Over and over people here on HN tell each other the same old advice: "Execution is everything."
By being radically honest with your boss, you executed a career change poorly. Nothing else needs to be said. We could speculate that had he executed his career aspirations better, he would've ended up founding his own businessa, on his own terms, with his former boss on board as a character reference or angel investor.
Likewise, the girlfriend might not have left for a financial reason: It might have been a combination of money and his medical condition going un-addressed.
Having your credit destroyed makes it harder, not easier to start your own business. "Focusing on your priorities" doesn't mean shit. Realistically $10k in debt, or poor credit, sets you back 7 years compared to most of your peers. "Get used to living on less -- like always within your meager means" might be a better mantra.
Also, he might've also been a dreamer with no intention of working for himself. In my approximation, that's 80% of the people here on HN. To them, the grass is greener, but they won't ever dare try climbing the fence.
By being radically honest with your boss, you executed a career change poorly. Nothing else needs to be said. We could speculate that had he executed his career aspirations better, he would've ended up founding his own businessa, on his own terms, with his former boss on board as a character reference or angel investor.
Likewise, the girlfriend might not have left for a financial reason: It might have been a combination of money and his medical condition going un-addressed.
Having your credit destroyed makes it harder, not easier to start your own business. "Focusing on your priorities" doesn't mean shit. Realistically $10k in debt, or poor credit, sets you back 7 years compared to most of your peers. "Get used to living on less -- like always within your meager means" might be a better mantra.
Also, he might've also been a dreamer with no intention of working for himself. In my approximation, that's 80% of the people here on HN. To them, the grass is greener, but they won't ever dare try climbing the fence.