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If you buy a Sameroom subscription, you totally can.
In order to create a Skype chat group, you must have at least one friend using the program to start the chat.
However, when I click to "Add People" button, I can see only the real people, but Skype Bots are hidden there (even official ones).
There is an official doc that Skype bot can be added to the group chat as regular skype account https://support.skype.com/en/faq/FA34698/can-i-add-skype-bots-to-a-group-conversation, but I am not able to do it.
Fleep also has the advantage of being very good at working with email, opening Fleep not only to the global Fleep network, but to the global email network (i.e. Ironically, given its founding history, Fleep cannot tap into the Skype network—the two are separated by the unyielding force of incompatible protocols, which seems the be the mot du jour these jours.
Now, when I say "cannot", what I mean is not for free.