How big is the company? You're right to identify this as a hard problem. I've been in your exact shoes before. 100+ person company, the weight is heavy. The g

How big is the company? You're right to identify this as a hard problem. I've been in your exact shoes before. 100+ person company, the weight is heavy. The good news is that it's totally possible to get out without wrecking the company's outlook. But it does take a minor amount of time investment. Perhaps it's possible to view it as a new challenge: how to quickly hire or find someone within your org who is capable of taking over your day-to-day responsibilities? Who do people ask for decisions / advice when you're out sick? Frame it as a promotion for them. Give them a (small) comp bump and a new set of responsibilities that include most (or all) of your existing responsibilities. Coach them for a quarter, give them enough rope to hang themselves with, give them radically candid feedback, and then you can step away. (Or even go do something else interesting at the company!) I can go into a lot more detail if you'd like -- please email me. The username in my profile (not my HN handle) at gmail. Good luck, positive vibes! P.S. Watch this: https://www.youtube.com/watch?v=OqmdLcyES_Q https://www.youtube.com/watch?v=OqmdLcyES_Q as a jumpstart to getting your org ready for life without you