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Virtual Ride with Friend using the head unit/Garmin Courses

My Brother and I both recently purchased 530s and the wahoo kickr core.  We are both very new to resistance controlled trainers,  

We both live in different states and can only ride together on Zwift.  As teenagers, there were roads around our parents’ house in PA we would really like to ride virtually with one another.  

Is there a way we can both create the course and ride it together either using the head unit to control resistance or some other app that can virtually put us together on the same user created course?