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What happens when you take the lessons of Wall Street and apply them to an industry where real people are on the other side of every asset?

In this episode of The 60 Second Podcast, Matt McCoy sits down with Chris Conefry, Co-Founder of Gain, to discuss his transition from more than a decade on Wall Street into healthcare and the personal injury ecosystem.

Chris explains how his experience understanding risk, managing capital, and finding value translated naturally into personal injury. But there was one major difference: behind every case is a person trying to access the care they need while navigating an incredibly complex system.

Chris shares why bringing together capital, technology, and strong relationships can help connect injured people with better care, level the playing field, and give his work a greater sense of purpose.

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What happens when everything you built comes crashing down?

In this episode of The 60 Second Podcast, Matt McCoy sits down with Reid Zeising, Founder & CEO of Gain, to talk about the turning point that completely changed the way he lives and leads.

During the Great Recession, Reid watched a business unravel after taking on too much leverage, leaving him with $22 million in contingent liabilities. At the same time, he was confronting active addiction, control issues, and the realization that he needed to fundamentally change his life.

Rather than declare bankruptcy, Reid spent the next six years working to repay every debt holder while rebuilding himself personally and professionally.

He shares how giving up control, confronting his own character defects, and learning to focus on what he could actually do helped turn one of the most devastating periods of his life into one he now looks back on with gratitude.

A powerful conversation about failure, recovery, responsibility, faith, leadership, and what can happen when you're forced to rebuild from the ground up.

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What does it actually take to build a business from the ground up?

On this episode of The 60 Second Podcast, Matt McCoy sits down with Mike Lifshotz, behavioral healthcare software entrepreneur and co-founder of Hatch Compliance, to break down the fundamentals of building a company.

Mike explains why great businesses start with a real problem, not a long list of features. He shares the importance of talking directly with potential customers, launching with a Minimum Viable Product (MVP), listening to feedback, and improving from there.

He also explains why customers and employees can become two of a company’s greatest assets - and why creating a culture where people feel heard and empowered can have an impact far beyond the team itself.

A quick, practical lesson for anyone building a business, launching a product, or trying to turn an idea into something people actually need.

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What can kill a promising company before it ever gets the chance to succeed?

Conrad F. Mir, President & CEO of Calmare Therapeutics, joins Matt McCoy on The 60 Second Podcast to share one of the first things he looks for when evaluating a company in need of a turnaround: toxic financing.

Drawing from firsthand experience, Conrad explains how a company with promising healthcare technology watched a relatively small financing need spiral into a much larger financial burden. His message for founders and executives is simple: understand the true cost of your capital, avoid financing that can become a noose around the business, and make sure you can deliver on the commitments you make.

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What does it take to lead when the problems you’re solving are bigger than any one person or organization?

In this episode of The 60 Second Podcast, Matt McCoy sits down with Nicole Lawson, President & CEO of Orchards Children's Services, to discuss what she has learned from leading through complex challenges across behavioral health, veteran care, and children's services.

Nicole explains why mission and mindset often matter more than process, how strong leaders cut through unnecessary noise, and why teams need the courage to challenge the status quo and “fail forward.”

Her message is simple: when there’s a mountain in your way, climbing over it isn’t always the only option.

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What do you do when someone tells you "maybe next time"?

In this episode of The 60 Second Podcast, Matt McCoy sits down with Andrew Woods, Founder & Managing Director of Ask Us Consulting, to hear the story of how he turned repeated rejection into a signed deal.

After hearing "Let's meet when you're in Toronto" three times in a single day, Andrew stopped treating it as a polite brush-off and took action. He booked a flight across the country, showed up with the promised coffee, and walked away with the business.

It's a simple reminder that persistence, initiative, and following through can create opportunities that most people never pursue.

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What does great leadership really look like when everything is going wrong?

In this episode of The 60 Second Podcast, Matt McCoy sits down with Stephen Segal, Chief Executive Officer of Iris Construction Management Inc., to discuss the biggest leadership lesson from his career. After scaling a business from $10 million to $100 million in just 20 months, Stephen faced a major liquidity crisis that tested every relationship around him.

He shares why adversity - not success - is the true measure of character, and how the people who stand by you during difficult times reveal more than those who celebrate your wins.

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Most companies don't have an AI problem. They have an implementation problem.

In this episode of The 60 Second Podcast, Matt McCoy sits down with Jon Cheney, CEO and Chief AI Officer at GenAIPI, to discuss why AI workshops and training sessions often fail to create lasting change inside organizations.

Jon explains why simply telling employees to "use AI" isn't enough, why leadership teams struggle to prioritize implementation, and why businesses increasingly need a dedicated owner responsible for driving AI adoption across the organization.

If your company has invested in AI but hasn't seen meaningful results yet, this conversation explains exactly why.