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 the edge of foreclosure to more than 45,000 coaching sessions.

Chapters 

00:00 The Comeback Begins

About the guest

Trevor McGregor, known as “Coach T.,” is the founder of Trevor McGregor International and one of the most-booked high-performance coaches in the world. A former Master Platinum Coach inside Tony Robbins’ organization, he has completed more than 45,000 one-to-one coaching sessions with clients across the globe, including investors whose portfolios total billions. He lives a life of travel and family with his wife Leesa and their three sons.

Connect with the guest

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 Guest

Jason Cheperdak is the founder of Shepherd Homes Group, the #1 real estate team in the DMV, with seven companies, a team of 80, and more than 1,100 properties under management. A former Canadian junior national bronze-medalist ice dancer, he arrived in the U.S. with $5,000, drove a forklift overnight at Walmart, became the youngest Target store manager in the country at 24, and built his first million by 30.

Chapters

00:00 Introduction: From Walmart to Real Estate Success

02:19 Building Resilience Through Hard Work

04:46 The Power of Mentorship and Mindset

09:03 Leading a $120 Million Business

12:44 Taking the Leap into Real Estate

16:33 Becoming a Millionaire at 30

17:28 Quitting During COVID and Betting on Himself

18:18 The Value of Coaching and the Right Circle

20:33 Family's Role in Entrepreneurial Success

25:07 Leaving Corporate to Build Multiple Businesses

27:01 Financial Lessons from Growth and Tax Challenges

30:07 Leading with Abundance and Purpose

32:24 Creating a Scalable Business and Lasting Legacy

36:11 Personal Growth Through Relationships

38:58 Advice for Anyone Feeling Stuck

40:17 Curiosity, Persistence, and Better Decisions

44:43 The Questions That Transform Your Life

46:38 How to Connect with Jason

In this conversation

Connect with the Guest

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 Guest

Kylee Leota is the founder of Elements 4 Success, creator of the INFINITE Leadership framework, author of INFINITE Leadership (2024), and TEDx speaker ("From Survivor to Thriver"). She built her leadership methodology from personal traumatic experience, not from theory. Single mother of three. Brisbane-based.

Chapters

0:00 Cold Open

Connect with Kylee

Website:  elements4success.com.au

LinkedIn:  linkedin.com/in/kylee-leota-leadershipexpert

Connect with Alan

Website:  thealanunderwood.com

LinkedIn:  linkedin.com/in/the-alan-underwood

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

Chapters:

00:00 — Every life has a moment that changes everything

02:34 — On paper, I had made it — but something was missing

03:41 — "Comfortable had become his ceiling"

04:51 — The real stakes — betting everything on a dream

05:28 — The question that changed everything: "Who do you want to be?"

05:58 — Stop asking WHAT — start asking WHO

06:53 — The most selfless thing a father ever did

07:42 — "An invitation he'd never given himself"

08:40 — $1M/year growth for 13 years — proof of the decision

09:52 — Why your present self is sabotaging you

10:54 — How to escape the noise and make clear decisions

11:31 — Viktor Frankl's lesson from a concentration camp

15:42 — You don't have to face it alone

Reflective questions for the listener

Connect with Alan: thealanunderwood.com

Be Present. Be Powerful. Be There.

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

Mike Tenney is a former law enforcement officer, medically retired with PTSD and major depression after twelve years on the job. He lives in Hawaii with his wife and family, where he is a soon-to-be grandfather and helps small businesses understand their financial potential. This is the first time Mike has publicly told this story.

Chapters

0:00 Introduction - A Moment That Changes Everything

2:21 The Train Accident - October 15, 2015

3:05 Arriving First on Scene

6:54 The Breaking Point - Gun to His Head

9:14 The Voice That Saved His Life

10:15 Medically Retired - Identity in Crisis

12:20 The Red Flags He Missed

13:05 Skipping the Debriefs - How It All Piled Up

15:40 Hidden Addictions as Coping Mechanisms

16:59 Anger, Shame, and the Weight of It All

18:18 Psychache - When Everything Collapses

19:38 December 8, 2018 - The Second Crisis

21:34 Locked Out of His Own Safe

24:59 God Told Me To - Wife Saves His Life on the Freeway

28:44 Hope Returns - A Dream and a New Beginning

31:09 What He Was Hiding from His Wife

33:45 Why We Hide Our Hearts - The Fear of Vulnerability

36:37 The Shocking Truth About First Responder Suicide

45:15 You Are Not Alone - Message to Those Still Struggling

49:10 Being a Cop Is Not Who I Was, It's What I Did

50:26 Choosing a Life Around What Matters

51:34 Be There - The Whole Point of the Podcast

52:22 Gratitude and Closing Thoughts

52:56 Mike Calls Alan an Earth Angel

53:32 Final Message - You Are Not Alone, You Are Loved

54:53 Exalt - A Brotherhood for High Performers

Resources Mentioned

If You or Someone You Love is Struggling

988 Suicide and Crisis Lifeline — call or text 988 in the US, or visit 988lifeline.org.

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 choose his way through it.

Reflective questions for the listener

Chapters 

00:00 The text at 3:43

Frameworks and sources credited

Call to action

Honor Jim's legacy. Volunteer as a pilot or refer someone who needs a free flight to medical care at angelflightwest.org.

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, presence, and the conversation you've been avoiding.

About the guest

Dan Brault is a business advisor and the founder of LeaderOS, where he coaches small business owners who've built something successful on the outside but are still trapped by the work on the inside. He's also a partner at Greenstone Ventures, where he operates self-storage, industrial, and multifamily assets with AI-driven underwriting. A husband, father of two, and former top-of-state powerlifter, Dan has spent the last five years rebuilding both a business and a life from the ground up.

Chapters

0:00 — The email that ended everything

3:32 — The morning the email arrived

9:18 — "She gave me thirty seconds"

13:06 — Two years of legal battle

15:07 — Why he chose 50/50 custody

18:58 — Vulnerability in the entrepreneurial marriage

19:22 — Hand over your heart — Alan's reframe

24:24 — "What if you'd done nothing?"

27:06 — The bog and the flow

32:38 — The four C's

34:17 — Five men in tears at a round table

37:31 — The problem is the path

43:12 — The conversation he'd avoided for three months

48:14 — Presence as the daily lesson

53:40 — Voting for your future self — Earl Nightingale

58:00 — If someone you love got that email today

1:03:56 — Outro — Be Present. Be Powerful. Be There.

Connect with the guest

Instagram: @itsdanbrault

Website: leaderos.co

Connect with the host

Website: thealanunderwood.com

XALT: xalt.global for founders, CEOs, and investors building at the highest altitude

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 that's keeping you stuck.

Chapters

0:00 — The Question That Changes Everything

1:24 — Seven Years of No — Sarah Blakely's Story

2:56 — What a Rut Really Is

3:51 — One Word: Decision

4:52 — From Rut to Billionaire

5:44 — The Three C's: Catch It, Challenge It, Change It

6:42 — Be There — Outro & Resources

Reflective questions for the listener

Connect with Alan

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 showing up for someone else's grief.

About the Guest

Gina Mure is a horse trainer, musician, realtor, and community connector for Freedom for Heroes, a veteran-support nonprofit founded by her husband Mike. Born with a rare form of Long QT syndrome, Gina has had 13 pacemaker implants and is the only woman in three generations of her family to live past 55. She lives in Arizona.

Chapters:

0:00 - Cold Open

3:27 — The first cardiac episode at age six

5:14 — Her dad in the doorway

7:02 — Alan's parallel: the NICU and the burden of fatherhood

11:34 — The genetic heart condition that killed her grandmother

16:35 — Teen years: running the limits of a body that doesn't keep up

19:46 — The note she wrote at nineteen

21:35 — "I couldn't fix him" — the helplessness that hurt more than the seizures

26:41 — Survivor's guilt and the boy who only got three years

29:41 — Mid-roll

30:58 — Music after fifteen years of prayer

34:38 — The joy of performing at assisted living

37:16 — "It's tough to shine"

41:24 — Freedom for Heroes

44:30 — The widow's hug at the veteran's memorial

46:32 — Maybe pacemaker number 13 was for that hug

47:56 — Her dad, her poem, and where to find Gina

53:35 — Outro

Connect with Gina

About the Be There Podcast

The Be There Podcast is a conversation about the moments that matter most — the calls, the diagnoses, the decisions, the doors that open and close — and the lessons, resources, and inspiration we can carry into the moments that matter most in our own lives. Hosted by Alan Underwood.

Work with Alan

If you're an entrepreneur, executive, or high performer wrestling with "Why am I still here?" — that's a question Alan helps people answer. Connect at thealanunderwood.com.

For founders, CEOs, and investors looking to build alongside men operating at the highest level, learn about XALT at xalt.global.

Be Present. Be Powerful. Be There.

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-minute morning practice that can change the trajectory of your year.

Chapters:

0:00 — Cold Open

0:17 —  Theme Intro

0:55 — You're on autopilot — and why

2:29 — Lizzie story

4:23 — When did the world convince you?

4:52 — The two most powerful words

7:39 — Three documented lives: Ali, McGregor, Arnold

15:23 — You're already doing this

15:53 — The 5-minute morning practice

19:25 — Why this matters

REFLECTIVE QUESTIONS FOR THE LISTENER

WORK WITH ALAN

→ thealanunderwood.com

XALT GLOBAL ALLIANCE

→ xalt.global