Alan Underwood

Plane Success

Business EN ↓ 50 episodes

If you find yourself weathering a storm, seeking a beacon in the fog, or simply looking for inspiration to soar higher, the Plane Success Podcast is tailored just for you. Welcome to a journey through life’s unpredictable weather, specifically crafted for those navigating the challenges of entrepreneurship and real estate investment. Get ready for heart-pounding stories, eye-opening insights, and game-changing lessons on resilience and purpose. With Alan Underwood at the helm, we’ll take flight every Monday, Wednesday, and Friday, delivering motivation and guidance to fuel your path to success...

Author

Alan Underwood

Category

Business

Podcast website

planesuccess.podbean.com

Latest episode

Jul 9, 2026

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Episodes

A Setback Is a Setup: Trevor McGregor on Losing Everything and Rebuilding 09.07.2026

Trevor McGregor had it all on the line — his savings, his retirement, even the second mortgage his parents took out on their family home. Then the business imploded, and he lost everything. In this episode, Trevor takes Alan inside rock bottom, the friend who told him “the inside of the jar can’t read the outside of the label,” the coach whose single question rebuilt his life, and the road from th...

The Hundredth Door: Jason Cheperdak on Out-Working Fear 30.06.2026

At twenty-three, Jason Cheperdak was driving a forklift overnight at Walmart, a year into marriage and a few months removed from life as a national-medalist athlete. He couldn’t see the way out. So he stopped waiting for a door to open and started finding the next handle. This is the story of ninety-nine slammed doors, a first million at thirty, and the two questions that rebuilt a life. About the...

Kylee Leota: When the Story You Tell Yourself Stops Being True 25.06.2026

Kylee Leota spent years inside an abusive marriage telling herself it wasn't that bad. Then a police officer sat across from her and said one word. Enough. The first time in years she had been seen accurately. In this conversation: the cost of self-deception, the moment of being seen, and how to stop being the character in someone else's story long enough to pick up the pen yourself. About the Gue...

Four Kids, a Mortgage, and the One Question That Changed Everything 23.06.2026

At twenty-nine, with four kids, a mortgage, and everything on the line, Alan sat on a boat at Lake Powell while his father asked him one question. It didn’t tell him what to do. It changed who he decided to become. In this solo episode, Alan reframes how you make decisions, from weighing options to deciding as your future self, and leaves you with a simple practice to start today. In this episode...

Mike Tenney: The Cost of Hiding and the Courage to Confess 18.06.2026

For twelve years, Mike Tenney carried other people's worst days as a law enforcement officer. Then his own arrived — first in a patrol car with a gun to his head, then three years later in a closet with a plan to end his life. In this conversation, Mike shares the voice that stopped him, the wife who took the wrong exit, and the long walk back to the man he was always meant to be. About the Guest...

Schedule Your Grief 16.06.2026

Two people can face the same loss and walk away with completely different lives. The variable was never the circumstance. It's the innerstance. In this solo episode, Alan tells the story of the 17 minutes between learning his mentor Jim Hesseman had passed and sitting down to coach a couple who were counting on him — and the two reframes that turned him from a man owned by grief into one who could...

The Email That Took His Kids: Dan Brault on the Conversation That Never Came 11.06.2026

Dan Brault had built a real estate empire and watched it collapse — $800,000 gone in a single quarter. Then his wife ended their marriage by email, took the kids across state lines, and refused the one thing he asked for: a conversation. In this episode, Dan tells the story he's rarely told publicly — and names the one thing that actually heals when time alone can't. A masterclass in flow, presenc...

She Failed the LSAT Twice. Then She Built a Billion-Dollar Brand. 09.06.2026

Sara Blakely heard the word "no" for seven years. She failed the LSAT twice and sold fax machines door to door before she built Spanx into a billion-dollar company. The difference wasn't talent or luck. It was a question her father asked at the dinner table every week, and one decision she made about what failure meant. In this episode, Alan unpacks how to catch, challenge, and change the story th...

13 Pacemakers. Three Generations. One Survivor. 04.06.2026

Gina Mure was six the first time doctors brought her back to life. Her grandmother died of the same heart condition. Her mother lived through it. Gina is the only one of three generations to survive past 55. After every one of her 13 pacemaker surgeries, she asks the same question: "Why am I still here?" In this episode, what 50 years of asking that question has taught her about burden, music, and...

My Daughter Was a Great Super Girl — Until the World Convinced Her She Wasn’t 02.06.2026

When Lizzie was three, she walked into the kitchen in a red cape and a blue superhero mask and declared, “I am a great super girl.” Ten years later, she stopped believing it. In this episode, Alan unpacks why intentional identity is the most underrated leverage point in any high performer’s life — what neuroscience now confirms, what Ali, McGregor, and Schwarzenegger all proved, and the five-minut...

Michael Dill on Loss, Surrender, and the Phone Call That Saved Him 28.05.2026

When Michael Dill's phone rang at 11:30 PM, his world broke open. His brother had taken his life. Six months later, his client list had collapsed from seven to one, his bank account was shrinking, and the coach who built his business on helping others could no longer help himself. In this episode of the Be There Podcast, Coach Michael Dill — Amazon bestselling author of Knock It Out of the Park Le...

Two Words That Saved My Life 31.03.2026

Five years ago, Alan Underwood sat in a truck with a handgun, ready to end his life. In that moment, two words flashed into his mind that changed everything: Be there. This is the story behind the podcast. In this trailer episode, Alan shares the moment that brought him to the edge—and the realization that pulled him back. It's a story about grief, despair, and the people we choose to stay for. Bu...

How Gratitude Can Be Your Secret Weapon Against Adversity with Linda Herzog 26.07.2024

From overcoming personal tragedies to finding her passion in leadership consulting, Linda Herzog's journey is a testament to resilience, gratitude, and helping others. Join us for an inspiring conversation filled with practical insights and stories from her impactful career in the aviation industry. Listen now to discover her unique approach to life and leadership!   Key takeaways to listen for Th...

A Unique Fusion of Aviation and Financial Savvy with Brandon Martini 24.07.2024

If you're wondering what it takes to soar in the skies, this episode is for you! We chat with Brandon Martini, an experienced pilot and co-founder of Stratus Financial, about his journey into aviation and his passion for flight training. Discover his memorable flying experiences, charitable efforts, and the vibrant community within general aviation by hitting that play button!   Key takeaways to l...

Post-Military Success Through Real Estate and Business Acquisitions with Anthony Mirabile 22.07.2024

Ignite your passion as you listen to Anthony Mirabile share his journey from a career in the Air Force to becoming a successful real estate investor and aspiring business owner. Discover how he navigates the challenges of entrepreneurship while maintaining a strong focus on family and community. This conversation is packed with actionable insights and motivational lessons, so tune in!   Key takeaw...

Advanced Air Force Engineering Skills for Everyday Applications with Dean "GOGS" Valentini 19.07.2024

In this episode, Dean "GOGS" Valentini takes us on his journey from accidental career choices to intentional financial freedom. Learn how his disciplined mindset and resilience have guided him through numerous challenges, and gain insights on how you can achieve financial freedom and success in your own career.   Key takeaways to listen for What is the role of a flight test engineer in the US Air...

From Financial Ruin to Sky-High Success with David Boggs 12.07.2024

David Boggs shares his journey from humble beginnings to becoming a successful airline pilot, discussing financial hardships, military service, and personal struggles. He highlights the transformative power of perseverance and faith, revealing how he found purpose and continues to inspire others through charitable flying and meaningful connections. Dive in!   Key takeaways to listen for Personal a...

Make Retirement the Best Time of Your Life with Bette Gardner 10.07.2024

Ready to transform your retirement into an exciting new chapter? If so, listen to Bette Gardner as she shares her transition from a high-paced professional life to a fulfilling period focused on family, hobbies, and volunteerism. Discover how to find joy, purpose, and adventure by tuning into this conversation.    Key takeaways to listen for The impact of entering a new life phase and scaling back...

Turning a Passion for Flying into Lifesaving Missions with Jeff Moorhouse CFP®, CPFATM 08.07.2024

Jeff Moorhouse CFP®, CPFATM, shares a story of how dreams can become goals and goals can become reality, especially when driven by a purpose greater than oneself. Whether you’re interested in aviation, philanthropy, or financial planning, his insights provide valuable lessons on perseverance, community service, and the importance of finding purpose in every flight.   Key takeaways to listen for Di...

Finding Purpose in High-Risk Hobbies with James Riley 05.07.2024

Tragedy can strike when we least expect it, but how we respond defines our path. Discover how a diving accident led James Riley to re-evaluate his life's purpose and embrace a deeper understanding of faith and resilience. Tune in for an inspiring conversation about turning adversity into insight and aligning actions with what truly matters.   Key takeaways to listen for The value of developing a h...

Steer Through the Skies by Mastering the 6 P's of Safe Flying with Robert Hull 03.07.2024

Be inspired by Robert Hull's journey from the apparel industry to his dedication to charitable flying and his adherence to the six P's. Learn the power of following one's passions and the commitment to preparation and continuous learning. Dial in to hear more about his adventures and the valuable lessons he's learned along the way!   Key takeaways to listen for The Six P Principle: A crucial guide...

One Activity to Help You Discover Inner Peace and Faith with Rami F. Odeh, MS, HFS 28.06.2024

Join us as Rami F. Odeh, MS, HFS, takes us on an emotional journey through his life, revealing how he transformed personal tragedies into sources of strength and inspiration. Tune in to discover how Rami overcame significant challenges, achieved recent business success, continues to find deeper meaning in life, and how you can do the same!   Key takeaways to listen for The impact of finding quiet...

Aviation Compliance Essentials for Business Owners with John Clark 26.06.2024

Learn the essential steps for aircraft owners and operators to ensure regulatory compliance, the benefits of having professional legal and tax advice, and the lessons from John Clark’s personal and professional journey that can help you avoid costly mistakes and achieve success. Dive in!   Key takeaways to listen for How early business experiences can shape future success Critical considerations f...

How One Pilot Merged Aviation and Medical Innovation with Trevor Moody 19.06.2024

Ready to be inspired by a unique blend of aviation passion and medical innovation? Join us in this episode, where we chat with Trevor Moody about what led him to merge his love for flying with a successful career in medical devices. Learn valuable lessons about resilience, the power of volunteerism, and cutting-edge medical technologies that are transforming lives by tuning in!   Key takeaways to...

The Unexpected Way Your Pilot License Can Make a Difference with David Weeks 17.06.2024

Calling all pilots, dreamers, and changemakers! Tune in for heartwarming stories of daring rescue missions, expert advice for a thriving aviation career, and actionable tips for ANYONE who wants to turn their passion into purpose. Listen to this episode with  David Weeks that’ll leave you motivated and ready to make a real difference through charitable flying!   Key takeaways to listen for How to...

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