In this episode, Dave and Jamison answer these questions:



We are a team of under 10 people who provide technical services to other departments of our organization. We use a tool that is built by my boss to supplement our work but it is crucial for the team to do actual work. The boss maintains it all by themselves and nobody is familiar with its code.

The boss is going to retire in a year or two, nobody wants to learn the code of that tool and the team can’t do much without the boss as we are more or less just individual contributors writing standalone code and delivering it to other teams who asked for it. Only the boss attends the leadership meetings and the developers are completely unaware of the remaining processes that happen in the background, i.e., communicating with other departments to bring in work, and all that business stuff. I am afraid the team would break apart once the boss retires because nobody knows anything on how our team operates beyond within team level except for the boss. Shall I just plan for the job switch?


It’s annual review season! When choosing reviewers, do I a) choose the reviewers that will make me look the best or 2) choose the reviewers who might actually give me actionable feedback?

If it helps, I am on very good terms with my boss and his boss, as well as most of the C-Suite, and there is no way that I get either a promotion or fired in this review cycle. I have been a top performer in previous review cycles, but I expect that I won’t be reviewed so highly this time around.