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...

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Most Recent Episodes

Retirement Recess – Interview with Edward J Zinkiewicz

Short: Ed is an author, speaker, and podcast host who will be sharing his insights intro retirement and what nearly or newly retired folks can do to avoid the surprises, disappointments, aggravations, and fears so many others face.

Long: Between surprises that stem from retirement, disturbing changes due to aging, and false starts, over 60% of retirees find themselves worried, bored, or sad in retirement. And a great many of them struggle to find a meaningful way to keep active after retirement.

Ed Zinkiewicz is on a mission to help retirees beat those odds. Speaker, author, and podcast host, Ed is spreading the word to nearly and newly retired folks so they can find joy, make friends, and keep up.

No stranger to these problems himself, Ed tells how he and his wife worked their way into a fulfilling retirement after their initial foray into these surprisingly muddy waters. How hard could it be to stop work? Ed can tell you exactly.

Join him as he introduces the three basic stepping stones he and his wife used to climb into their new, now extremely satisfying retirement.

Excuses or Choices – Interview with Jessica Brightman

JB is a marketing creative who decided to give up the normal 9 to 5 and is now freelancing her way around the world.

Fired Over Voicemail – Interview with John Crowley

John Crowley helps pharmaceutical and medical device sales representatives build a personal brand so they can take control of their career and make much, much more money.

Trust Your Gut – Interview with Vic Pascucci III

Vic is Managing Partner of Lightbank, a seed and series A venture fund headquartered in Chicago, Illinois. The firm was founded in 2010 by Eric Lefkofsky and Brad Keywell who have founded 6 companies (Inner Workings, Echo Logistics, Media Ocean, Groupon, Tempus Labs and Uptake) which have generated over $12B in value. Lightbank is a top performing fund when benchmarked against Cambridge Associates 2010 vintage report. The firm sources proprietary investment opportunities from its network of 10,000 + operators, 250+ funded founders and co-founders, entrepreneurial DNA and deep networks across financial services, consumer and software.

PowerPoint Nomads – Interview with Camille Holden and Taylor Croonquist

Camille and Taylor are digital nomads and expert PowerPoint trainers who spend their weekdays helping busy professionals save PowerPoint hours and gain peace of mind; and their weekends going on globetrotting adventures.

Be Habitually Helpful – Interview with Alan Peters

Alan is a technologist and a serial entrepreneur with three exits and the world’s most expensive MBA. His newest business, Shasta Recruiting, helps startups hire great people. He loves helping entrepreneurs and is here to talk about how to build great teams.

Engineering Generosity – Interview with Tim Kachuriak

In this episode Josh interviews Tim Kachuriak, the Chief Innovation and Optimization Officer and Founder of NextAfter, a fundraising research lab and consultancy aimed at helping nonprofits generate more giving.

The goal of this “for cause” company is to create the most generous generation the world has ever seen. Using a data driven systems and behavioral economics, Tim and his team aim to de-code what drives people to give. NextAfter has ran over 12,000 marketing optimization experiments that are publicly sourced for other companies to use freely.

Serial CEO and Mother of 5 – Interview with Elizabeth Hawkins

Liz is a wife, mother of five, CEO of two companies and a serial entrepreneur. She helps busy people create content in any language.

Political Fundraising on Blockchain – Interview with Inman Porter

Inman Porter is founder and CEO of SupPorter, which is one of the world’s first blockchain enabled donation platform for political campaigns. SupPorter offers individuals a cheaper, faster and more transparent to donate using cutting edge blockchain technology.

How To Enjoy Boredom – Interview with Aymard Dudok de Wit

Aymard is an entrepreneur, advisor, and angel investor predominantly active in the personal development, social impact, and blockchain space

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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

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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?!

12/29/2017
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

12/07/2017
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

Incredible!

11/27/2017
What tremendous value Josh brings to his audience, an absolute treat to listen to!

by Trevor Norton from United States

Minding your Bizness

11/13/2017
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

11/09/2017
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