My #AskGaryVee Question, Deconstructed

First of all, many thanks to Gary Vaynerchuck for answering my question on his show #AskGaryVee. I’ve watched your show for a few years now and 
you’ve influenced my outlook in so many different ways. That being said, I wanted to clarify my question a little bit. I realized Twitter was not the best platform as 140 characters probably lost some of my intent.

To recap, my question was:

“You mentioned that everyone should publicly documenting one’s journey, but isn’t advertising inexperience hurtful when seeking paying clients?”

Gary answers the question candidly and with good reasoning, but I wanted to predicate my question with some deeper insights. I’m certainly not advocating the “fake it ’til you make it” mentality.

Success in business and life can only come from dedication, perseverance, honesty, and good intentions.

My question was implying two different scenarios and trying to compare which would have more positive impact in the long run. Since my question was based on your DailyVee example of Vera Wang. Let’s use her, call it Vera Wang 2.0 beginning today and given a timeline of one year.

Scenario One: Vera 2.0 knows nothing about fashion, sewing, or business today and decides to start a blog documenting her journey of knowledge. She blogs a few times a week, admitting her lack of experience but showing signs of a visionary. Over a few months, you can see her tattered rags start to form something elegant. One year later she has some respectable products and features them in an online portfolio. But you can always go back and see how horrible her first designs were.

Scenario Two: Vera 2.0 decides to focus all her time and focus to mastering her craft and decides not to make a blog or website until her products are perfected. One year from now she releases a stunning website with a portfolio full of gorgeous dresses no one could rightfully criticize.

Given those two scenarios, which one will build a better long term brand for Vera 2.0?