Oh my gosh, he is SO adorable! What a beautiful baby!
I wasn't going to write out my whole story, but maybe there's something in here that can help your friend...
My daughter (my first baby) was born in our apartment just before midnight. We had a midwife and her student in attendance. They showed me how to put my baby to breast, let me have a shower and tucked the two of us into bed to rest. Then they helped my husband clean up, and left. We slept a couple hours, and then my daughter woke up crying.
I put her to breast, but after nursing for a few moments, she gave up and cried harder. She cried non-stop until 6am that morning, when I called the midwives and asked for help. They immediately told me to give her some water from a cup, and they'd be right over.
They arrived less than an hour later. They examined my daughter and said that she was thirsty, but not in any danger yet (babies can dehydrate quickly, and that's why they had told me to give her water). Then they told me to put her breast again. Well, it seems I wasn't a very good shape (too flat), and the poor baby couldn't get a good latch. I had milk, but she wasn't getting any of it.
So they made some phone calls and sent my exhausted husband out to a lactation supply place to pick up a breast pump. When he got back, they showed me how to express milk, and then how to tape a tiny tube to my thumb and get my baby to suck on that, and draw the milk from a bottle.
They didn't want to give her a plastic nipple, because they said that it's too easy for babies to get milk from a plastic nipple and she would learn bad sucking habits that would make it harder to get onto my breast later. The tube was just a temporary measure to make sure she got enough nutrition until we could get me nursing properly.
Then the midwives had me wear these... I don't know, they were like something you'd imagine a Valkyrie wearing. Big ol' breast shields, designed to draw out my nipple. My husband thought they were hilarious.
They showed me how to tease my baby's mouth open, and how grab the back of my baby's head and basically jam her onto my breast. They told me to wear the shields and practice getting her to nurse as often as either of us could stand it. And then they said they'd be back the next morning.
True to their word, the midwives came back three times the next day, twice after that, and then every day for a week. They were SO encouraging. They helped me see where we were making progress, and where we were making mistakes. By the end of the week, my daughter was finally nursing successfully and we could give back the breast pump.
I didn't know it at the time, but no one thought we could do it. Luckily my midwives didn't tell me that until later.

I nursed my daughter for 15 months and then she pretty much weaned herself, probably because I got pregnant again and I guess it didn't taste right. She preferred cow's milk.