3. Rajon Rondo

Rajon Rondo is the most intriguing name on this list, and probably the most difficult to project. He’s currently a coaching associate with Milwaukee, but his real résumé is still tied to what he was as a player.
This is someone widely regarded as one of the smartest guards of his generation. A floor general who essentially functioned as a coach on the court, organising offenses, reading coverages, and manipulating defenses in real time. That part translates. You can easily see him helping structure an offense and getting buy-in from players.
The issue is everything else. Rondo has no real head coaching experience, and very little time even as a full assistant. That’s a steep jump, especially for a Pelicans team that isn’t exactly stable. This isn’t a developmental situation where he can grow into the role quietly. This is a team that needs answers immediately. Still, Rajon Rondo makes some experimental sense among Joe Dumars’ Pelicans coaching candidates.