I’m always on IEMs nowadays and go back and forth between using just a pedalboard and an amp/cab setup. For pedalboard, mine is based on running the Ampeg SVT sim from an HX Stomp into a REDDI to our split snake (though I’m about to switch the REDDI out for a Khan SVDI to see how I like that). The tube DI really made the HX Stomp sound worlds better as it made it more like a tube amp tone rather than just the emulation of a tube amp from the Stomp.
We use Shure PSM1000s for our ears and an X32 rack with an attached Midas DL32. I’m not picky on IEMs, but having a true stereo setup is definitely better than mono (which mono is still always better than wedges to me). I keep my volumes VERY low and have everything but the bass, click, and our talkbacks panned how I’d hear them naturally on stage without the IEMs.
My IEMs are molded Westone EAS30 with the ambient ports. I don’t have much use for the ports anymore and normally just use them with the solid plug in rather than a filter.
When I was doing more fill-in work several years ago, I’d always carry my own Shure PSM900 system and run them from an aux mix from the band’s mixer.
I don’t have a photo of our IEM/wireless/mixer rack, but attached a photo of my current pedalboard setup.