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Hosted by Isaiah O'Connor · 🇺🇸 US · EN · 300 episodes
Established thought leaders with verified media credentials.
Helping you achieve your entrepreneurship goals
Isaiah O'Connor hosts O'Connor Bootstrap Podcast, a business show with 300 episodes published.
In this remastered episode, I explore a risk most people don’t notice: the risk of being too comfortable. Comfort isn’t bad. It feels good and gives us a sense of stability, but it can easily lead to laziness and complac
In this episode, I give a quick update on why there hasn’t been an episode in the last couple of weeks. I was out of town and made the mistake of leaving my pre-recorded episode on the wrong hard drive. Since getting bac
In this remastered episode, I talk about how a sense of entitlement can block you from the success you're capable of achieving. Whether it's feeling like you're owed something because of your background, your pain, or yo
In this remastered episode, I explore victimhood as one of the biggest mindset traps holding people back. Everyone faces tough breaks or unfair situations, but how you respond is what matters most. I share personal stori
On this Fourth of July, I take you back to early 2020 when the COVID crisis was ramping up. While the situation was uncertain, what stood out to me was how quickly American factories retooled, entrepreneurs pivoted, and
In this new episode, I sit down with Teresa Posada to explore her path from architectural drafting and Home Depot to building multiple million-dollar businesses. Teresa shares how she used seller financing and her 401k t
In this remastered episode, I dive into the dangers of pride in leadership and business. Drawing from Good to Great, The Go-Giver, and Adam Grant’s research, I show how destructive pride, an inflated focus on self, leads
In this update episode, I explain why my podcast output has slowed down recently. I’m moving back to the United States ahead of my wife and kids to prepare for our family’s big transition. Between sorting what to sell or
In this remastered episode, I begin the Holding You Back series by tackling fear, the most powerful and common thing that stops people from moving forward with their business goals. Fear is not just about danger; it ofte
In this remastered episode, I introduce a new series called What Is Holding You Back? This series looks at the inner obstacles that can quietly sabotage your journey into entrepreneurship. Unlike physical challenges, the
In this remastered episode I talk about how I jumped into my business with almost no plan. I thought I knew enough with my background and some balloon skills. I learned fast that’s not enough. Bootstrapping helped me kee
By Isaiah O’Connor In this remastered episode, I share how I jumped into my business with almost no plan. I thought I knew enough with my background and some balloon skills. I learned fast that’s not enough. Bootstrappin
In this remastered episode, I talk about how we can typecast ourselves without even realizing it. I used to think typecasting was always a bad thing, but I have learned it depends on whether you can become passionate abo
We’ve all seen it. Products are rushed to market before they're ready. I break down two classic failures: Segway and Zune. Using the Go-Giver framework, I explore what happens when marketing runs ahead of real value. I w
In this remastered episode, we unpack the reality of being a solo entrepreneur. Juggling marketing, accounting, design, and everything else. Perfection isn’t required. Progress is. This episode will encourage you to embr
In this remastered episode, I explore the idea that talent isn't just something you are born with. It's something you can build. Drawing from the story of the Polgár sisters and their father's bold educational experiment
In this remastered episode, Mike Rowe once said not to follow your passion, but to bring it with you. That challenged something I had written earlier: “What am I passionate about?” Or “What can I become passionate about?
In this remastered episode, I explain why you need to stop marketing your product or service and instead focus on marketing the emotion it creates. As Jim Klein from NASP explains, “People buy products or services based
In this episode, I’m revisiting the Required Secondary Powers series and focusing on discipline. It’s not the exciting part of business, but it’s what actually keeps you going. Whether you're building balloon art or coac
n this remastered episode, I explore whether Marvel’s Avengers Endgame was a bold gamble or a smart investment. With over $2.7 billion earned at the box office, it’s easy to say it paid off—but that didn’t happen by luck
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O'Connor Bootstrap Podcast is hosted by Isaiah O'Connor. The show is categorised under business (entrepreneurship) and has published 300 episodes.
O'Connor Bootstrap Podcast has published 300 episodes.
O'Connor Bootstrap Podcast regularly covers business, entrepreneurship, management. It sits in the business category, with a entrepreneurship focus.
O'Connor Bootstrap Podcast is accessible for guests with genuine business expertise. A personalised, episode-aware pitch will still outperform a generic one every time.
O'Connor Bootstrap Podcast hasn't explicitly signalled guest openness in recent episodes. That doesn't rule out pitching. your hook just needs to be especially compelling and relevant to their recent content.
Episodes of O'Connor Bootstrap Podcast average 19 minutes. a focused format where a clear narrative arc and tight preparation matter most.
Our data rates O'Connor Bootstrap Podcast's guest bar at 80/100 (Premium tier). Established thought leaders with verified media credentials. Sign in to PitchCentric to see how your own Pod Score compares against this show.
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