Bet The Jockey Show

Josh takes you on his journey as he tries to recover from a financial catastrophe and choosing entrepreneurship as his path.

He began the show when he was on top of the world, making money and building an empire.  However, a few bad deals completely wiped him out and now he has to pivot quickly to feed his family.

Along the way, he interviews and shares the message of incredible entrepreneurs to learn about building businesses and rebuilding his life. 

Armed with a computer, a phone, microphone, and a negative bank account, Josh shares his daily journey of an entrepreneur who lost it all and is fighting to climb again.  

Day One of the Great Pivot...

Please Keep Me Updated!

Good day fellow entrepreneurs, would you like me to keep you updated when I release new episodes of my journal and interviews?  If so, I would be thrilled to send you a message when I create new content.

Most Recent Episodes

Masters of BLOCKCHAIN (uncensored) – with Andrew Romans

VC, author, entrepreneur. General Partner at and

Masters of Blockchain (published May 24, 2018):
NYC event June 12, 2018:
Masters of CVC:
VC Bible:

If anyone wants to be a City Managing Director for pls email me to or Also happy to talk to investors about Rubicon Venture Capital and

If anyone wants to host and sponsor a book tour event in or outside of the USA get in touch.

What Do Your Really Need To Get Started

This one sentence has killed more dreams than the boogeyman…

If only I had ______ (fill in the blank) then I would _______ (fill in your dream goal here)!

Be Honest With Yourself – Tony Federico

Tony is the VP of Marketing for, author of “Paleo Grilling: A Modern Caveman’s Guide to Cooking with Fire”, and is a Physiology Editor for the Journal of Evolution and Health. Since graduating in 2006 with a degree in Health and Human Performance, he has successfully trained thousands of clients in diet and nutrition, run multiple fitness centers, lectured at academic conferences, hosted a top-rated podcast for Paleo Magazine, and much much more. His unique background has provided him with experience as both an entrepreneur and an employee and today on Bet The Jockey we are going to hear more from Tony about the lessons he’s learned from these experiences and why he thinks that there are distinct advantages to combining these two paths into a “middle way” that he calls “intrapreneurship”.

Not Dumb Dog … Dumb Human

I used to get very frustrated while walking him and would think to myself, “dumb dog”… but now I realized I was being a “dumb human”

Stop Squandering your Potential Interview with Coach Jennie

Coach Jennie is the sought after guide solopreneurs turn to when – no matter what they do – they just cannot seem to get out of their own way. Stop squandering your potential

Time Money & ROI

I was sitting around the table with super successful ceo’s and entrepreneurs… here is what I learned

We Are Not Alone – 5/23 Journal

Listen in on our journal and let me know your thoughts, struggles, fears, and what you think would be helpful.

Never Quit – Interview with Shay Woodward

Shay is a 3rd generation financial planner. He is unique because he works to protect the wealth of very successful fellow car nuts. Most of his clients are, or were, successful business owners. “Were” because many have now sold that business and are now enjoying retirement. Many of them are also car nuts. Performance Wealth has a passion for just about anything cars. Classics to exotics. We love it all. What we do is help these folks make smart, reasonable decisions to protect their money. We’re good at that. Very good in fact.

What is your superhuman power

Today’s Topics: Wisdom and ego, struggle and meaning, and superhuman personal value propositions

Crippled by Fear

I’ve been crippled by the fear of failure and rejection….

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About Josh

Hi, my name is Josh.  I am an entrepreneur.

Like most pioneers who have tried to do it "my way" there have been a ton of pivots in my journey.

Want to know a few?  Well let me just list some of the ventures I have been part of.

I have... sold shoes, mowed lawns, wrestled alligators, swam with the Venture Capitalists, sold real estate, put out fires, moved boxes, built websites, delivered babies, taught at college, did security, built homes, served food, helped fund businesses, shrank bodies, parked cars, and there a few I could tell you but...  jk

Contact Josh

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Blogs and Other....

How Do I Journal

How do I journal? Is this a question you ask your self? As I was running I was thinking of all the questions I was getting in regards to journaling, so I created this video after one of my intervals. This is how I journal. I hope this is helpful. Are you brave enough to…

You are not that smart – Stop trying to fix you on your own

What does Google, Facebook, and other successful companies do when they want to grow? M & A: Mergers and Acquisitions   If you want to change or improve your situation, stop trying to fix you on your own. You are not that smart. Think M&A Partner with someone who fills a void in your weakness gap. You…

What am I supposed to do with my life?

What is my purpose? I would lay in bed staring at the ceiling wondering what am I supposed to do with my life. Walk with me as we discuss the three pillars of purpose… Who am I – the personal value proposition Who do I serve – your people What do I do for them…

Jobs on the Chopping Block

Did you receive this advice growing up? Get a degree … get a job … work there loyally for 35 years … pay your dues AND THEN Retire on the beach in south Florida and live out the rest of your life (what’s left of it) swinging golf clubs and sipping margaritas while listening to…

Follow The Fun Interview – Coffee With Claire TV

I was visiting one of my friend’s TV shows here in Dallas called Coffee With Claire which airs on WBTVN (Women’s Broadcast Television Network which has millions of online viewers) to say hi and to watch one of her shows. Well, I should have know that Claire, who teaches improve professionally would have something up…

Kid-Preneur Tip # 1: How to make money

My daughter asked this morning if we can make money together… I said sure bud, how do we make money.  Her response was brilliant. Entrepreneurs make money by talking (education, training, etc) and by changing diapers (cleaning up people’s messes!) Great business tips from a 4 year old kid-preneur  

Capture Creativity

Capture creativity when it comes to you.  If you do not, it will quickly run from you and find someone else who is worthy of it  

The Expert Journey

Are you looking to build your own consultancy your agency? Or do you just want to be the top your game and be known as the expert for your niche? This is the expert journey.   Do it first for another expert. Learn from them on their dollar, extracting every bit of knowledge and experience…

Growth Thru Strategic Partnerships

When growing your audience it is your job as entrepreneur to identify your ideal customer, find out where they congregate and how to attract and capture their attention. To do this you can look to divert audience flow from another channel towards yours.  If you choose this route you will have to convince and convert…

Yes And…

Entrepreneur Tip # 9: “Yes And…..” – Claire My friend Claire hosts a tv show, coaches entrepreneurs, and is an improve comedian… Yesterday I went to watch one of her shows and when I showed up she said I am up next for one of her mini series and I will be on camera in…

iTunes Reviews

This is Free?!

Josh packs a ton of great information for the aspiring entrepreneur in his show. I have been a fan since I got recommended by a friend. The amazing part is that he’s doing this for free. The knowledge within is worth big time bucks.

by aabell03 from United States

New Talent, Great Premise

Josh is a quality interviewer & has a solid background in entrepreneurship. His insights with his guests are different than other podcasts because he’s got real world experience behind it.

by Music2Heart101 from United States


What tremendous value Josh brings to his audience, an absolute treat to listen to!

by Trevor Norton from United States

Minding your Bizness

Really personable, great energy! Optimistic take on what can be a very dry and defeating subject. The host could definitely stand to get to the point and edit down content; the host can ramble and get caught up in his own enthusiasm, distracting from his focus. When he gets there, though, its a valuable insight from a down-to-earth perspective.

by garbageghost from United States

A Wealth of Information

Greast podcast & host. Josh always has a smile on his face & make the interview feel more personable & easier to connect with guests. The lessons learned from hearing & seeing others overcome challenges is really inspiring & motivating.

by A Wealth of Information from United States