Strap on your Boots

Jason Sherman

Successful technologist and filmmaker Jason Sherman gives you real world examples on how to realistically succeed in the world of entrepreneurship while helping you avoid common mistakes. His methods and strategies apply to any industry, income or education level.

Twice a month Jason talks to industry experts, entrepreneurs, and business owners to give you helpful tips. And once a month Jason talks about the future in his special series Future Tech. Get ready to Strap on your Boots!

All Episodes

Maybe you’re a business owner or want to be one. Either way, people come to you because you specialize in a certain service or product. Customers assume that you know the ins and outs of whatever it is you’re promoting. So you should not only have a website, but a blog as well. I'll tell you why in this episode.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots​

Dec 2018

12 min 10 sec

So another year has passed and you didn’t quit smoking cigarettes, you didn’t lose those extra 30 lbs, you didn’t get that promotion, and you didn’t start that new business you’ve been dreaming about. Well hopefully this will motivate you to change your life even by 10%. You can achieve any goal you set for yourself if you follow these 10 simple steps.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Dec 2018

27 min 20 sec

So you have a new idea for an app, a product, or a small business that will potentially allow you the freedom to quit your job. You might feel like it’s a daunting and intimidating path that you’re about to take. And it’s true, most people don’t take the risk, because they’re too afraid. So how do you eliminate the risk associated with quitting your job and starting a new business? Well first of all as they say, “Don’t quit your day job.” because you’ll need it while you’re building your new business.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Dec 2018

12 min 53 sec

In this first episode of Startup Journey I welcome professional classical musician Rachel Segal. Rachel is the Founder and Executive Director of PrimaveraFund.org, a member of string quartet FairmountStrings.com, and performs for the Philadelphia Orchestra. Listen in to hear about Rachel's challenges, her journey while forming her nonprofit, and becoming a professional musician!If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Jan 2019

26 min 8 sec

​When you are first building your platform or product, you need to focus on what I like to call "The 4 Ts": Technology, Team, Traction, and Turning a profit. In this episode I will explain each of the 4 Ts to help you build your product and raise money from investors.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Feb 2019

16 min 39 sec

You would think the hardest part about building your business is actually creating your product. The hard truth is that anyone can learn how to code a mobile app and then launch it themselves. Or build a prototype with a 3D printer. The real challenge comes down to marketing and user acquisition. In this episode, I'll explain ways you can grow from 100 to 1000 to 100,000 users!If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Feb 2019

15 min 32 sec

To most people, running your own business seems glorious, fun, exciting, and full of perks. But the truth is, running a business is difficult, challenging, and stressful at times. In this episode, I go through some of the challenges of running a business, and why it's worth all the hard work.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Feb 2019

17 min 2 sec

Running your startup over the course of a couple of years with your team is a very challenging thing to do without funding. The few that have succeeded are the success stories that you hear every day. A lot of these large companies at one point did something different, but realized it wasn’t working out. So they switched their business model (pivoted) to something that worked and eventually that led to success. Other companies find other areas in their industry called vertical markets and successfully launch other products that cater to those markets. The question is, how do you know when you should pivot your idea, or simply launch something in a vertical market? Well the answer has many variables. In this episode I explain both pivoting and vertical markets.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Feb 2019

14 min 38 sec

In this episode of Startup Journey I have the pleasure of talking with Corinne Rietheimer of Shore Soaps. Corinne started her company 6 years ago while working a full time job. She talks about the challenges of running a business, but also how she's been able to take the business out of her house and into two storefronts. If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Mar 2019

25 min 34 sec

When you are a full-time entrepreneur, typically you are working on multiple projects at a time. When building a company, there is a process that you have to go through, from whiteboard to launch. On a daily basis, your focus is usually devoted to each piece of this process. In this episode I explain why it's a good idea to go through this process at least once a year whether you are building a new company or not.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Mar 2019

11 min 24 sec

It's easy to think that you have a billion dollar idea. But before trying to get an investor to fund your idea, you have to focus on your product or service and get as many customer as possible to find out if it's even worth investing in it. In this episode I'll tell you why you should focus on your product or service before talking to investors.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Mar 2019

13 min 40 sec

Using tried and true methods, in this episode I explain how to properly validate your app idea, then build it piece by piece, while iterating and gaining feedback from beta testers, so that you can impress investors enough to cough up their millions.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Apr 2019

27 min 58 sec

In this episode, I'm going to explain my opinion as to why I believe the iPhone is a superior technology to Android phones. I go through various reasons in specific detail both from a user standpoint and a developer standpoint to make my case. I'd love to hear what you think, please leave me a comment to tell me! This episode was co-produced by Ron Gilbert!If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

May 2019

11 min 1 sec

When building an app or software platform, the typical entrepreneur must hire a programmer or team of developers to build their dream. Outsourcing comes with a long list of challenges and issues that can be frustrating to deal with. In this episode, I'll not only give you tips on how to choose the right development partner, but also how to work with them properly so that you'll succeed. If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

May 2019

22 min 55 sec

In this episode I talk about how I produced two of my films - "The Bucks County Massacre" and "The King's Highway". Both films have won film festival awards and have been picked up by Los Angeles based distributors and are currently being distributed worldwide. If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Jun 2019

17 min 16 sec

In this episode of Startup Journey I speak with Paige Price of the Philadelphia Theatre Company. She talks about her transition from being an actress to helping run the business side of a theater company. Her words of wisdom and inspiration will help you on your journey, so have a listen!If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Jul 2019

27 min 10 sec

Time and time again, entrepreneurs like to skip steps when it comes to building a platform or a product. There are many reasons why you should build an MVP (minimum viable product), before spending an absurd amount of time and money on your idea. In this episode, I tell you those reasons.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Jul 2019

17 min 40 sec

Online Dating has been around for decades now, but it has become saturated and ghosting is as ubiquitous as catfishing now. In this episode I explain how technology has disrupted the dating scene, and how you can try and get good results from your matches.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Jul 2019

18 min 49 sec

Choosing a framework for your mobile app or web platform can be tough because there are so many options. Then working with developers on your project can be super difficult. In this episode I help you through this process.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Sep 2019

14 min 28 sec

In this episode I talk about the ways that you can cope with working from home during the COVID-19 Coronavirus Global Pandemic. I focus on the ways that I personally have been dealing with it. Hopefully it helps you get through the coming weeks or months!If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Mar 2020

14 min 49 sec

In this episode I talk about the foods I have been eating to get my total cholesterol below 200 without taking a statin. I also give you some suggestions on how to exercise from home and stay productive throughout the day while on quarantine. I am not offering medical advice in this episode, but I do give you some helpful information by telling you the foods I eat and all natural supplements that I take.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

May 2020

30 min 7 sec

Before you launch your platform or product to the world, you should test it out with a pool of beta testers to make sure everything works great. This episode tells you why it's super important to launch a beta.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Aug 2020

18 min 51 sec

This episode will teach you all about cryptocurrency, Bitcoin, altcoins such as Ethereum, and the fundamental technology behind it all. Think of it as a crash course into the world of Blockchain and virtual currency. If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Aug 2020

22 min 35 sec

In this episode of Startup Journey I have a great conversation with Steve Brown, the author of The Golden Toilet - available on Amazon. We talk about the challenges and advantages to being an entrepreneur or business owner.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Sep 2020

17 min 36 sec

This episode focuses on the top 3 challenges when you raise money for your startup. Everyone thinks that once you raise $1 million that things get easier. They don't. Hear why.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Sep 2020

10 min 31 sec

In this episode I talk about how I organize my file structure to make collaborating on projects easier. Also I give an example on what a marketing list looks like for a startup, so that you can set goals for your company.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Sep 2020

8 min 46 sec

In this episode I give you a couple of reasons why you shouldn't focus on raising money for your business. Fundraising is a full time job and often ends in disappointment. As a business owner you should be focusing on more important things. I go over those things in this episode. If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Oct 2020

8 min 56 sec

Jeffrey Katzenberg and Meg Whitman raised $1.75 billion to build and launch a short video platform. In this episode I explain why they failed and the 3 ways they could have succeeded instead had they followed typical startup steps. If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Oct 2020

14 min 1 sec

Choosing a cofounder for your startup, or hiring the right interns or employees for your business is always challenging. In this episode I give you some ideas on how you can make this a bit easier along with some tricks you can implement. If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Nov 2020

12 min 5 sec

In this episode of Startup Journey, I discuss the challenges, mistakes, and successes that successful entrepreneur, business coach, and author Krishna Mohan has had over the years.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Nov 2020

23 min 19 sec

Being a successful business owner or entrepreneur isn't easy. And getting started is pretty challenging. In this episode I give you 5 tips to help you succeed along the way. If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Nov 2020

12 min 51 sec

In this episode of Startup Journey, I discuss the challenges, mistakes, and successes that author Sarah St. John the Frugalpreneur has had over the years.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Nov 2020

21 min 33 sec

This episode gives you some insight as to why investors should invest in entrepreneurs instead of just ideas. There are so many failures out there, and a lot of times it's because investors fund companies that are started by people with connections of some kind. What about the thousands of other entrepreneurs out there who never get a chance? Find out what I think in this week's episode!If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Dec 2020

14 min 19 sec

In this episode I go over a handful of mistakes to avoid when starting a business or running a startup. I also talk about the things that you should do in order to succeed.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Dec 2020

19 min 16 sec

I've always been considered a futurist and big fan of science fiction. More recently I've been having conversations with people about where humans are headed next. So I figured I might as well create an episode about what I believe humans will evolve into over the course of the next 100 years or more.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Dec 2020

14 min 47 sec

In this episode of Startup Journey I feature Scott Anderson, a certified coach and mental health therapist of https://DoubleDareYou.usHear all about the challenges of being a business owner and learn from past mistakes so you can succeed!If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Dec 2020

25 min 52 sec

From GPS to the iPhone, life saving medical devices, and even predicting the weather, space exploration has helped humanity in more ways than meet the eye. In this episode I discuss the several industries in which sending rockets into orbit and astronauts onto a space station has helped humans throughout the past half century.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Jan 4

12 min 32 sec

In this episode I talk to Devin Miller of Miller IP Law about all of the important documents that you need to have when you start a business, or a startup. It's Legal Jargon 101 and I give real world examples that I went through with my past startups to give you some context while Devin taps into his wealth of knowledge in the world of law to help make it easier to understand.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Jan 11

35 min 47 sec

In this episode I talk about the top 3 things to build and market an eCommerce site. In such a saturated market, it would be wise to do your due diligence before spending time and money on an eCommerce site. Follow my 3 tips to avoid mistakes!If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Jan 18

13 min 23 sec

In this episode I give you 5 reasons college students should start a business. When you're going to school, or are young you have plenty of time to make mistakes, and learn a ton. Plus you have access to a lot of resources that you can take advantage of. Learn more in this episode!If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Jan 25

13 min 51 sec

In this episode I go over the 4 steps to a successful startup. No spoilers here. But I also teach this as "The 4 T's" in my book "Strap on your Boots" on Amazon and my course "Startup Essentials" on Udemy. Follow these 4 steps and you will succeed!If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Feb 1

8 min 11 sec

In this episode I talk to Justin Goldston, PhD about blockchain technology, cryptocurrencies like Bitcoin, and how it all ties into supply chain management. Justin is a professor at Penn State, and a TEDx speaker. Learn about the issues and challenges he has been facing over the years battling big corporations who are not following best practices when it comes to sustainability.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Feb 8

29 min 2 sec

In this series, I pick a topic about the future in technology and discuss my thoughts and opinions on what we might experience. This weeks topic is Artificial Intelligence and the Singularity. How will AI impact the evolution of humans and what marvels of science and technology will the Singularity bring when AI becomes a billion times more intelligent the entire history of humankind?If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Feb 15

16 min 23 sec

In this episode of Startup Journey #8 I talk to Lucas Liu of INFI Technologies about his revolutionary restaurant kiosk. We discuss the challenges he had, mistakes he made, and the best parts of being an entrepreneur. Lucas talks about the pain point he discovered in the restaurant industry that caused him to build a new type of self ordering kiosk with artificial intelligence to make your experience much easier and streamlined.If you enjoyed this episode please subscribe and share this podcast, and if you'd like to show your support please visit: Patreon.com/straponyourboots

Feb 22

16 min 2 sec

In this episode I talk about the recent surge in the price of Bitcoin. The news reported that Tesla purchased $1.5 billion worth of Bitcoin and many investment companies have been buying hundreds of millions and even billions of dollars worth of Bitcoin. Every day people have FOMO (fear of missing out) and have been driving the price up. What's all the fuss about? I talk about some theories and also some things to watch out for in this episode.

Mar 1

12 min 57 sec

Do you have the right picture on your Facebook profile? What about your description and a call to action? "Super" Sid Clevinger covers this and much more on how to turn your Facebook profile into a driver of revenue. We also discuss working with a team, the challenges of running a business, and how to reach your overall goals.

Mar 8

26 min 10 sec

In this episode of Future Tech I give you a couple of reasons why I think Why we Need Self Driving Cars. Commuting is a huge waste of time, mobile offices could be a thing, and accidents would dramatically decrease. And of course we are wasting valuable resources in traffic! Here all about it in this episode.

Mar 15

11 min 54 sec

In this episode I talk to Paul Dashevsky and Jon Grishpul of GreatBuildz about the mistakes and successes of their business and what it's like to work with family members. They discovered how to target their demographic but also learn from their early customers to iterate their platform to be more effective in the real estate industry. Learn how they found their core value proposition in this episode of Startup Journey! Check them out at https://Greatbuildz.com

Mar 22

27 min 28 sec

In this episode I talk about the 6 things you should look for when coming up with the user experience for your platform or product. I'll teach you how to tell a story of what a person would experience on your website, or while handling your physical product. Whether they are clicking buttons, touching a part of your product, or seeing a visual interface, this will help you figure out what the user experience, or the features and functionality are for your platform or product.

Mar 29

10 min 24 sec

In this episode I discuss my thoughts and opinions on whether or not we are living in a simulation. I answer common questions and theories, as well as talking about string theory, alternate realities, multiple universes, and the space time continuum. I'd love to hear your thoughts on the topic as well, so feel free to leave me a comment or question!

Apr 5

13 min 17 sec