Sahil drafted his resignation on three separate occasions. The first time, he closed the tab after reading it back. The second time, he saved it to his personal drive. The third time, he actually sent it. Not because the third occasion was different in substance. Because it was the third time and the repetition itself felt like evidence.
Before the third draft, nobody asked him six questions that might have changed the timing. Here they are.
One. Am I running from something or toward something? If you can describe what you’re moving toward with the same specificity as what you’re leaving, the decision has direction. If the “toward” part is vague, you’re running from pain, not navigating toward a better position. Both are valid. Only one produces good outcomes consistently.
Two. Have I had the conversation I’m avoiding? In most resignation stories there’s a conversation that never happened. A compensation discussion. A role change request. A boundary that was never set. Quitting is sometimes the result of exhausting all options. More often it’s the result of skipping one.
Three. Would I make this decision at 10 AM on my best workday? If the answer changes based on the time and your emotional state, the decision isn’t ready.
Four. What is my financial runway if the next thing takes longer than expected? Not the optimistic timeline. The realistic one. Indian job markets have notice periods of 60-90 days on both sides. The gap between leaving and earning can be four to six months. Does your runway cover that without debt?
Five. Am I the same person who joined this company? If you’ve changed and the company hasn’t, leaving is growth. If the company has changed and you haven’t adapted, leaving might be avoidance. The distinction matters because it determines whether the same problem reappears at the next company.
Six. Have I separated the role from the environment? Sometimes the work is good and the culture is toxic. Sometimes the culture is fine and the work is wrong. Quitting the job solves one of these. It doesn’t solve the other. Knowing which one you’re escaping prevents you from walking into the same problem with a different logo.
Sahil answered all six after his third resignation. Four answers pointed to leaving. Two pointed to conversations he hadn’t had. He had them. They didn’t change his decision. But they changed his clarity about why he was making it.
Which of these six questions have you never answered honestly about your current role?
Sahil drafted three times and sent once. How many drafts are sitting in your personal drive? careers.deliberx.com