In the real world what usually happens is someone leaves a job they like for another that is not so great but the money is a little better. Most people I've known regret this decision and would much rather have their old enjoyable job back with less income but it is too late for that so they have to continue on in their job search.
The last time I worked for anyone, I made the mistake of taking the job that offered more money. I was faced with a choice: a job at a small company heading a new department and working directly under the President of the company, who happened to be a terrific guy and would give me free reign to develop the department; or a job at a much larger, more glamorous company as a division head again working directly for the President of the company, of whom I had serious reservations about because he struck me as slightly off in my interview with him. Both companies wanted me to work for them very much but the larger company offered more money. I seriously regretted ignoring my misgivings when I went with the larger company for more money. The guy I worked for turned out to be a serious nutcase, micromanager with the attention span of a three year old.
The good thing that came out of it was, I gave up working for anyone at that point and started my own business.