In this episode of FI But Can't RE, Jake Carson and Lily Morgan discuss a unique dilemma faced by a listener who has reached their FIRE number but can’t quite pull the trigger on retiring. With a cushy IT job that offers flexibility, respect, and an easy workload, our guest is caught between the comfort of their current role and the desire for a freer life pursuing hobbies and new passions. We explore the psychological challenges of leaving a position you’ve mastered, the impact of work relationships on your decision, and strategies to help you decide when it’s time to transition to the next chapter. If you’re financially independent but find it hard to let go of your job, tune in for a conversation on embracing change while appreciating the journey!