more to possibly add to your discussion...
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The case manager was asking about communicating with the online teacher or school, in this case in the context of helping DS login. But now we have managed that.
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Because of DS's history not turning in work and then lying about having done so, I would like the case manager to be aware of statuses each day. He could look at DS's account with him, after DS logs in privately. But I can imagine DS saying "oh, the site is down" when the CM asks to see it.
As a parent with login access, do you have a means of contacting the online school's IT department, troubleshooting team, or user technical support desk, outside of being logged in to the system? For example, do you have a telephone number, and/or e-mail address? Possibly also a name of a specific individual or point person?

Given that the case manager has asked for the online school's contact information, it may be important to provide this information to him/her... as a problem with login, etc could occur again.

Depending upon the policy/practice of the online school and the brick & mortar school, you and/or your son may wish to introduce the b&m case manager to the online school, providing contact information and permission for him/her to access your son's online school account for a specified time period.

The case manager may need to know the policy/practice/process of the online school, for example do they automatically assign a ticket number for each contact? If so, then any claim by DS that the system is down may be met with the case manager requiring DS to provide the troubleshooting ticket number; This holds the student accountable. A motivated student ought to contact the online school's user support team immediately upon noticing that the system is down, and ought to obtain the troubleshooting ticket number.

The case manager could followup by contacting the online school regarding that troubleshooting ticket number to verify the details and receive an update.