Jon, so glad you're back again! The context in which you post your videos seems entirely appropriate to me. We need to get lunch at The Fine Grind again now that the madness has subsided!
Re: VFR vs IFR for higher performance GA aircraft, I can really only see a strong argument for IFR for planes which are considerably more efficient in the flight levels. I don't have any turboprop time, so I don't know if 17.5k is considerably less efficient than FL230, for example, however, assuming FL230 is only slightly more efficient, I can absolutely imagine it being a wash, or still +1 for VFR when you consider the route efficiencies and altitude flexibility that VFR brings.
For a normally-aspirated piston, it's a no-brainer....I'll take VFR all day long if the WX supports it. Other than that, there are a spectrum of options from filing IFR, picking it up on the ground, including a release, to the same thing, but with a VFR departure, to filing IFR from an airport not far from where I anticipate needing the clearance, to just calling for a pop-up IFR. I've used all of those techniques many times, and they all have their place. However, to answer the very specific question of VFR vs IFR on a day when end to end VFR is possible, then that's what I'm going to do pretty much every time at this point. Back in the day when I was becoming comfortable with flying in the system, I filed IFR every time until I found I wasn't learning much new on each flight.