Any recommendations for books, pods, courses would be helpful.
The classics are the best,
Your Money or Your Life.tl;dr version: If inflows >= outflows, you get to choose what to do with your life.
Have other people encountered similar dilemmas?
Yes, the marginal utility of each new dollar saved decreases after the basics of shelter, food, and transportation are covered for life with a reasonable (80-90%, statistically that's a much greater chance than
living to 80) degree of certainty. The more I dislike activities required to earn that dollar, the less likely it is I do them going forward once the above conditions are met.
IMO, this thought process requires a true personal definition of "enough", risk tolerance*, and a decision about whether or not one intends on continuing to provide value to society in more enjoyable activities (this will likely, eventually,
build more wealth). Edit: figuring out these things are much more difficult/time consuming than saving money, again IMO
(*) This is, in turn, highly dependent on ones ability to overcome obstacles and personal skill set.
Maybe some books on the above mentioned thought process will help too?