Our son slept swaddled until 6 months. At that point, we started wrapping him tightly sleeping on the wrap, and when it loosened from moving around, we just removed it from the crib. It took a few nights to adjust, but he did just fine. We did let him continue sleeping in the side bumpers during that transition period, but he started moving out of them to go to sleep. At some point, even if you have to keep swaddling, he's going to be moving around so much that he won't stay wrapped. If you haven't done it yet, start with taking one arm out and then the other. That will help him get used to the freedom. GL