My midwife made sure I had lansinoh, and recommended that I keep up paracetamol (if in pain) and Rescue Remedy and what-not. She came over every couple of day once DD was born and she checked the latch, and the nipples and positioning etc. And asked me questions about the pain (toe-curling, screaming, pain with let-down? Normal. Chafed, sore nipples? Yeah, with latch ok, also normal). No, she wasn't an LC, and she didn't stay and observe for a longer time, so she missed that there were transfer issues (supply issues/swallowing issues, still not sure what caused it), but they were unrelated to the pain anyway.
I think it is a good thing to prepare mothers that some initial pain is normal - doesn't mean all women experience pain, but that it is total normal to do so. Which on the other hand doesn't mean that all pain is normal. And that it is a good idea to have somebody check the baby's latch etc.
But I've met far to many women who claim they "couldn't breastfeed", because of the pain, so they had to stop (usually within the first 5 weeks). Along with "I didn't have enough milk", this is the most common reason I've heard from women not breastfeeding (where I live, everyone, or nearly everyone expects to breastfeed, "if you can", as some say).