Thanks to those who offered up their Zoleo's. After reviewing some more, I've narrowed down my WTB to either Mini 2 or Messenger. I think Garmin's plans work better for me than Zoleo's.
The interface between your phone and the new Garmin app is excellent. I keep a yearly plan on the Garmin because I can write it off as an expense. If you don’t keep a yearly subscription make sure you check the activation costs. I believe switching the yearly plan levels is free, and when compared to paying the activation fee it was cheaper to keep the yearly basic plan and bump it up on the months I needed it