What I Learned From Gary Vaynerchuk Today – The Wired Homeschool

So this happened today:

I didn’t expect a response but if I did get one I figured it would be so mind-blowing that I’d be able to do this podcast and blogging thing full-time.

Then it happened…

Wait. What? I was deflated. Immediately I thought, “I already know that,” and went on with my day.

Several hours later while eating lunch I saw this:

So I quickly tapped out on my iPhone:

But, you know what?

If you don’t know who Gary Vaynerchuk is, I’ll let him tell you in his own words. Gary doesn’t homeschool his kids (as far as I know) and he’s not exactly the kind of person you’d expect to speak at a homeschooling conference. He’s sometimes brash but honest and his enthusiasm is infectious. His book is the de facto gold-standard for online entrepreneurship, in my opinion. When Gary speaks about social media E.F. Hutton listens which is why I follow him and read his books.


Some people say, “There are no stupid questions.” Those people are wrong. There are stupid questions. A question is stupid if you already know the answer and refuse to act on it. This exchange throughout the day gave me the kick in the pants I needed to start taking action. You see, I already knew the answer before I typed the question.

I’ve read for years about SEO, social media, evergreen content, yada, yada, yada, but the one thing I keep forgetting is that this won’t happen by itself. Great content won’t magically appear on my website that will draw thousands of readers.

With my family I’m not afraid to act. I’m not afraid to be bold for my family. My wife and I aren’t afraid to act when it comes to homeschooling. My wife hustles when it comes to homeschooling because it’s not easy. I hustle for my family to give them what they need but this podcast thing paralyzes me sometimes.

Sometimes I write down five or ten ideas and look at the list and think, “I’ll never accomplish all of this.” There’s too much so I throw the list out and continue on with the status quo instead of starting with one thing and then moving to the next.

Maybe you, dad, or you, mom, do the same thing with homeschooling. Maybe you look at all you need to do over 12 years of schooling and think that you’ll never get it done. Maybe you think about all the mistakes you’ll make along the way. You act out of fear and settle for what you know “works” instead of taking a bold step in educating your children.

Take a chance! Be bold! Act now, don’t wait! Try new things like learning French online instead of out of a boring text book. Go off the deep-end and only buy digital curriculum instead of filling your house with dead trees (that would be a very bold move for my family).

Everybody has a different comfort level. Step out of it just a little bit. That’s what I’m trying to do.

I’m not trying to be wildly famous with this podcast but I would like to turn it into a way I could support my family either by speaking or selling digital products.

I’m not an expert. I’m still experimenting and along the way I like to share what I’ve learned with you. Hopefully I can help you up the ladder as I climb. I’ll see you at the top!

Be bold. Hustle. Get out there and crush it!


By John Wilkerson

John Wilkerson combines over 20 years of professional experience in the computer industry with 17 years of homeschooling 7 children to give parents easy to understand advice on the application of technology in their homes.

5 replies on “What I Learned From Gary Vaynerchuk Today – The Wired Homeschool”

Great post John. I can see the conversation had an impact that lit a fire under you. I can relate on many of your struggles, but we’ve got to hustle. Keep up the good work buddy, you’ll Crush It.

Thank you for this post John. I needed this and I think my co-worker is really going to like it to as we’re both in process of writing some new apps. Mine is an idea I had for a homeschool app to boot.


Which makes me think of orange pop too.

Hey Trevor, you’re welcome. We get bogged down sometimes, don’t we? If you need a beta tester for your app, let me know and of course, feel free to share it with the audience here when it’s complete.