I recently found myself at a crossroads after taking medical leave from my job at a Fortune 100 company. On paper, my role is great—remote, excellent benefits, and a stable environment. However, the stress from the job led me to take a leave, and during that time, I realized I don’t want to return long-term. I tried to make it work by applying for several internal positions, hoping a change in teams would help, but I didn’t have any luck. I’ve communicated my interest in switching roles to my managers, but I feel like I’ve exhausted all my options within the company. Now, I’m worried that coming back from medical leave only to resign will reflect poorly on me. I feel guilty for wanting to leave a job that many would consider a great opportunity. Currently, I’m interviewing elsewhere and have made it to the final stages with a couple of companies, feeling optimistic about receiving an offer soon. Ideally, I would like to return from my leave, give my two weeks' notice, and move on. However, I’m torn between wanting to leave immediately and the practicality of waiting for a signed offer. I plan to cite health and personal reasons for my resignation, as I don’t want to delve into specifics, especially since I’m coming back from medical leave. I’m reaching out to see if anyone has been in a similar situation. Did you resign right after returning from leave? Did you wait for a signed offer first? How awkward was it to go back knowing you were about to leave? And did anyone else struggle with feelings of being ungrateful for leaving a good job that just wasn’t right for them? I’m looking for some reassurance that stepping away from this job doesn’t mean I’m throwing away a great opportunity.