Aside from stigma, what are the common challenges or issues that come with extended breastfeeding?

Going for extended breastfeeding can make weaning a bit more difficult. It becomes more of a habit habit when prolonged, making it more difficult for your baby to "detach" from the practice. Here's an interesting article that will help moms decide if extended breastfeeding is right for them. :) https://ph.theasianparent.com/extended-breastfeeding-is-it-for-you-and-your-toddler/