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Darrin DeStasio is a sales leader, author, and Co-Founder of Horizon Five, with more than 25 years of experience helping enterprise organizations turn strategy into measurable business outcomes.
As a Transformation Principal at Horizon Five, Darrin works with leaders across Finance, HR, and Supply Chain to bridge the gap between data strategy and execution. His approach brings together technology, governance, and people to drive meaningful, lasting transformation.
Drawing on 27 years of experience with companies including Oracle, IBM, Demandware, and Alteryx, Darrin authored Sell the Hole, Not the Drill: What Top Sales Performers Do Differently. His philosophy challenges sales professionals to move beyond product features and focus on understanding customer needs, earning trust, and delivering outcomes that genuinely matter.
SHOW SUMMARY
In this episode of the Selling From the Heart Podcast, Larry Levine and Darrell Amy welcome Darrin DeStasio, author of Sell the Hole, Not the Drill, to explore what top-performing sales professionals do differently.
Darrin challenges salespeople to stop selling features and start solving problems. He explains why the best sales conversations begin with curiosity rather than persuasion, how to avoid the demo trap, and why understanding a customer's personal motivations is just as important as identifying their business challenges.
The conversation also explores the habits behind consistent sales performance. From researching prospects and asking better questions to establishing mutually agreed-upon next steps, Darrin shares practical ways to make every customer interaction more meaningful.
He also reveals how working backward from sales goals, understanding conversion rates, and building a disciplined activity plan helped him predict his own performance with remarkable accuracy.
At the heart of the conversation is a powerful reminder: “Amateurs wing it. Professionals plan.”
If you want to build stronger customer relationships, improve your sales execution, and become a trusted advisor instead of another product-focused salesperson, this episode offers a practical roadmap.
KEY TAKEAWAYS
HIGHLIGHT QUOTES
ADDITIONAL RESOURCES
Explore the secrets of heart-centered leadership and thriving workplace cultures with Culture from the Heart Podcast! Nominate a visionary CEO at https://culturefromtheheart.com/Home
Get Larry's New Book: Selling Food from the Heart, https://a.co/d/07dzlMx8
Subscribe to The Selling from the Heart Podcast Youtube Channel! Stay updated with the latest episodes and leadership tips: https://www.youtube.com/c/sellingfromtheheart/
Get Your Daily Dose of Inspiration:
https://www.sellingfromtheheart.net/daily
Dr. Stephanie Duguid is a Leadership Culture Strategist, keynote speaker, author, and founder of Do Good Leadership. With three decades of experience in education, leadership, and human performance, she helps organizations strengthen communication, build trust, and create healthier workplace cultures where people feel valued and empowered to thrive.
Her work focuses on intentional leadership, emotional intelligence, and the power of relationships to shape organizational culture. Through practical strategies, Dr. Stephanie helps leaders reduce miscommunication, strengthen teams, and lead with greater clarity, authenticity, and purpose.
SHOW SUMMARY
In this episode of Selling from the Heart, Larry Levine and Darrell Amy welcome Dr. Stephanie Duguid to explore intentional communication, emotional intelligence, trust, and the habits that strengthen relationships.
Dr. Stephanie defines selling from the heart as service rather than transaction. Instead of focusing on delivering a pitch or closing a deal, sales professionals should listen closely enough to understand what the customer truly needs—and be honest about whether they can help.
She explains why genuine listening requires presence, curiosity, and the willingness to stop preparing your response while someone else is speaking. The conversation also explores how to respond rather than react when facing rejection, pressure, or difficult conversations. A pause, a breath, and greater awareness of tone and body language can change the direction of an interaction.
Ultimately, Dr. Stephanie emphasizes three practices that strengthen relationships and workplace culture: communication, connection, and consistency. When people feel heard, valued, and safe to speak honestly, trust has room to grow.
KEY TAKEAWAYS
HIGHLIGHT QUOTES
ADDITIONAL RESOURCES
Explore the secrets of heart-centered leadership and thriving workplace cultures with Culture from the Heart Podcast! Nominate a visionary CEO at https://culturefromtheheart.com/Home
Get Larry's New Book: Selling Food from the Heart, https://a.co/d/07dzlMx8
Subscribe to The Selling from the Heart Podcast Youtube Channel! Stay updated with the latest episodes and leadership tips: https://www.youtube.com/c/sellingfromtheheart/
Get Your Daily Dose of Inspiration:
https://www.sellingfromtheheart.net/daily
Kieran Read is one of the most accomplished leaders in rugby history and the founder of Kieran Read Leadership. During his 15-year professional career, Kieran captained New Zealand’s legendary All Blacks 52 times, earned 127 international caps, won two Rugby World Cup championships, and was named World Rugby Player of the Year in 2013.
Today, Kieran helps leaders and organizations build high-performing teams through intentional leadership, trust, resilience, and accountability. Drawing from his experience leading one of the world’s most successful sports teams, he equips executives and teams with practical strategies to navigate pressure, strengthen culture, and achieve sustained excellence.
SHOW SUMMARY
In this episode of Selling from the Heart, Larry Levine and Darrell Amy welcome former All Blacks captain Kieran Read for a conversation about preparation, performance, leadership, trust, accountability, and the mindset required to consistently perform at a high level.
Drawing from his years competing at the highest level of professional rugby, Kieran explains why preparation creates the foundation for performance. Routines, habits, practice, and analysis help professionals prepare for pressure before the pressure arrives.
But performance is only part of the cycle. Kieran emphasizes the importance of reflection—looking honestly at what worked, what didn't, and identifying the critical few improvements that can elevate the next performance.
The conversation also explores the human side of high-performing teams. Talent alone isn't enough. Trust, genuine connection, communication, and care create an environment where people can challenge one another, give honest feedback, and hold each other accountable.
Finally, Kieran shares how he learned to manage pressure in real time by controlling his self-talk, staying present, and repeatedly returning his attention to the next task.
For sales professionals, the parallel is powerful: you can't control every buyer, outcome, or setback—but you can control how you prepare, how you respond, and what you do next.
KEY TAKEAWAYS
HIGHLIGHT QUOTES
ADDITIONAL RESOURCES
Explore the secrets of heart-centered leadership and thriving workplace cultures with Culture from the Heart Podcast! Nominate a visionary CEO at https://culturefromtheheart.com/Home
Get Larry's New Book: Selling Food from the Heart, https://a.co/d/07dzlMx8
Subscribe to The Selling from the Heart Podcast Youtube Channel! Stay updated with the latest episodes and leadership tips: https://www.youtube.com/c/sellingfromtheheart/
Get Your Daily Dose of Inspiration:
https://www.sellingfromtheheart.net/daily
Simon Severino is the Founder and CEO of Strategy Sprints, where he helps B2B founders and business leaders accelerate sales, increase profitability, and build companies that can scale without burning out their teams.
Over the past two decades, Simon has helped clients generate more than $2 billion in additional revenue by simplifying strategy and focusing on disciplined execution. He is the creator of the Strategy Sprints® Method and author of Strategy Sprints: 12 Ways to Accelerate Growth for an Agile Business.
Simon is also a TEDx speaker, Forbes contributor, and host of the Strategy Sprints Podcast. His work focuses on helping leaders simplify complexity, strengthen sales processes, and create sustainable growth by concentrating on the actions that generate the greatest impact.
SHOW SUMMARY
In this episode of Selling From the Heart, Larry Levine and Darrell Amy welcome Simon Severino for a conversation about preparation, process, trust, simplification, and selling in the age of AI.
Simon defines selling as helping another person make progress. But helping someone make progress requires more than good intentions. Sales professionals need to understand the buyer's world, prepare deeply, and bring a process that can confidently guide the conversation forward. Without preparation, sellers can become reactive, overly focused on closing, and more concerned with their own pipeline than the customer's progress.
The conversation also explores why trust may become the key differentiator in the age of AI. Technology can increasingly support research, strategy, and analysis, but buyers still need trusted people who can help them execute, navigate resistance, and make meaningful change.
Simon also warns sales organizations against using AI to accelerate processes they have never clearly defined. Before automating, teams should document how they prospect, follow up, close, onboard, activate, upsell, and serve customers. Otherwise, as Simon puts it, “the AI will only scale chaos.”
Finally, Simon challenges sales professionals to simplify their offers and rethink high-volume outreach. Instead of sending hundreds of generic messages, focus on fewer prospects, understand what is relevant to them, and create communication that is thoughtful, distinctive, and human.
The message is simple: prepare better, simplify the process, build trust, and use technology to strengthen—not replace—the human side of selling.
KEY TAKEAWAYS
HIGHLIGHT QUOTES
ADDITIONAL RESOURCES
Explore the secrets of heart-centered leadership and thriving workplace cultures with Culture from the Heart Podcast! Nominate a visionary CEO at https://culturefromtheheart.com/Home
Get Larry's New Book: Selling Food from the Heart, https://a.co/d/07dzlMx8
Subscribe to The Selling from the Heart Podcast Youtube Channel! Stay updated with the latest episodes and leadership tips: https://www.youtube.com/c/sellingfromtheheart/
Get Your Daily Dose of Inspiration:
https://www.sellingfromtheheart.net/daily
Rashmi Airan is a globally recognized keynote speaker, transformation expert, and former attorney whose story of resilience, accountability, and reinvention has inspired leaders and organizations around the world.
A graduate of Columbia Law School, Rashmi built a successful career as an attorney, Wall Street investment banker, entrepreneur, and business leader before a series of decisions resulted in a federal prison sentence.
Today, Rashmi uses that experience to help leaders navigate pressure, uncertainty, and ethical challenges with greater clarity and integrity. Through her Rise Through It™ framework, she helps individuals and teams strengthen resilience, self-awareness, trust, and values-driven leadership.
SHOW SUMMARY
In this episode of Selling from the Heart, Larry Levine and Darrell Amy welcome Rashmi Airan for a powerful conversation about ethical drift, achievement, pressure, and the decisions sales professionals make when the stakes are high.
Rashmi shares how her identity became tied to achievement and how financial uncertainty and the pressure to succeed influenced decisions that eventually changed the course of her life.
She explains how fear can disguise itself as ambition, urgency, creativity, or aggressive problem-solving—making it easier to rationalize decisions that no longer align with our values.
Rashmi introduces her Clarity Loop, four questions designed to create space between pressure and action: What am I feeling? What story am I telling myself? What matters most? What choice can I own later?
Ultimately, this episode challenges sales professionals to pursue performance without sacrificing alignment, integrity, or the ability to look back and own the decisions they made.
KEY TAKEAWAYS
HIGHLIGHT QUOTES
ADDITIONAL RESOURCES
Explore the secrets of heart-centered leadership and thriving workplace cultures with Culture from the Heart Podcast! Nominate a visionary CEO at https://culturefromtheheart.com/Home
Get Larry's New Book: Selling Food from the Heart, https://a.co/d/07dzlMx8
Subscribe to The Selling from the Heart Podcast Youtube Channel! Stay updated with the latest episodes and leadership tips: https://www.youtube.com/c/sellingfromtheheart/
Get Your Daily Dose of Inspiration:
https://www.sellingfromtheheart.net/daily
Collin Henderson is a mental performance coach, speaker, author, and founder of Master Your Mindset, where he helps leaders, sales professionals, athletes, and organizations unlock peak performance by mastering the inner game.
Drawing from his experience as a Division I athlete, top-performing medical sales professional, and national sales trainer, Collin focuses on mindset, leadership, culture, and sales psychology. A seven-time author and host of the Master Your Mindset podcast, his training has been used by organizations including Nike, Microsoft, Salesforce, Amazon, Zillow, and the Los Angeles Dodgers.
Through his coaching, speaking, and writing, Collin helps people strengthen confidence, resilience, self-awareness, and the mental habits required for sustainable high performance.
SHOW SUMMARY
In this episode of Selling from the Heart, Larry Levine and Darrell Amy welcome mental performance coach Collin Henderson to explore the psychology behind sales performance and why mastering your inner game is essential to sustainable success.
Collin begins with a simple philosophy: “Never sell, serve.” He challenges sales professionals to move from an “I-centered” mindset to a “we-centered” approach focused on curiosity, value, and helping customers succeed.
The conversation explores how limiting beliefs, self-image, confidence, resilience, and self-talk influence performance long before sales techniques are put into action. Collin also introduces The Oz Method, connecting the brain to belief and curiosity, the heart to emotional connection, the lion to courage and vulnerability, and the yellow brick road to the habits and systems that make success repeatable.
Ultimately, Collin challenges sales professionals to examine the stories they repeatedly tell themselves. Your strategy matters. Your skills matter. Your market matters. But your biggest competition may still be you.
KEY TAKEAWAYS
HIGHLIGHT QUOTES
ADDITIONAL RESOURCES
Explore the secrets of heart-centered leadership and thriving workplace cultures with Culture from the Heart Podcast! Nominate a visionary CEO at https://culturefromtheheart.com/Home
Get Larry's New Book: Selling Food from the Heart, https://a.co/d/07dzlMx8
Subscribe to The Selling from the Heart Podcast Youtube Channel! Stay updated with the latest episodes and leadership tips: https://www.youtube.com/c/sellingfromtheheart/
Get Your Daily Dose of Inspiration:
https://www.sellingfromtheheart.net/daily
Lance Wright is an Addiction Recovery Specialist, TEDx speaker, author, and founder of Life Over Addiction. With more than three decades of personal recovery experience and years working professionally in behavioral health, Lance helps individuals, families, and working professionals navigate addiction, stress, identity, and personal transformation.
Through his concept of “Thought Addiction,” Lance explores how deeply rooted narratives, beliefs, and emotional conditioning can influence behavior. His work helps people reconnect with purpose, resilience, and lasting change through awareness, neuroplasticity-based practices, and honest human connection.
SHOW SUMMARY
In this episode of Selling from the Heart, Larry Levine and Darrell Amy welcome Lance Wright for a powerful conversation about high performance, addiction, validation, and the internal pressures many sales professionals carry.
Lance shares his extraordinary journey from addiction and incarceration to recovery and transformation, along with the lessons that helped him rebuild his life.
The conversation also examines a form of addiction that can easily hide behind professional success: the constant chase for validation. The next sale, ranking, award, or big win may provide a temporary high—but what happens when your sense of worth depends on achieving the next one?
Lance challenges sales professionals to separate who they are from what they achieve, recognize unhealthy coping patterns, and have the courage to seek support before those patterns become destructive.
Ultimately, this conversation is a reminder that sustainable success begins on the inside.
KEY TAKEAWAYS
HIGHLIGHT QUOTES
ADDITIONAL RESOURCES
Explore the secrets of heart-centered leadership and thriving workplace cultures with Culture from the Heart Podcast! Nominate a visionary CEO at https://culturefromtheheart.com/Home
Get Larry's New Book: Selling Food from the Heart, https://a.co/d/07dzlMx8
Subscribe to The Selling from the Heart Podcast Youtube Channel! Stay updated with the latest episodes and leadership tips: https://www.youtube.com/c/sellingfromtheheart/
Get Your Daily Dose of Inspiration:
https://www.sellingfromtheheart.net/daily
Cory Dunham is an Executive Advisor, Business Growth Strategist, Speaker, and founder of Cory Dunham Advisory. He also serves as CEO of BDB Marketing Design, LLC.
With more than 30 years of business and marketing experience, Cory helps service-based businesses grow through clearer messaging, stronger leadership alignment, and greater strategic consistency. His work focuses on closing the gap between the value a company delivers and how that value is seen, understood, trusted, and chosen in the marketplace.
Cory brings a practical, people-centered approach to helping leaders strengthen communication, clarify positioning, align their teams, and create sustainable growth.
SHOW SUMMARY
In this episode of Selling from the Heart, Larry Levine and Darrell Amy welcome Cory Dunham to explore why clarity, differentiation, and human connection are becoming increasingly important competitive advantages.
Cory explains that differentiation isn't simply about having a better product or service. Sales professionals must clearly communicate meaningful value while leaning into what technology cannot replicate—their stories, experiences, lessons, relationships, and human presence.
Drawing from his experience as a private pilot, Cory shares lessons about self-awareness, situational awareness, and making the next best decision when circumstances become overwhelming. The conversation also explores how sales professionals can use AI, video, podcasts, and social media to become more human and visible—not less.
Ultimately, Cory challenges salespeople to stop adding to the noise and get clear about who they serve, what customers value, and why they deserve a place at the table.
KEY TAKEAWAYS
HIGHLIGHT QUOTES
ADDITIONAL RESOURCES
Explore the secrets of heart-centered leadership and thriving workplace cultures with Culture from the Heart Podcast! Nominate a visionary CEO at https://culturefromtheheart.com/Home
Get Larry's New Book: Selling Food from the Heart, https://a.co/d/07dzlMx8
Subscribe to The Selling from the Heart Podcast Youtube Channel! Stay updated with the latest episodes and leadership tips: https://www.youtube.com/c/sellingfromtheheart/
Get Your Daily Dose of Inspiration:
https://www.sellingfromtheheart.net/daily
Pamela Potts is an executive coach, keynote speaker, and bestselling author of Every Leader Is a Coach.
She is the creator of the Leader Coach Approach™ and OMO Method™, helping founders and senior leaders build trust, strengthen accountability, and multiply their impact through coaching-based leadership.
With more than 25 years of experience building and scaling high-growth technology and ed-tech companies, Pamela brings a practical, human-centered approach to developing people and creating sustainable performance.
SHOW SUMMARY
In this episode of Selling from the Heart, Larry Levine and Darrell Amy welcome Pamela Potts to explore why effective sales leadership is less about directing people and more about developing them.
Pamela explains why successful salespeople don't automatically become successful leaders. Leadership requires a different skill set—listening deeply, staying curious, asking better questions, and helping people develop solutions they genuinely own.
She introduces her OMO Method: Observe, Map, and Optimize, a practical framework for coaching without judgment, uncovering what is really happening, and helping people create their own path forward.
The conversation also explores accountability, trust, consultative selling, and self-coaching. Pamela challenges leaders to stop becoming the bottleneck and become the multiplier—because great leaders don't simply manage people. They develop them.
KEY TAKEAWAYS
HIGHLIGHT QUOTES
ADDITIONAL RESOURCES
Explore the secrets of heart-centered leadership and thriving workplace cultures with Culture from the Heart Podcast! Nominate a visionary CEO at https://culturefromtheheart.com/Home
Get Larry's New Book: Selling Food from the Heart, https://a.co/d/07dzlMx8
Subscribe to The Selling from the Heart Podcast Youtube Channel! Stay updated with the latest episodes and leadership tips: https://www.youtube.com/c/sellingfromtheheart/
Get Your Daily Dose of Inspiration:
https://www.sellingfromtheheart.net/daily
Nick Reich is a leadership coach, author, and CEO of Abundant Empowerment and CoLab, where he helps leaders build high-trust, high-performance teams rooted in purpose, accountability, and human connection.
With more than two decades of experience across business, nonprofit, and social impact organizations, Nick specializes in turning complex leadership challenges into practical strategies for developing people and strengthening culture.
His upcoming book, Every Player Is Bigger Than the Program, combines storytelling, strategy, and systems thinking to challenge leaders to measure their legacy not only by what they build, but by who they build along the way.
SHOW SUMMARY
What if higher performance doesn't come from putting more pressure on people but from investing more intentionally in them?
In this episode of Selling from the Heart, Larry Levine and Darrell Amy welcome Nick Reich to explore why great sales and great leadership begin with seeing people as human beings, not titles, quotas, or sources of revenue.
Nick shares the remarkable story behind Every Player Is Bigger Than the Program. While coaching at a small charter school without a gym or established basketball program, he built a people-first culture that helped his team become the fastest in Indiana history to win a high school basketball state championship.
The conversation explores why organizations cannot demand elite performance without investing in coaching and development, why leaders must focus on the people and processes behind the numbers, and how purpose, values, and accountability shape lasting cultures.
Nick ultimately captures his philosophy in one powerful statement: “Leadership is love with standards.” Caring deeply about people doesn't mean lowering expectations. It means developing, challenging, and holding people accountable because you believe in who they can become.
KEY TAKEAWAYS
HIGHLIGHT QUOTES
ADDITIONAL RESOURCES
Explore the secrets of heart-centered leadership and thriving workplace cultures with Culture from the Heart Podcast! Nominate a visionary CEO at https://culturefromtheheart.com/Home
Get Larry's New Book: Selling Food from the Heart, https://a.co/d/07dzlMx8
Subscribe to The Selling from the Heart Podcast Youtube Channel! Stay updated with the latest episodes and leadership tips: https://www.youtube.com/c/sellingfromtheheart/
Get Your Daily Dose of Inspiration:
https://www.sellingfromtheheart.net/daily
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