Taking the time to find, watch, and follow video tutorials is very frustrating when the tutorials are out of date. When even a single element of the new UI is different than the tutorial, it can be confusing and maddening.
You should have QA and content strategy processes in place for keeping all of your content updated and accurate. After all, a good proportion of what you deliver to paying customers consists of the instructional help you provide. In the long run, it will save you money and get you a more loyal following.
To be clear, I love Webflow, and I wouldn't bother to provide such feedback if I didn't.