Hey Clay,
Thanks for getting in touch!
PingPlotter *should* be saving your column preferences (which columns you have displayed, their order, and size) when you close and relaunch the program. We did a bit of testing here in our office today, and noticed some inconsistencies in the way column preferences would "stick" as well. We've got a ticket logged for this, and our team will be taking a look into it to see about a potential fix for a future release.
If you have any questions, please let us know!
Best wishes,
-Gary