I feel your pain because I've been there. Over 20 years, I've learned men's style from the ground up.
I've been complimented, criticised, swooned over, laughed at, promoted and fired over my wardrobe successes and failures.
And through all this trial and error, I've learned one thing...
Real men's style isn't complicated, but it does take time to learn.
In fact, it takes years to learn if you want to master the art of putting together a stylish, interchangeable wardrobe.
So my advice to you?
Don't overcomplicate it.
Issac Newton famously said, "if I have seen further, it is by standing on the shoulder of giants."
And the same applies to you. You do not need to spend hours and hours staring at your closet, trying to figure out "what works for me".
You need to imitate before you innovate, leveraging the timeless style combinations that have been tried and tested 1,000s of times before.