Here is a NBA 2K16 MyCareer Connections Guide that will allow you see what benefits (badges, VC, gear) you receive for hanging out with each individual off the court. If you want to do a certain endorsement you can deselect all your connections until the endorsement is complete and then reapply them. Also if you are scheduled for an endorsement and a connection you can deselect the connection and it will disappear allowing you to complete the endorsement without upsetting your connections. You can find The Official NBA 2K16 Badges guide here.
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