W.A.
Many have already said it, but yes, every baby is different when it comes to breastfeeding, so hopefully you'll have a great experience this time around. Also, whatever you can do and your willingness to try, is so great. Being a Mom is hard enough without feeling guilty.
My son couldn't latch correctly because he had a short frenulum. His tongue couldn't stretch far enough to push my nipple to the roof of his mouth. I ended up nursing with the nipple shield for 3 months because that had enough of an extension that he could latch the tip of the shield to the roof of his mouth, and suck instead of bite. The first couple days of feedings involved my Mom and husband helping me to position my son correctly so I could hold the shield in place and squirt pumped milk down the outside so he would figure out he should suck. Ugh! He had fairly severe jaundice the first week too and was really sleepy and couldn't seem to focus on the sucking, but was easily frustrated. I seemed to constantly have clogged ducts and soon mastitis too. Luckily, his mouth grew and he could nurse on his own without the nipple shield at 3 months. Lactation consultants told me I should have his frenulum clipped, but my doctor said it wasn't necessary, and I didn't want to hurt him.
My daughter, had a really strong suck from the beginning, but she had a short frenulum too and didn't latch right. After only 3 days in the hospital, my nipples were black and so sore and cracked. I had her frenulum clipped (so easy she fell asleep during the procedure) by a ear nose and throat specialist on day 4. I used the nipple shield for about a week to let my nipples heal, and then she latched perfectly, and we're still going strong 9 months later. It is such a better experience!
I never made it to a La Leche meeting, but found it very helpful to get advice from several different lactation consultants. You'll have more informed questions the second time around and have your own experience to base the advice on. More confidence too. I found it all to be so much less stressful the second time. Good luck!