Just to follow up on this, it almost seems like the Step with the jamba macro is being skipped altogether. I tried the situations below but never got it working. I'll just bind those macros manually in the game for now so I can get questing.

scenario 1: had step 1 and step 2. step 1 had /jamba-follow strobeonme all and another action for a text popup saying strobe on. Step two turned strobe off with a matching text popup. In-game, the text popups toggled nicely but that's it.

scenario 2: added /p text at the beginning of the macro in each step. Bizarrely, the text for step 2 would appear at each button press, yet the textpops toggled? Neither step executed the jamba line.

scenario 3: I had bound key "f" as my assist key which was hindering my ability to even type "jamba-follow" manually in-game. I thought maybe it was interfering with my jamba macro so I remapped it to F1. Didn't help the jamba macro at all, but at least I could now make the command work manually in-game.

scenario 4: out of desperation (because otherwise the textpopup toggles were working fine) I decided to delete the Key Map and try again. I even used different key bindings - same issue.

No idea what I'm doing wrong; seems like everyone else can do this just fine.