Indeed the typical VHF repeater conversation is quite dull. It's a combination of the demographic and the statistical fact that (as a broad generalization) the people who spend much of their day chatting on the repeater don't have all that much interesting going on in their lives.

That said, there are absolutely some fascinating people in amateur radio, and on the air. I'd recommend:

2M FM simplex (146.520 MHz) VHF SSB (6 meters or 2 meters) HF SSB, specifically 30 meters or 17 meters

That's about trying to randomly find interesting technical people to talk to on the air.

Even more interesting is the specialized communities around microwave (10GHz point-to-point) and satellite (skip the old VHF/UHF FM satellites and check out the 5/10 GHz geostationary and other recent projects).