Oh Traci! How sweet, sweet, SWEET! Just look at Bailey and Colby together. They are best buddies already. You've worked out the logistics of the crates. VOILA! A family with two pups. If they are getting along this will already it looks like you've found Colby's long lost brother.
I vote a resounding YES! OK...I know you didn't ask for my vote but.........
Can hardly wait to hear more! Keep us posted.......and post more photos. Never can get enough photos.