Just wanted to give an update:
My experience was very smooth. It seems they are reselling indivisible memberships to iPass as you download and configure the iPass app.
Firstly, at MCO which normally has a check box sign in before it connects connected immediately which was very cool and smooth. Also while I don’t know if it was because of this service or the airport upgraded it’s WiFi, the internet speed tested much faster than normal. I also connected to a boingo wifi hotspot in Detroit, it also just automatically connected without the need to go through a portal.
Now for the inflight GoGo, after 10,000 on an MD-90 it recognized the wifi and the iPass app went through a login procedure, within the app it brought up a Captcha screen and logged me in right after, it was seamless and worked as expected with no issues.
This was on an iPad and iPhone so it seems this service works very well on iOS devices.