There is something wrong with this piece of information. If you really save 50%, then taking a whole year off will only wipe out one year of savings, no matter what you make. So if it's a large part of your savings and you're really saving 50%, then the problem is you've only been saving for a couple of years. Having a higher income just makes it easier to have a higher savings rate, it doesn't change the math on how many years you have to save to afford the time off, given equal savings rates. You might want to re-read my other comment: https://news.ycombinator.com/item?id=27126783
> I guess I need to try and find a job where I'm making $300,000 lol. Do you have some niche specialty or is that literally just a standard rate?
It's a standard rate for someone who was a senior engineer then got promoted two more times, I guess. I don't have a niche specialty. And I expect to (and have planned for) making less at my next job, and potentially for the rest of my career.