You’ll never regret leaving well–trust me. Unfortunately, in ministry most people don’t leave well.
Here’s some great advice from GreatLeadersServe.org using Peyton Manning as an example.
Prepare in advance for a transition… they are inevitable. Who are you preparing? There is no success without a successor.
Have the appropriate and necessary conversations BEFORE the formal announcement. Figure out who is going to be most directly impacted by the changes and talk to them in advance. Eliminate the huge surprises.
Support the new ideas that your successor will undoubtedly bring to the table. Never forget that progress is always preceded by change.