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The Fearless Mindset

Mark Ledlow
Executive Protection
Security Industry
Leadership
Private Security
Captive Insurance
Artificial Intelligence
Estate Management
Security
Security Consulting
Remote Work
Amazon
Covid-19
Leadership Development
New York, United States
Family Office
Open Source Technology
Executive Protection Industry
Workplace Security
Privacy
Cyber Resilience

The Fearless Mindset hosted by Mark Ledlow, the founder of Ledlow Security Group. Join me as I interview the Security Industry's best and brightest to learn about the tactics and strategies they use to protect the world's wealthiest families so you can stay safe during these unprecedented times. If any questions come up or you want to get connected or recommend a guest, email Mark@LedlowSecurity.c... more

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Artwork for The Fearless Mindset

Latest Episodes

In this episode of The Fearless Mindset Podcast, host Mark Ledlow continues his conversation with captive insurance and risk-management expert Kyle Sweet about protecting businesses, family offices, and generational wealth in an increasingly unpredic... more

In this episode of The Fearless Mindset Podcast, host Mark Ledlow speaks with national security and counterterrorism expert Dexter Ingram about his decades of service across the Navy, State Department, INTERPOL, the White House, and the Global Coalit... more

In this episode of The Fearless Mindset Podcast, host Mark Ledlow speaks with Kyle Sweet, co-founder and chief strategy officer of Helio Risk, about his journey from law enforcement and litigation to entrepreneurship, captive insurance, and strategic... more

In this episode of The Fearless Mindset Podcast, host Mark Ledlow speaks with retired Navy SEAL officer, former Recon Marine, entrepreneur, and leadership expert Michael Sarraille about the experiences that shaped his warrior mindset.

Michael shares... more

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Recent Guests

Kyle Sweet
Captive insurance expert presenting on estate planning and UHNW risk management
Heliorist (referenced)
Episode: Episode 298 — Future-Proofing Wealth: Captive Insurance, Security, and Emerging AI Threats with Kyle Sweet (Part 2)
Dexter Ingram
Former State Department official; led Office of Counterviolent Extremism; advisor and nonprofit founder
In network (non-profit); Advisory Board of the International Spy Museum
Episode: Episode 297 — Mission First: Human Connection, Mentorship, and Leadership in National Security with Dexter Ingram (Part 1)
Mike Sarraille
Former Recon Marine, Navy SEAL, JSOC veteran, CEO and author
Talent War Group; Overwatch Mission Critical; Fox News contributor
Episode: Episode 295 - From Recon Marine to Navy SEAL: The Warrior Mindset, Elite Leadership, and Business Resilience with Michael Sarraille
Forhad Razzaque
Executive at Integras
Integras
Episode: Episode 291- Building Relationships, Marketing, and the Future of Executive Protection with Forhad Razzaque (Part 2)
Eddie Sorrells
President of ASIS International
ASIS International
Episode: Episode 290 - ASIS President Eddie Sorrells on Transformation, Next-Gen Leadership, and Becoming a Total Risk Partner
Michael Gips
Security industry leader, with Kroll Enterprises Consulting
Kroll
Episode: Episode 287 - Navigating AI, Crypto Risk, and Next-Gen Wellbeing in Security Leadership with Michael Gips
Jonathan Perillo
Executive at Safest, Marine Corps veteran
Safest
Episode: Episode 286 - Finding a Common Language in Security: Risk, AI, and Leading Through Uncertainty with Jonathan Perillo
Chris Stitt
Entrepreneur and author; Crisis Lead founder; former U.S. government security official
Crisis Lead; Scaling Pyramids (author); former Diplomatic Security Service
Episode: Episode 285 - Entrepreneurship, Leadership Development, and Navigating Polarization with Christopher Stitt
Mike Gibbs
Lawyer and security subject matter expert; author of a security-focused book
Kroll
Episode: Episode 284 - Michael Gips on Building Best-in-Class Security Programs and Guiding the Next Generation Through Information Overload

Host

Mark Ledlow
Host of The Fearless Mindset

Reviews

5.0 out of 5 stars from 19 ratings
  • Love the Deep Dive into Execution Protection Talk

    love to hear the feedback from the Audience

    Apple Podcasts
    5
    007Podcaster
    United States4 years ago
  • Love this show

    Fantastic advice and guests on this show

    Apple Podcasts
    5
    Youdu ey
    United States6 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Shows are well-paced with a focus on leadership and strategy.
Guests bring practical, real-world experiences to complex risk scenarios.
Content is valuable for networking and business-building in security.
Listeners appreciate actionable security leadership insights.

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Talking Points

Recent interactions between the hosts and their guests.

Episode 298 — Future-Proofing Wealth: Captive Insurance, Security, and Emerging AI Threats with Kyle Sweet (Part 2)
Q: What role should security professionals play in captive board governance?
Security experts should be regular, ongoing participants in captive board meetings, reporting on enterprise risk and helping translate risk insights into actionable governance decisions and insurance spend optimization.
Episode 298 — Future-Proofing Wealth: Captive Insurance, Security, and Emerging AI Threats with Kyle Sweet (Part 2)
Q: How does AI risk influence security planning for UHNW families?
AI introduces new reputational and operational risks, including manipulated digital content and misinformation; proactive risk modeling, scenario planning, and ongoing collaboration with security and risk professionals are essential to anticipate and mitigate these threats.
Episode 298 — Future-Proofing Wealth: Captive Insurance, Security, and Emerging AI Threats with Kyle Sweet (Part 2)
Q: What makes captive insurance attractive to family offices and UHNW individuals?
Captive insurance provides a controllable, scalable way to manage both risk and cost, turning insurance spend into a potential revenue-like engine that supports diversification across a portfolio of assets while enabling tax-efficient wealth transmission and stronger governance through formal board oversight.
Episode 295 - From Recon Marine to Navy SEAL: The Warrior Mindset, Elite Leadership, and Business Resilience with Michael Sarraille
Q: What advice does he offer to veterans entering the private sector?
Be patient, explore different roles and cultures, network broadly (including with non-veterans), and 'fake it' until you develop genuine expertise while finding a culture that fits your values and goals.
Episode 295 - From Recon Marine to Navy SEAL: The Warrior Mindset, Elite Leadership, and Business Resilience with Michael Sarraille
Q: What is the core mindset that keeps veterans effective after leaving the service?
The guest emphasizes a growth-oriented warrior mindset that focuses on accountability, adaptability, and serving as a high-integrity leader who can drive outcomes in any field, not just the military.

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Frequently Asked Questions About The Fearless Mindset

What is The Fearless Mindset about and what kind of topics does it cover?

A security-focused interview series that blends hands-on protection, leadership development, and entrepreneurial growth. Episodes frequently explore building multi-venture businesses around executive protection, media, and training tools, with guests sharing real-world risk perspectives, client storytelling, and how technology such as AI is reshaping protective practices. A standout pattern is pairing operational experience with media and events strategy—often discussing conferences, branding, and ways to scale impact beyond traditional security roles. This mix makes it useful for listeners who want practical leadership guidance, risk advisory insight, and inspiration for turning security expertise into broader ventures.

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Which podcasts are similar to The Fearless Mindset?

These podcasts share a similar audience with The Fearless Mindset:

1. Executive Protection Insights
2. The Shawn Ryan Show

How many episodes of The Fearless Mindset are there?

The Fearless Mindset launched 6 years ago and published 293 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on The Fearless Mindset?

Recent guests on The Fearless Mindset include:

1. Kyle Sweet
2. Dexter Ingram
3. Mike Sarraille
4. Forhad Razzaque
5. Eddie Sorrells
6. Michael Gips
7. Jonathan Perillo
8. Chris Stitt

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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