2 things financially to think of: 1) Burn rate - $4k is pretty high (I assume bay area). You could be living anywhere in the world for that 6 months on that bu

2 things financially to think of: 1) Burn rate - $4k is pretty high (I assume bay area). You could be living anywhere in the world for that 6 months on that burn rate. 2) Opportunity cost. If you make $250k/yr, you're spending $125k of potential income. Thats what you'll be thinking of at the end of the 6 months as you start to get a job. This is 100% okay, and life should lived - however, if you happen to be used to a certain lifestyle, and expect that lifestyle in the future, that opportunity cost may bite you when you consider how much more it would have made for you in 10 years. IMO, if you think there's a real risk you actually sit around in your underwear for the 6 months, then make some change at your job, see a therapist, and examine your motivations both for work and those side-projects. If you don't want to work because you can't stand not being able to work on those projects, then quit and do so. If you're just looking for a change or some way to find your motivation, then make a change, see if its better, and if you're still not motivated take a motivation break and do things that are totally outside your comfort zone.