If you look at how the story played out with Don Morello, Liam was the cause of the debt he inquired from losing at the casino, which he put the house up for collateral. Don Morello didn't go looking for them to cause this issue. This was Liam's own will to gamble. Don gave them another option because he knew they didn't have the money to pay the debt back to the casino. Now it possible that Patricia and Carl could help them out of this mess, but that may require Sophia to do something there as payment back to them if this becomes an option. So, I can't really agree that this is blackmail considering that it was debt caused by Liam or someone people would say it's Sophia because the reader didn't select the option to force him from the casino.
With Aiden and Bennett, that is blackmail pure and simple because they are using Dylan to force Sohpia into their demands. Aiden claims that Dylan meddles in his affairs by defending someone from being bullied or picked on, and Bennett is using Dylan to fail him in his class to lure Sophia to his will. That, in essence, is blackmail.
The janitor one through me for a loop because if I can remember that one. Why would you threaten to call the cops on trespassing for someone that works there even though it was after hours??