At the start of your career, job or project, get lots of feedback. At some point when you know yourself, better to forget feedback from all but the best of what you want to become.
It is biased by the perception of the person giving it to you. It almost impossible to not be wrapped in their desires rather than your best interests. And, as change is much slower than people realise, it will be hard for them to notice when you are making progress.
Do you really want to be become like your boss? Why set your sights so low? You can get information from anyone in the world that you admire. Read a book, send an email, schedule a call, buy a mentor. Just because you have access to someone that is slightly higher than you does not mean they will have good advice.
Instead, look inwards and focus on habits. Progress is exponential, not linear.
Doing something small each day will not seem to be doing much in the short term, but this is the key to lasting change. You will shoot past everyone above you. Stay the course.