I just solved this problem, I am hoping others can benefit.
I have a student who has an account in AD with name HouseM
HouseM is a member of an AD group called $2008 which is his graduating class
I have an AD group called HS Students which is made up of AD groups $2008,
$2009, $2010, and $2010
I have an OD group called Students. I made the AD group HS Students a member
of this OD group
The problem is things are nested too deep. In other words it looks like this:
Students(OD Group)–HS Students(AD Group)–$2008(AD Group)–HouseM(AD User)
It seems that upon first login it can apply managed prefs by following this
entire chain but after that it has problems. I changed my path to this and
now it works consistently:
Students(OD Group)–$2008(AD Group)–HouseM(AD User)
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