The Friday Habit

In this episode of The Friday Habit, Mark welcomes back Bryan Clayton, founder and CEO of GreenPal, the on-demand lawn care marketplace connecting homeowners with local lawn care professionals across the country.

After successfully building and selling a $10 million landscaping company, Bryan started over from scratch with one goal: build a company that could eventually thrive without him. Over the past decade, GreenPal has grown in...

In this episode of The Friday Habit, Mark sits down with Tom Kubanik, founder and CEO of SecureIt Tactical. Tom shares the remarkable story of building a company that transformed firearm storage—from military armories to consumer gun safes—without venture capital.

Before becoming an entrepreneur, Tom chased a career as a professional heavy metal guitarist until an injury forced him to reinvent himself. That setback ultim...

In this episode of The Friday Habit, Mark sits down with Kevin Downey, a Kansas City-based entrepreneur and recruitment leader who helps B2B companies build high-performing sales teams and create scalable lead-generation systems.

Kevin shares how his early career in golf equipment sales eventually led him into entrepreneurship, recruiting, outbound sales, and email marketing. He explains why his first attempts at email outreach fail...

Mark welcomes Calvin Correlli, founder and CEO of Simplero, an all-in-one SaaS platform combining courses, community, email, payments, and AI for coaches and creator-led brands. Calvin shares his Denmark upbringing in an entrepreneurial, tech-focused family, learning to code at five, moving to the U.S. in 1999 during the dot-com era, and choosing work over finishing his computer science degree. He recounts building businesses, scal...

Growing a business isn't just about generating more sales.

In this episode of The Friday Habit, Chad Prinkey shares lessons from working with hundreds of contractors and business leaders. The conversation explores why growth often exposes weaknesses in a business, how leadership development impacts scale, and why competing on price can become a dangerous trap.

Chad also discusses the importance of culture, succession planning, and in...

Learn how to build a real estate portfolio and navigate legal challenges through the lens of an entrepreneurial journey. Discover the mindset required to rebuild a career with profit with purpose.

This conversation breaks down the reality of scaling a business while facing significant setbacks. It is designed for founders and investors who need to understand how extreme responsibility impacts long-term success. We examine the specif...

In this episode of The Friday Habit, host Mark Labriola II sits down with Jacob Hicks, a sales strategist and systems thinker passionate about helping entrepreneurs push past their comfort zones, master their time, and build businesses that last.
Jacob shares his journey from a shy kid in small-town Iowa to a sales pro who's learned that the best approach to selling isn't closing hard — it's serving authentically. He break...

In this episode of The Friday Habit, host Mark Labriola II sits down with serial entrepreneur Jay Sapovits, a builder who knows firsthand how to turn setbacks into springboards.Jay shares his raw journey—from early success in sports media and private aviation, to losing everything during the financial crisis, to rebuilding and scaling Inked, a custom merch company on track to surpass $5M in revenue.

🧠 Key Takeaways 

Entre...

In this episode of The Friday Habit, Mark Labriola II interviews Walter Crosby, CEO of Helix Sales Development, who shares his extensive experience in transforming underperforming sales teams into revenue-generating powerhouses. The conversation covers Walter's journey into sales, the challenges of transitioning from a sales role to business ownership, and the importance of hiring the right salespeople. Walter emphasizes the need f...

In this episode of The Friday Habit, host Mark Labriola II sits down with Henry Yoshida, CEO and Co-Founder of Rocket Dollar, to unpack what it really takes to build a durable fintech company in a highly regulated industry.

Henry shares his journey from a risk-averse upbringing and a stable career at Merrill Lynch to founding multiple companies—including Rocket Dollar, now part of a platform managing $12B+ in retirement assets...

In this episode of The Friday Habit, host Mark Labriola II interviews Greg Stevens, an executive coach and expert in conflict resolution. They discuss the importance of managing emotions in difficult conversations, the journey to understanding and repairing incomplete relationships, and the skills necessary for effective communication. Greg shares insights from his experiences and his book, 'Build New Bridges: The Art of Restor...

In this episode of The Friday Habit, host Mark Labriola II interviews Chad Prinkey, founder and CEO of Well Built Construction Consulting. They discuss Chad's journey from a successful corporate career to entrepreneurship, the challenges of building a scalable business, and the importance of leadership and culture in driving growth. Chad shares insights on competing on value rather than price, the mindset shifts necessary for long-...

In this episode of The Friday Habit, host Mark Labriola II interviews Emma Tessler, founder and CEO of NinentyFiveMedia, a digital marketing agency. Emma shares her journey from a side hustle in interior design to leading a successful remote team specializing in social media strategy and brand storytelling. The conversation covers the importance of building a strong company culture, the challenges of scaling a business, and the...

In this episode of The Friday Habit, Mark Labriola II interviews John Gallagher, a seasoned leadership coach, who shares insights on the journey of leadership, the importance of emotional intelligence, and the mindset shifts necessary for entrepreneurs. Gallagher emphasizes the need for practical frameworks, the signs that indicate a business owner may need a coach, and the significance of legacy in leadership. He also discusses th...

In this episode of The Friday Habit, Mark sits down with Kasim Aslam—entrepreneur, author, and founder of the world’s top-ranked Google Ads agency—to unpack the truth about scaling, hiring, and building a business that actually works.

From growing up on welfare in Albuquerque to selling an 8-figure agency, Kasim’s story is one of grit, truth, and transformation. He shares how brutal honesty became his superpo...

In this episode of The Friday Habit, Mark sits down with Neil Twa—e-commerce growth expert, founder of Voltage Digital Marketing, and one of the top minds behind building and scaling private-label brands on Amazon.

From going bankrupt to building multiple seven-figure exits, Neil shares the real story behind creating businesses designed to sell. He explains why profit isn’t enough, why most entrepreneurs fall into the &l...

In this episode of The Friday Habit, Mark sits down with Ozzy Garner—founder of Advertis, angel investor, and entrepreneur with a passion for helping business owners reclaim their time and scale smarter.

From cleaning bathrooms at White Castle to doubling revenue in his first sales job, Ozzy’s path to building a seven-figure agency is anything but typical. He shares candid insights into the grind of entrepreneurship, the...

In this episode of The Friday Habit, Mark sits down with Bernie Youngblood—a rule-breaking marketer, connector, and strategist who’s spent his career reshaping industries and helping businesses, nonprofits, and artists thrive.

From a start in finance to building sales and marketing ventures, Bernie has seen firsthand what works (and what doesn’t) in business. He shares lessons from his entrepreneurial journey, the ...

In this episode of The Friday Habit, Mark sits down with Bill Canady—CEO, author, and creator of the Profitable Growth Operating System (PGOS). Bill has managed billion-dollar businesses, led tens of thousands of employees, and written bestselling books like The 80/20 CEO. His newest book, From Panic to Profit, takes readers inside the process of turning struggling companies into thriving ones.

From humble beginnings in a doub...