These trophies were because of how well his robotics team did at two different competitions. One trophy is for finishing first place with their project presentation (a skit they wrote and performed) at a practice tournament, and the other is for finishing first place in the robot competition at a qualifying tournament. Anyone who knows my son knows the award for the robot is the award he's most proud of. He helped put a LOT of work into it, so I don't blame him.
I've included the video of the winning robot run below for those who are curious about what exactly they did.
Although we will not be continuing with this robotics team next year (we wish them all the best), we are looking into how my son can continue to compete in a similar way in the years to come. We know robotics is going to play a prominent roll in our son's life so we're making room now (starting with his first trophy).