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Why Smart Entrepreneurs Never Pay 'Full Price' on Taxes with Adam Williams

Entrepreneurs on Fire

Release Date: 11/27/2025

From Books to Breakthroughs: How AI is Rewriting the Rules for Small Business with Tim McConnehey show art From Books to Breakthroughs: How AI is Rewriting the Rules for Small Business with Tim McConnehey

Entrepreneurs on Fire

Tim McConnehey is the Founder and CEO of Izzard Inc., one of the fastest-growing publishing firms in America. A Harvard-trained AI strategist and alum of the Goldman Sachs 10,000 Small Businesses Program, he helps entrepreneurs scale smarter through AI-powered creative and operational transformation. Top 3 Value Bombs 1. AI elevates human creativity by enhancing and not replacing the emotional, structural, and strategic sides of storytelling. 2. Process clarity is the secret weapon of small business owners who want AI to meaningfully improve profit and performance. 3. Smart experimentation...

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How Small Businesses Are Winning Big with AI: A Conversation with Andrea Hill show art How Small Businesses Are Winning Big with AI: A Conversation with Andrea Hill

Entrepreneurs on Fire

Andrea Hill is the President of Hill Management Group and a leading voice in helping small businesses adopt AI in practical, profitable ways. With decades of experience guiding companies through digital transformation, she works at the intersection of strategy, technology, and human-centered leadership. Andrea helps entrepreneurs cut through the hype, use AI to strengthen; not replace their teams, and build systems that drive real operational impact. Top 3 Value Bombs 1. Small businesses win with AI when they use it to automate back-office work not just generate marketing content. 2. AI...

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How Rural America Is Launching Satellites, Literally with Matthew Voss COO of Near Space Launch show art How Rural America Is Launching Satellites, Literally with Matthew Voss COO of Near Space Launch

Entrepreneurs on Fire

Matthew Voss is the President of Near Space Launch, leading more than 100 successful satellite missions while transforming a small corner of rural Indiana into an emerging aerospace hub. His team has put over 1,000 systems and subsystems into orbit, proving that world-class innovation doesn’t require a Silicon Valley zip code. From rapid satellite development to empowering students through space education, Matthew is redefining what’s possible in rural America. Top 3 Value Bombs 1. Innovation knows no zip code. Rural communities can build world-class tech when they nurture talent...

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Hauling the American Dream: How One Rural Family Business Built 50 Years of Momentum with Barry Selland show art Hauling the American Dream: How One Rural Family Business Built 50 Years of Momentum with Barry Selland

Entrepreneurs on Fire

Barry Selland is the President of Selland Trucking, a multigenerational family business that has been hauling freight across America for more than 50 years. Based in rural South Dakota, He has grown the company from its agricultural roots into a nationwide flatbed and step-deck carrier known for reliability, long-term customer relationships, and a team culture built on respect. With decades of on-the-road experience and a deep commitment to his employees, he embodies what it means to build big dreams from small-town America. Top 3 Value Bombs 1. A thriving family business is built on one thing...

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NFT Marketing on FIRE with Arvin Khamseh: An EOFire Classic from 2022 show art NFT Marketing on FIRE with Arvin Khamseh: An EOFire Classic from 2022

Entrepreneurs on Fire

From the archive: This episode was originally recorded and published in 2022. Our interviews on Entrepreneurs On Fire are meant to be evergreen, and we do our best to confirm that all offers and URL's in these archive episodes are still relevant. Arvin Khamseh is one of the foremost thought leaders in NFTs, consulting over 400 NFT brands. Some of the notable sold-out projects include Sands Vegas Casino Club, Women of Crypto WOC and Froggos. Top 3 Value Bombs 1. NFTs could be a moment of time, an artwork, audio, an image, and essentially anything registered in the blockchain as a piece of...

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Becoming Disruption Proof with Brant Cooper: An EOFire Classic from 2022 show art Becoming Disruption Proof with Brant Cooper: An EOFire Classic from 2022

Entrepreneurs on Fire

From the archive: This episode was originally recorded and published in 2022. Our interviews on Entrepreneurs On Fire are meant to be evergreen, and we do our best to confirm that all offers and URL's in these archive episodes are still relevant. The New York Times bestselling author of The Lean Entrepreneur and Founder of Moves the Needle, Brant Cooper serves as a trusted adviser to startups and large enterprises around the world. Top 3 Value Bombs 1. Embrace the exploration and learning side in order to execute better. 2. We live in a more complex world - we have to start thinking about how...

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How To Use The How To Use The "Pay-To-Play" Launch Strategy To Have Your Biggest Launch Yet with Jill and Josh Stanton: An EOFire Classic from 2022

Entrepreneurs on Fire

From the archive: This episode was originally recorded and published in 2022. Our interviews on Entrepreneurs On Fire are meant to be evergreen, and we do our best to confirm that all offers and URL's in these archive episodes are still relevant. Josh and Jill Stanton are the co-founders of Wealthy Course Creator, their slice of the internet where they help Digital Course Creators and Coaches have bigger launches, change more lives, and make more money than they know what to do with. Top 3 Value Bombs 1. Having paid boot camps gets you more quality leads. 2. Do not just sell courses, sell the...

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From Startup Spark to Global Force: 20 Years of OpenGate with Andrew Nikou show art From Startup Spark to Global Force: 20 Years of OpenGate with Andrew Nikou

Entrepreneurs on Fire

Andrew Nikou is the Founder and Managing Partner of OpenGate Capital, a global private equity firm that specializes in corporate carveouts. His firm is celebrating its 20th anniversary this year, growing from a 30,000 dollar startup into a global private equity firm that turns complex corporate carveouts into successful businesses. Top 3 Value Bombs 1. Success isn’t something you chase, it’s something you broadcast. Your internal state shapes the external opportunities that find you. 2. Focus on risk management and humility. True leadership is knowing your edge, accepting mistakes, and...

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How to Master the Inner Game of Leadership and Build a Business That Thrives Because of It with Barrett Brooks show art How to Master the Inner Game of Leadership and Build a Business That Thrives Because of It with Barrett Brooks

Entrepreneurs on Fire

Barrett Brooks is an executive coach and former COO helping seven-figure creators grow their businesses and lead with integrity - blending strategy, psychology, and leadership to fuel sustainable success. In this episode, Barrett unpacks for the Fire Nation how mastering the inner game of leadership drives clarity, performance, and growth. Top 3 Value Bombs 1. Most entrepreneurs don’t lack knowledge; they resist the emotional cost of action. Success depends on mastering your inner world, not collecting more tactics. 2. Burnout isn’t about overwork; it’s about underusing your agency....

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Coastline's Pivot From Self-Driving To Driver's Ed with Nigel Tunnacliffe show art Coastline's Pivot From Self-Driving To Driver's Ed with Nigel Tunnacliffe

Entrepreneurs on Fire

Nigel Tunnacliffe is the Co-founder and CEO of Coastline Academy, the nation's largest driving school. Coastline operates in over 2000 cities and towns, and has earned more than 130,000 5-star reviews. Top 3 Value Bombs 1. Mission first, always. A powerful purpose keeps your business focused and attracts people who believe in your cause. 2. Fail fast, learn faster. The sooner you disprove your assumptions, the sooner you can pivot toward what really works. 3. Find opportunities in the ordinary. The biggest wins often hide in unsexy industries that impact millions. Check out their website to...

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More Episodes

Attorney Adam Williams co-founded Pennywise Tax Strategies with his CPA wife, Jackie—helping entrepreneurs save money on their taxes, avoid IRS headaches, and get a better grasp of their numbers.

Top 3 Value Bombs

1. Your tax return holds secrets—line 24 of your 1040 shows your true bill. Don’t ignore it.

2. Tax strategy is not about evasion, it’s about year-round optimization and legal incentives.

3. Foundational steps like proper entity setup or leveraging your home can yield huge savings without changing your lifestyle.

Go to Adam’s website and grab the free Seven Commonly Missed Tax Strategies free guide - Pennywise Tax Strategies

Sponsors

HighLevel - The ultimate all-in-one platform for entrepreneurs, marketers, coaches, and agencies. Learn more at HighLevelFire.com.

Thrivetime Show - Attend the world’s highest rated business growth workshop taught personally by Clay Clark and featuring Football Star and Entrepreneur, Tim Tebow and President Trump’s Son Eric Trump at ThrivetimeShow.com/eofire.