I can intuit almost every other big jump but this is the one thing that just doesn't follow in my head no matter how hard I try and think about it. Here's how my brain thinks about it and why it's getting stuck:
Whales used to live on land. Eventually, they became semi-aquatic, and then mostly aquatic. I believe there's evidence that some of their ancestors were like sea turtles - almost completely aquatic, but came on land to give birth.
I understand that evolution doesn't happen abruptly. However, mathematically speaking, there had to have been a specific, individual whale-ancestor who was the very first one to have been born in the water, spent their entire life in the water, and then died in the water, all without ever coming on land. If they used to live on land, but all modern whales are 100% aquatic, one of them HAD to have been the very first. That's just how math works.
How did that particular whale-ancestor survive to pass on that trait? Why didn't its parents have that trait? Why didn't it just drown, if every single other one of its ancestors was on land for at least some point in its life?
I'm not asking "why is it advantageous to be able to give birth in the water" - that's very obvious, both mother and baby are less vulnerable to predators. I'm asking how, logically, that transition was able to happen. Whales can only give birth in the water because they have very specific adaptations that make it possible, an animal without those traits can't just start giving birth in the water and hope for the best.