In Search Of Excellence

Divorce lawyer Jim Sexton has spent nearly 30 years watching marriages fall apart - and he knows the mistakes couples make long before they ever enter a courtroom.

In Part 2 of my conversation with Jim Sexton, one of the country’s most experienced divorce attorneys, we go deep on marriage, divorce, prenups, monogamy, sexual compatibility, dating, choosing the right partner, divorce statistics, and what actually makes relationships last.

Jim has represented executives, entrepreneurs, CEOs, athletes, celebrities, and high-net-worth families through some of the most difficult divorces imaginable. After decades on the front lines of family law - and after going through divorce himself - he has developed some fascinating and sometimes controversial views about love, marriage, sex, money, and relationships.

We talk about why getting married may be one of the most legally significant decisions you’ll ever make, despite most people having almost no idea what they are legally agreeing to.

Jim explains why the best divorce lawyer may actually be the lawyer who keeps you out of court, why spending $10,000 fighting over $5,000 makes no sense, and why divorce should eventually be approached more like a business transaction than an emotional battle.

We discuss whether prenups are unromantic, whether they actually hold up in court, and why Jim argues that a thoughtfully constructed prenup can actually create greater emotional and financial safety in a marriage.

Then we get into some of the most controversial research and observations surrounding sexual history, sexual satisfaction, monogamy, marriage success, and divorce.

It’s a conversation about how to choose the right person, build a stronger relationship, understand what marriage actually means, and avoid mistakes that can cost you emotionally and financially for years.

TIMESTAMPS

00:00 — The legal reality of marriage almost nobody understands
05:45 — Why a great divorce lawyer may actually keep you OUT of court
12:53 — How to find a great divorce attorney without trusting Google rankings
18:44 — The “Sopranos strategy” before divorce—and why Jim says it can backfire
24:27 — Why Jim Sexton says every first date is basically a sales call
29:59 — The fear that stops people from making the move they actually want
34:20 — The 3 real reasons people get married
41:30 — Who probably should NOT get married
46:07 — “Everyone has a prenup” — Jim explains what most couples don't realize
51:41 — How long should you date before getting married?
59:38 — Do more sexual partners increase the likelihood of divorce?
1:07:42 — Jim's controversial definition of successful monogamy
1:20:11 — Why divorce rates rise dramatically after the first marriage
1:31:12 — Do prenups actually work? What they can—and cannot—protect

ABOUT JIM SEXTON

Jim Sexton is a veteran matrimonial and divorce attorney with nearly three decades of experience handling complicated divorce, custody, financial, and family-law disputes.

Throughout his career, Jim has represented high-net-worth individuals, entrepreneurs, CEOs, executives, athletes, and celebrities while developing a reputation as an experienced courtroom strategist and negotiator.

ABOUT RANDALL KAPLAN

Randall Kaplan is a serial entrepreneur, venture capitalist, executive coach, co-founder of Akamai Technologies, founder and CEO of JUMP Investors, and host of the In Search of Excellence podcast.

Through his Extreme Preparation™ methodology, Randall helps founders, executives, business owners, entrepreneurs, and ambitious professionals improve their strategy, communication, preparation, decision-making, and execution so they can achieve extraordinary results in business and life.

WHAT DO YOU THINK?

Should everyone get a prenup before getting married?
How long should couples date before marriage?
And what matters most to a successful long-term relationship: love, compatibility, communication, sexual chemistry, financial compatibility—or something else entirely?

WANT TO WORK ONE-ON-ONE WITH ME?

I privately coach a limited number of founders, executives, business owners, entrepreneurs, and other high achievers who want to elevate their careers, scale their businesses, make better decisions, and reach higher levels of success professionally and personally.

If you're ready to change your life and achieve your goals, apply here:
www.randallkaplan.com

WATCH MY EXTREME PREPARATION™ TEDx TALK
How to Get Your Dream Job with Extreme Preparation
https://www.youtube.com/watch?v=MIvlFpoLfgs

LISTEN TO IN SEARCH OF EXCELLENCE

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For more information:
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FOLLOW RANDALL

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Website: www.randallkaplan.com
1-on-1 Coaching: www.randallkaplan.com
About Randall Kaplan: Randall Kaplan is a serial entrepreneur, venture capitalist, executive coach, co-founder of Akamai Technologies, founder and CEO of JUMP Investors, and host of In Search of Excellence. Through his Extreme Preparation™ methodology, he helps founders, executives, business owners, and ambitious professionals improve strategy, communication, decision-making, and execution.

Coaching and Staying Connected:
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Jim Sexton has spent more than 25 years watching more than 1,000 couples who once loved each other divide their families, fortunes and futures – but the experiences that shaped him most happened long before he entered a courtroom. One of America’s most successful divorce lawyers opens up about growing up with an alcoholic father, nearly losing his mother throughout childhood, confronting fear, dealing with anticipatory grief, being overweight, rebuilding his body, and learning how extraordinary communication can transform relationships, negotiations and careers.

James “Jim” Sexton is one of America’s most prominent divorce lawyers, a bestselling author and one of the internet’s most widely watched voices on love, marriage and why relationships fall apart.

But before exploring the courtroom lessons that made him famous, Randall Kaplan takes Jim back to the experiences that created the man behind the reputation and incredible success.

The conversation also explores Jim’s struggle with weight, isolation and bullying. After reaching college, he made the decision to change his physical condition one difficult step at a time—eventually becoming a marathon runner, weightlifter and longtime Brazilian Jiu-Jitsu practitioner.

Jim then recounts his time as a hospice volunteer, including sitting with people who had no family present during their final hours and reading them stories.  He shares why he would read Winnie-the-Pooh aloud to dying patients and how those experiences taught him to keep death in his peripheral vision without allowing it to diminish his appreciation for life.

He also reveals the practice he developed of telling the people he loves how he feels before every goodbye. For Jim, it is not enough to tell someone that you love them. He believes they should also know that you fully recognize and feel their love for you.

Timestamps:
00:00 — Why a lawyer who has watched 1,000 marriages collapse still believes in love
01:44 — The chaotic childhood that trained Jim to read people instantly
08:15 — What happens when a child is repeatedly told his mother may die
14:05 — The moment Jim decided he could no longer remain the “fat kid”
20:00 — Why he volunteered to sit beside strangers as they died
24:57 — The two things Jim wants everyone he loves to know before he dies
29:43 — The letter to his late mother that uncovered a lifelong emotional wound
37:30 — Why Jim kept a tarantula beside his bed for more than 20 years
40:45 — When fear creates success—and when it begins destroying it
50:40 — The unglamorous job experience Jim requires from potential employees
57:31 — The communication skill that separates Jim from other elite lawyers
1:03:00 — Why authenticity matters more than sounding impressive
1:04:40 — What Jim learned from FBI hostage negotiator Chris Voss
1:07:00 — The storytelling secret behind Jim’s extraordinary audience retention

About Jim Sexton
James Sexton is one of the country’s most prominent and successful divorce and matrimonial attorneys. During a legal career spanning more than 25 years, he has handled over 1,000 matrimonial cases and represented high-profile individuals, business leaders and ultra-high-net-worth clients in complex family-law matters.

He is also the bestselling author of:
• If You’re in My Office, It’s Already Too Late
• How to Stay in Love

Want to Work One-on-One with Me?

I privately coach a limited number of high achievers through personalized one-on-one coaching focused on elevating careers, scaling businesses, and reaching higher levels of success both professionally and personally.

If you're ready to change your life and achieve your goals, apply here:
www.randallkaplan.com

Listen to my Extreme Preparation TEDx Talk here: https://www.youtube.com/watch?v=MIvlFpoLfgs

Listen to this episode on the go!
Apple Podcasts: https://podcasts.apple.com/us/podcast...
Spotify: https://open.spotify.com/show/23q0XIC...

For more information about this episode, visit https://www.randallkaplan.com/

Follow Randall!
Instagram: @randallkaplan
LinkedIn:  @randallkaplan
TikTok:  @randall_kaplan
Twitter / X: https://x.com/RandallKaplan
Website:  www.randallkaplan.com
1-on-1 Coaching: www.randallkaplan.com
About Randall Kaplan: Randall Kaplan is a serial entrepreneur, venture capitalist, executive coach, co-founder of Akamai Technologies, founder and CEO of JUMP Investors, and host of In Search of Excellence. Through his Extreme Preparation™ methodology, he helps founders, executives, business owners, and ambitious professionals improve strategy, communication, decision-making, and execution.

Coaching and Staying Connected:
1-on-1 Coaching | Instagram | YouTube | TikTok | LinkedIn | X

Owen Hanson went from USC athlete to international cocaine kingpin, Sinaloa cartel associate, and federal inmate serving a 21-year sentence — but his story did not end in prison. In this raw conversation with Randall Kaplan, Owen reveals how he survived addiction, cartel violence, prison PTSD, betrayal, and rock bottom before rebuilding his life through discipline, redemption, and entrepreneurship.

Owen Hanson’s story is one of the most shocking and intense redemption stories ever told on In Search of Excellence. Known as “The Cocaine Quarterback,” Owen opens up about the decisions that led him from college athletics and gambling into the world of drug trafficking, his connection to the Sinaloa cartel, and the terrifying consequences of crossing into that life.

Randall Kaplan digs deep into the moments most interviews miss: the role of relationships and connections, the work ethic that fueled Owen’s rise, the addiction that nearly killed him, and the prison sentence that ultimately saved his life.

Owen also shares what life was really like inside a federal prison — from withdrawal and six-by-eight cells to loyalty, PTSD, survival rules, and the entrepreneurial instincts that helped him build a protein ice cream business behind bars. What started with a frozen protein shake became “King Pin Creamery,” a prison-side hustle that revealed the same business instincts Owen now wants to use legally.

This episode also explores Owen’s second chance: his legal break through a Rule 35 motion, the corrupt attorney case that helped reduce his sentence, his work today speaking to athletes and at-risk youth, and his mission to prevent others from making the same mistakes.

Timestamps
00:00 - The cartel moment Owen says he will never forget
01:00 - Why USC’s network changed the direction of his life
03:08 - The work ethic behind becoming one of America’s biggest cocaine dealers
04:19 - Why Owen says prison may have saved him from dying
05:28 - The prison “dance” every inmate has to learn fast
06:47 - The loyalty question Owen still refuses to compromise on
12:21 - The day Owen considered ending his life
14:15 - How a frozen protein shake became a prison business empire
19:01 - The prison handshake deal that created a salt monopoly
23:01 - The sounds that still trigger Owen’s prison PTSD
24:21 - The legal twist that took years off his sentence
34:47 - How Mark Wahlberg became connected to The Cocaine Quarterback
38:20 - Why Owen now speaks to athletes for free
40:31 - Owen’s biggest regret, scariest moment, and message to everyone watching
46:32 - Owen’s reaction to Randall Kaplan’s Extreme Preparation

About Owen Hanson
Owen Hanson, also known as “The Cocaine Quarterback,” is a former USC athlete, entrepreneur, and the subject of the documentary The Cocaine Quarterback. After becoming involved in gambling, international drug trafficking, and the Sinaloa cartel, Owen was sentenced to more than 21 years in federal prison.

Today, Owen is focused on redemption, legal entrepreneurship, mentorship, and speaking to athletes and young people about the dangers of gambling, drugs, greed, and chasing fast money. His story is a powerful warning about how ambition without direction can destroy a life — and how discipline, accountability, and resilience can rebuild one.

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Want to Work One-on-One with Me?

I privately coach a limited number of high achievers through personalized one-on-one coaching focused on elevating careers, scaling businesses, and reaching higher levels of success both professionally and personally.

If you're ready to change your life and achieve your goals, apply here:
www.randallkaplan.com

Listen to my Extreme Preparation TEDx Talk here: https://www.youtube.com/watch?v=MIvlFpoLfgs

Listen to this episode on the go!
Apple Podcasts: https://podcasts.apple.com/us/podcast...
Spotify: https://open.spotify.com/show/23q0XIC...

For more information about this episode, visit https://www.randallkaplan.com/

Follow Randall!
Instagram: @randallkaplan
LinkedIn:  @randallkaplan
TikTok:  @randall_kaplan
Twitter / X: https://x.com/RandallKaplan
Website:  www.randallkaplan.com
1-on-1 Coaching: www.randallkaplan.com
About Randall Kaplan: Randall Kaplan is a serial entrepreneur, venture capitalist, executive coach, co-founder of Akamai Technologies, founder and CEO of JUMP Investors, and host of In Search of Excellence. Through his Extreme Preparation™ methodology, he helps founders, executives, business owners, and ambitious professionals improve strategy, communication, decision-making, and execution.

Coaching and Staying Connected:
1-on-1 Coaching | Instagram | YouTube | TikTok | LinkedIn | X

Owen Hanson went from a disciplined kid in Redondo Beach to a USC walk-on football player surrounded by celebrities, pro athletes, and power — before one bad decision became the rush he chased for years. In this raw conversation with Randall Kaplan, Owen reveals the true story behind **Netflix’s The Cocaine Quarterback**, his rise from campus hustles to a global drug and gambling operation, his connection to the Sinaloa cartel, and the prison sentence that forced him to rebuild his life.

Owen Hanson’s story is not just a crime story — it is a story about ambition, insecurity, adrenaline, ego, consequences, and redemption.

Randall Kaplan sits down with Owen for a gripping Part 1 conversation that begins with Owen’s childhood in Redondo Beach, including his father’s strict discipline, his parents’ separation, and the early emotional wounds that shaped his identity. Owen opens up about feeling abandoned, learning not to cry, and channeling pain into sports, competition, and survival.

From there, the conversation moves into Owen’s earliest signs of entrepreneurial instinct — including a childhood gambling hustle with quarters and lunch bets — before tracing how those same instincts later became dangerous when mixed with money, status, and the need to belong.

The episode also dives into Owen’s rise at USC, where he became a walk-on football player during one of the most iconic eras in college football. Surrounded by celebrities, athletes, parties, and status, Owen explains how access became power — and how that power slowly turned into a criminal network.

Randall and Owen then unpack the expansion from campus dealing to a sports betting business, then to international money movement, cartel connections, Australia, cocaine, laundering schemes, and the moment everything began closing in.

Timestamps
00:00 - The moment Owen realized he was in too deep
00:42 - How a USC athlete became connected to the Sinaloa cartel
01:52 - The childhood wound Owen says shaped everything
07:00 - The 11-year-old hustle that revealed his future instincts
10:54 - The line between strategy and manipulation
16:47 - The USC setback that sent Owen to Tijuana
21:08 - The first lie that gave him the rush he chased for years
23:16 - How Owen became the only non-scholarship player to make the USC football team
25:11 - Inside the USC football celebrity machine
36:16 - The gambling customer who changed Owen’s life forever
42:38 - The million-dollar-a-day offer that pulled him overseas
1:36:39 - How prison became the beginning of Owen’s redemption

About Owen Hanson
Owen Hanson is a former USC athlete, entrepreneur, public speaker, and the subject of the Netflix documentary “The Cocaine Quarterback”, produced by Mark Wahlberg. After walking on to the USC football team during one of the most iconic eras in college football, Owen’s life took a dramatic turn as he became involved in illegal sports gambling, drug trafficking, and cartel-linked money movement.
He was ultimately sentenced to 21 years in federal prison and served 10 years before being released early. Today, Owen speaks publicly about the consequences of his choices, the psychology of addiction to risk and status, and the difficult path toward accountability, growth, and redemption.

Want to Work One-on-One with Me?

I privately coach a limited number of high achievers through personalized one-on-one coaching focused on elevating careers, scaling businesses, and reaching higher levels of success both professionally and personally.

If you're ready to change your life and achieve your goals, apply here for my One-on-One Coaching program:
www.randallkaplan.com

Listen to my Extreme Preparation TEDx Talk here: https://www.youtube.com/watch?v=MIvlFpoLfgs

Listen to this episode on the go!
Apple Podcasts: https://podcasts.apple.com/us/podcast...
Spotify: https://open.spotify.com/show/23q0XIC...

For more information about this episode, visit https://www.randallkaplan.com/

Follow Randall!
Instagram: @randallkaplan
LinkedIn:  @randallkaplan
TikTok:  @randall_kaplan
Twitter / X: https://x.com/RandallKaplan
Website:  www.randallkaplan.com
1-on-1 Coaching: www.randallkaplan.com
About Randall Kaplan: Randall Kaplan is a serial entrepreneur, venture capitalist, executive coach, co-founder of Akamai Technologies, founder and CEO of JUMP Investors, and host of In Search of Excellence. Through his Extreme Preparation™ methodology, he helps founders, executives, business owners, and ambitious professionals improve strategy, communication, decision-making, and execution.

Coaching and Staying Connected:
1-on-1 Coaching | Instagram | YouTube | TikTok | LinkedIn | X

John Mackey built Whole Foods Market from a small natural foods store into a $13.7 billion company acquired by Amazon — but his greatest lessons came from moments of crisis, not victory. From the emotional relief of going public to the life-changing impact of 9/11, the pressure of activist investors, and the cultural battle after the Amazon merger, Mackey reveals what it really takes to build a mission-driven company that lasts.

Key Takeaways
Boldness creates momentum
John Mackey says that when you begin something with purpose and determination, the world starts to shift. The money, people, and opportunities begin to appear.

Culture is built through authentic appreciation
Mackey believes appreciation is one of the simplest and most powerful ways to transform relationships, meetings, morale, and organizations.

The Amazon deal was about more than money
The Whole Foods sale was not just a financial transaction. Mackey saw it as the best stakeholder solution for customers, team members, suppliers, investors, and the future of the company.

Health is the next great frontier
Through Love Life, Mackey is now focused on holistic wellness, longevity, food, fitness, medical care, community, and helping people make more conscious choices.

Timestamps
00:00 - The “food awakening” that changed John Mackey’s life forever
00:39 - The boldness advice that shaped his entrepreneurial mindset
02:03 - What John Mackey did the day Whole Foods went public
05:04 - The terrifying 9/11 moment that changed his future
09:44 - Why going public is not the “holy grail” most founders think it is
10:14 - The mistake Whole Foods made before activist investors attacked
13:59 - The hostile meeting that forced Mackey to consider selling Whole Foods
16:30 - The question that made Amazon the answer
18:30 - What really happened when John Mackey met Jeff Bezos
22:18 - The surprising reason the $13.7B Amazon deal was all cash
28:08 - John Mackey’s honest reaction to Randall Kaplan’s Extreme Preparation™
31:15 - The simple meeting ritual Mackey says can transform company culture
37:28 - The three practices Mackey says can transform your life
41:12 - John Mackey’s next mission after Whole Foods
44:46 - The rapid-fire answers that reveal Mackey’s true definition of success

About John Mackey
John Mackey is the co-founder and former CEO of Whole Foods Market, one of the most influential grocery and natural foods companies in the world. He helped build Whole Foods from a small natural foods store into a publicly traded company that became a national leader in organic food, conscious capitalism, team-based culture, and mission-driven retail.

In 2017, Whole Foods Market was acquired by Amazon in a landmark $13.7 billion transaction, one of the most significant retail acquisitions of the decade. Mackey is also a bestselling author, entrepreneur, advocate for conscious capitalism, and founder of Love Life, a new holistic health and wellness company focused on food, fitness, longevity, medical care, emotional well-being, and community.

About the Host — Randall Kaplan

Subscribe to In Search of Excellence for more conversations with world-class entrepreneurs, founders, leaders, and high performers.
Share this episode with someone who is building a company, leading a team, or trying to become the healthiest version of themselves.

Want to Work One-on-One with Me?

I privately coach a limited number of high achievers through personalized one-on-one coaching focused on elevating careers, scaling businesses, and reaching higher levels of success both professionally and personally.

If you're ready to change your life and achieve your goals, apply here:
www.randallkaplan.com

Listen to my Extreme Preparation TEDx Talk here: https://www.youtube.com/watch?v=MIvlFpoLfgs

Listen to this episode on the go!
Apple Podcasts: https://podcasts.apple.com/us/podcast...
Spotify: https://open.spotify.com/show/23q0XIC...


Follow Randall!
Instagram: @randallkaplan
LinkedIn:  @randallkaplan
TikTok:  @randall_kaplan
Twitter / X: https://x.com/RandallKaplan
Website:  www.randallkaplan.com
1-on-1 Coaching: www.randallkaplan.com
About Randall Kaplan: Randall Kaplan is a serial entrepreneur, venture capitalist, executive coach, co-founder of Akamai Technologies, founder and CEO of JUMP Investors, and host of In Search of Excellence. Through his Extreme Preparation™ methodology, he helps founders, executives, business owners, and ambitious professionals improve strategy, communication, decision-making, and execution.

Coaching and Staying Connected:
1-on-1 Coaching | Instagram | YouTube | TikTok | LinkedIn | X