Financial Independence. Better Health. Complete Freedom.
Executive Second Act - From C-Suite To Portfolio Life, By Design
Download The Executive Exit Playbook
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Executive Exit Playbook

In this ebook, you’ll get the executive exit “cheat codes” I’ve already applied in my mid-50s, insights I wish I’d had at 35, when I was still all-in on the big job. This playbook is designed for senior executives who’ve achieved career success, and now want to reclaim their health and freedom by building a portfolio career.

Instead of gambling everything on a single startup or hoping a pension will be enough, you’ll learn how to use your income, experience, and reputation to build a portfolio of assets and roles that pay you for decades. True security no longer comes from one employer or one salary—it comes from designing a system where your health, money, skills, and network work for you. That’s how you gain the freedom to choose what you do next, and when.

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Your Executive Second Act

How can I help you

With three decades as a senior executive in cybersecurity and as the builder of two global seven-figure businesses, my focus is now helping midlife executives reclaim their health and freedom by building a portfolio career.It starts with a clear corporate exit plan, followed by a practical system to generate multiple income streams from assets—just as I’ve done myself. No wasted time searching for answers; I’ll give you the shortcuts I used to create lasting income and freedom.Ready to retire early and live the life of your dreams?

Reclaim Your Health & Freedom

Reclaim Your Health & Freedom

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Design Your Portfolio Career

Design Your Portfolio Career

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Speaking Engagements

Speaking Engagements

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My Philosophy

True freedom doesn’t come from one more promotion; it comes from designing a life where your assets, skills and relationships work for you. With a proven system you can pivot from a single, fragile income to a resilient portfolio career that funds your lifestyle. When we pair purpose, with physical and mental wellness, we create the only edge that really lasts, the capacity to choose our next chapter on our own terms

Testimonials

Client Success Stories

winning at life and in business

  • Saira Hassan, Venture CISO

    Standard Chartered Bank, SC Ventures
    "thought provoking and growth inspiring development masterclass in how to stand out from the crowd! So glad I signed up. I landed my first CISO role"

  • Elcin Biren, Founder @ Swiss Cyber Smart

    Swiss Cyber Smart
    "Darren provided me with actionable tools and strategies to lead with unshakable confidence and strike out on my own to build my own business, very grateful"

  • Francesco Chiarini, Multi-business Founder

    Cyber Resilience Academy, High Value Target,
    "I've now started two of my own businesses, along side my successful career. Darren inspired me to take the leap and now with his ongoing mentorship everything is possible"

  • Natasha Passley, Consulting Partner Cybersecurity

    KPMG
    "for those aspiring executives who want to accelerate their career and position themselves as thought leaders in their niche"

  • Jayson O’Reilly, Managing Director Cybersecurity

    Virtual CISO
    "any aspiring CISO or seasoned CISO wanting the right tools and approaches for their organisation will learn so much"

  • Krzysztof Kostienko, CISO APAC

    Morgan Stanley
    "this intensive 8-week program will give you a toolkit and a very practical advice to support you on a journey to become a world-class CISO"
Positive Impact on an International Stage
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Quit Your High Paying Job With Confidence. Reclaim Your Freedom And Health. Join The Next Masterclass To Build A Portfolio Career For Your Second Act

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