So basically what I'm seeing is that system-settings doesn't recognize
the change of networking technology, and eventually times out after
4-5m, at which point the "Connect to the Internet" message is displayed.
I have yet to see the spinner go forever as Pat suggests.   I did
however hit a crash in system-settings after the fourth or fifth time I
ran my test scenario.  I'll paste the backtrace in a subsequent comment.

I tested using a US AT&T SIM, which means I'm limited to 2G only on my
krillin.  I also disabled automatic updates on both phones before
testing.

Here's my exact scenario, which I ran 5 times on krillin ( OTA8 + OTA8.5
), and arale ( OTA8.5 ):

1. Boot the phone w/WiFi enabled & a previously connected access point
available; after booting, verify the phone is connected to WiFi.

2. Launch SystemSettings::Updates

( Note, unlike Pat... I didn't install all available updates.  So for
OTA8.5 testing run today, 4 click updates are shown as available.  For
OTA8, an Ubuntu update is visible, along with 8 click updates. )

3. Return to main settings page

4. Disable WiFi, and *wait* for the network indicator to change from
WiFi to 'E' ( on Krillin ) or 'H' ( on arale ).

5. Re-open Updates

This scenario results in three different results, partially depending on
the speed of my network connection:

 * updates were shown promptly ( < 30s )
 * the spinner appeared, and updates were eventually shown after some delay ( 
30s - 4m );  sometimes when this happened, only the Ubuntu update would be 
shown ( ie. I didn't see the available click updates )
 * the spinner appeared, and somewhere between 4-5m, the "Connect to Internet" 
message would be displayed

I basically saw little difference between OTA8 and OTA8.5 in my testing
on krillin.   With OTA8.5, I hit the "Connect..." scenario 3/5 tries.
On OTA8, I hit it 2/5 times.  On arale running OTA8.5, I hit it 2/5 as
well.

Note, during each test I always verified that the network connection was good 
by running the following two commands:
 
$ nmcli d
$ ping ubuntu.com

>From my point of view, Pat's original scenario doesn't seem to be a
regression introduced by OTA8.5.

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https://bugs.launchpad.net/bugs/1528886

Title:
  Checking for updates never finishes

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