Since you are transitioning I'll tell you that as a natural, my hair is now thriving in the area where it used to break off! I think the reason I was having a problem there is because the hair back there is finer and more fragile. It couldn't take the abuse and so it simply broke off. Now that I'm natural and properly moisturizing my hair on a regular basis, I think it's actually growing faster and maintaining better than the parts of my hair I thought were more resilient!!
Actually my hair is already all natural in that spot. the back half of my hair doesn't have any relaxer left. It is still fragile and thinner than the rest of my hair, but so far it has not been breaking off. My scalp still gets tender or irritated in that area occasionally, but not as much as before.