I'm a long time believer that first you must do terrible things, then you can understand how much better it is to use a framework.

In my case, I made a bunch of Flask apps, and while quick easy and fun, in my inexperience things quickly descended into a disorganized mess. Now that I've struggled with that, I understand the purpose of the structure of frameworks like Django or RoR. I have more perspective because I didn't jump in to the high level straight away.

Now, that's not to say this is the only way to learn, or the right way to learn. I just think it was a nice thing to learn, and tangentially related to the topic at hand.