Helping you achieve your entrepreneurship goals
O'Connor Bootstrap Podcast
Claim This Podcastby Isaiah O'Connor
3.7(6 reviews)
261 episodes
Updated Weekly
Accepts GuestsHas Sponsors
69
Podcast Authority
BetaGoodBased on show quality, social media presence, reviews, charts, and more
Quality90
Social0
YouTube93
Engagement31
Podcast Overview
Helping you achieve your entrepreneurship goals
Language
🇺🇲
Publishing Since
4/6/2020
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69
Podcast Authority
BetaGoodBased on show quality, social media presence, reviews, charts, and more
Quality90
Social0
YouTube93
Engagement31
9
Excellent Areas
1
Good Performance
9
Growth Opportunities
excellent
Publishing Consistency
Every 8 days
Performing excellently!
good
iTunes Tags
6.5/10
Recommendations available
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poor
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Recent Episodes
September 6, 2025
Remastered Series Episode 34: What's holding you back? Comfort
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 complacency. I discuss how being too comfortable in your career, business, or personal life can prevent growth and leave you unprepared for sudden changes. I share personal stories, including my experience in volunteer work and running my business during challenging times like COVID-19. I talk about how hardship can push you to innovate and grow, why planning for the unexpected is crucial, and simple ways to step out of your comfort zone to stay productive, creative, and moving forward.
August 4, 2025
Moving Chaos
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 back, it has been nothing but moving chaos. We are preparing to move back to the States, cleaning out the house, selling items at garage sales and flea markets, and temporarily staying with family. I share when I expect things to calm down and when regular uploads will resume.
July 18, 2025
Remastered Series Episode 33: What’s Holding You Back – Entitlement
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 your family ties, this mindset can creep in and create mental roadblocks. I share the classic story of the grasshopper and the ants to show how this attitude plays out. You'll also hear why real growth comes when you trade entitlement for gratitude and a giving mindset. I reference ideas from Good to Great and The Go-Giver to show how humility and generosity, not demands, unlock long-term success in both life and business.
261 total episodes available
Deep-dive analytics for O'Connor Bootstrap Podcast
Frequently asked questions
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- What is O'Connor Bootstrap Podcast?
- How often does this podcast release new episodes?
This podcast updates weekly.
- Where can I listen to this podcast?
This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
- Does this podcast accept guests?
No, this podcast does not typically feature guests.
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