out and found work the next week. He hates the work to be fair, though he has made some friends and is making the best of it. He has to get up at 4:30am every day. His back is killing him. But every day he’s up, he manages to put a smile on and crack on. He’s applying for jobs and has an interview this week. He’s up for retraining. He says he cannot fathom the idea of not working. He stays at my house a fair bit, but he makes dinner, buys food, tidies up. He’s very conscious of not imposing or out staying his welcome. His old house is now under offer and he will get his own place and settle his debts once he receives his half of the settlement.
I nearly ended it when things were looking bleak. I’m glad I didn’t. He has really proved himself.
Your chap sounds lazy and like he’s looking for a meal ticket. He’s only trying to pull his socks up as he’s seen his meal ticket slipping away. If he was so motivated to get his life on track he would have done it. And not because you threatened to end things but because he wanted to. As for the second holiday to Thailand…?? Very iffy. Single middle aged men off to Thailand on their own.
Doesn’t look great does it?
No, on the basis of everything you’ve said you were not wrong at all to end this.