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Has anyone actually checked with people who “ware” using Outernet with the devices that worked in L-band what would the users want/need?

How about distributing ZIM files of MediaWiki’s of all sorts (Wikipedia articles …)?
There is quite a few website using this format, and easy to use reader http://www.kiwix.org/ is also available and can perhaps be distributed over Outernet.

How about little bit of interaction with the users?

Users of Outernet would have to have either a mobile phone (with Wi-Fi or just SD card slot) or PC to receive the material from Outernet device, so maybe setup a SMS Gateway where could users from remote parts of world without access to internet, but access to mobile phone TEXT their request for books or other sources needed?

So user would send SMS to the Gateway with simple help and receive commands allowed:
and reply something like this:
O1 Crop harvesting
O1 meaning Outernet 1 Satellite covering India and then information about harvesting crops …

Or even better just calling the SMS Gateway for 1 second would result in SMS with command accepted by the gateway being send to that number

How about lets say every first day in month distribute something that is requested by users of Outernet?

Same with Android Alternative App Store https://f-droid.org/
The Store app itself is cca 7MB
and for example Medic Log app that Log basic medical information
MedicLog | F-Droid - Free and Open Source Android App Repository
is about 48 KiB

With satellites covering different regions, will there be same content transmitted to all regions or could this be made more specific to the specific regions being covered by those satellites?