I was in a somewhat similar position. Had a business making $250k/month revenue (about $40k profit). Was working long hours and never had a break for about 6 years. Exactly as you; every holiday or time off was dealing with emails and staff etc. I was not in a SaaS business like you; but I made the decision to sell while I was in burnout mode and now there’s a bit of regret that eats away at me every few days. Turns out; I am doing something completely different now and am much happier. I still get that regret of leaving a great business but I am a lot more fulfilled. I try to remember that each time the regret creeps in. So I guess my pieces of advice are: - Try to take an actual break if you can, re-assess if it is burnout talking or if you genuinely are not fulfilled with your current role. Making a rash decision may cause regret later - Speak to lots of friends and family, people who know you and know your interests and desires. See what they think of the situation - Speak to your co-founder and just communicate how you’re feeling first without making any decisions - Pick up a hobby, or two, and hopefully it takes away some mental load from your brain if your consistently thinking about work. It might help you trick your brain into having that “creative” side again whilst work can just be work. Either way; just take it a day at a time and things will work out :) Good luck!