I think that you are both missing the point that is being made in Chapter 20: Get Rid of Learning.
Get rid of learning and there will be no anxiety warns us not to think too hard about the Tao. Taoism is not to be learned from books it can only be experienced.
You fall in a river
SPLASH!
Do you think H2O or do you feel wet?
That is the difference between studying Taoism and experiencing the Tao.
The Tao Te Ching also tells us:-
The tao that can be spoken is not the eternal tao
The tao that can be named it not the eternal name
Trying to understand the Tao through thought and word are both doomed to end in failure as the only way you can become one with it is through action and experience.
How do you experience the Tao then?
Easy; live a simple life that is in harmony with nature.
Wu-wei or the practice of doing by not-doing is not advocating laziness or literally not doing anything. Instead it reminds us that by doing things in harmony with nature things will be acomplished with greater ease than through struggling to do something in an unnatural manner. It is better to think of it as effortless doing rather than doing nothing.
It is possible to see this principle in action if you have ever watched a master craftsmen at work. They make their craft look easy because they are in harmony with their tools and materials.
None of this can be learned from books however books can open your mind to the wonders of the Tao. It is wise to think of the Taoist classics as being mere signposts on the Way rather than the destination itself.