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Soulful CXO
Soulful CXO
82 episodes
34 minutes ago

Soulful CXO explores the intersection of technology, business, and humanity. Each episode features a thoughtful conversation with leaders who share real stories about navigating cybersecurity, leadership pressures, and personal growth. Hosted by Dr. Rebecca Wynn, a renowned CISO and cybersecurity expert, the show invites listeners to reflect on how intention, purpose, and values shape the way we lead. Through candid insights and vulnerable moments, guests reveal the challenges they have faced, the lessons they have learned, and the positive impact they strive to make in the world.

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Business
Technology
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All content for Soulful CXO is the property of Soulful CXO and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

Soulful CXO explores the intersection of technology, business, and humanity. Each episode features a thoughtful conversation with leaders who share real stories about navigating cybersecurity, leadership pressures, and personal growth. Hosted by Dr. Rebecca Wynn, a renowned CISO and cybersecurity expert, the show invites listeners to reflect on how intention, purpose, and values shape the way we lead. Through candid insights and vulnerable moments, guests reveal the challenges they have faced, the lessons they have learned, and the positive impact they strive to make in the world.

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Business
Technology
Episodes (20/82)
Soulful CXO
Career Moves: Vetting Your Next Leadership Role

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn sits down with Jack Leidecker, Chief Information Security Officer at Gong, a leading revenue intelligence platform. They discuss:

  • Challenges CISOs face in communicating cybersecurity needs to business leaders
  • How to select projects that deliver real business value
  • Writing effective business cases and navigating misaligned security strategies
  • Identifying red flags when vetting leadership roles

This episode provides actionable insights for cybersecurity leaders looking to align career moves with long-term success and business impact.


Sponsor

Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now

Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter

https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel

https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn

Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Jack Leidecker: https://www.linkedin.com/in/jackleidecker/


Resources / References

  • Adapting Without Compromising Integrity: A Leadership Lesson in Security & Politics
  • Sustaining a Feedback Culture: Advanced Techniques and Real-Life Examples
  • How to Be Successful in Navigating a New Organization

Support

Buy Me a Coffee


Hashtags

#SoulfulCXO #Leadership #ExecutiveLeadership #Cybersecurity #CISO #Technology #Business #CareerGrowth #SecurityStrategy #Resiliency

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1 month ago
14 minutes 19 seconds

Soulful CXO
Leadership Struggle: Habits that Protect Your Energy

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn speaks with Jason Elrod, Chief Information Security Officer for MultiCare Health System, a healthcare organization in the Pacific Northwest. They discuss:

  • How early programming experience and a people-first mindset helped Jason rise to leadership without a traditional college degree
  • Balancing ambition with energy and habits for long-term success
  • The importance of clear communication, setting boundaries, and taking time off to avoid burnout
  • Challenges with common hiring practices in cybersecurity and advice for those breaking into the field

This episode is a reminder that protecting your energy is essential to effective leadership.


Sponsor

Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now

Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter

https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel

https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn

Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Jason Elrod: https://www.linkedin.com/in/thejasonelrod/


Resources / References

  • Adapting Without Compromising Integrity: A Leadership Lesson in Security & Politics
  • Sustaining a Feedback Culture: Advanced Techniques and Real-Life Examples
  • How to Be Successful in Navigating a New Organization

Support

Buy Me a Coffee


Hashtags

#SoulfulCXO #Leadership #ExecutiveLeadership #Cybersecurity #CISO #Technology #Business #CareerGrowth #SecurityStrategy #Resiliency

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2 months ago
15 minutes 33 seconds

Soulful CXO
Leading Without Losing Yourself

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn speaks with Avani Desai, CEO and President of Schellman & Company, a leading CPA firm specializing in technology and security assessments. They discuss:

  • Avani’s journey from growing up as the daughter of Indian immigrants to leading a top 100 accounting firm
  • Building a successful career without compromising identity, values, or personal life
  • The importance of mentorship, prioritization, and staying aligned with purpose
  • Leading in male-dominated industries while remaining authentic and creating space for others

This episode is a powerful reminder that leadership begins with self-awareness and a clear sense of what truly matters.


Sponsor

Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now

Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter

https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel

https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social

Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Avani Desai: https://www.linkedin.com/in/avanidesai/
Avani on Twitter: https://twitter.com/avanidesai


Resources / References

  • Roadmap for Assessing and Selecting Generative AI
  • Schellman Blog
  • MyCryptoAlert App

Support

Buy Me a Coffee


Hashtags

#SoulfulCXO #Leadership #ExecutiveLeadership #Cybersecurity #CISO #Technology #Business #CareerGrowth #SecurityStrategy #Resiliency

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3 months ago
15 minutes 8 seconds

Soulful CXO
Cybersecurity Leadership: The Ongoing Struggle for a Seat at the Table

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn welcomes Jane Frankland, a leader in cybersecurity known for her expertise in leadership and promoting diversity of background and experience. They discuss:

  • The persistent challenges CISOs face in securing a seat at the leadership table
  • How effective communication and trust-building create lasting partnerships
  • Industry burnout and aligning leadership values with actions
  • The importance of fostering diverse perspectives to navigate complex cybersecurity challenges

This episode provides practical insights for leaders aiming to improve organizational impact while supporting inclusive, resilient teams.


Sponsor

Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now

Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter

https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel

https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social

Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Jane Frankland:

  • LinkedIn

Resources / References

  • Roadmap for Assessing and Selecting Generative AI
  • Gartner Predicts Nearly Half of Cybersecurity Leaders Will Change Jobs by 2025
  • ISC2 Research Finds Some Progress, But More Needs to be Done to Support Women in Cybersecurity

Support

Buy Me a Coffee


Hashtags

#SoulfulCXO #Leadership #ExecutiveLeadership #Cybersecurity #CISO #Technology #Business #CareerGrowth #SecurityStrategy #Resiliency #DiversityInTech #WomenInCybersecurity

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5 months ago
17 minutes 11 seconds

Soulful CXO
When AI Lies: The Trust Problem

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn welcomes Chris Roberts - also known as “Dr. Dark Web” - AI & Deepfake Cyber Strategist at World Wide Technology and a renowned expert in counter-threat intelligence. They discuss:

  • The hidden risks of generative AI and AI-generated misinformation
  • Data manipulation and adversarial intelligence eroding trust in digital content
  • Critical thinking, multi-source verification, and ongoing education as defenses against disinformation
  • How organizations can move beyond checkbox training to build a culture of awareness, responsibility, and vigilance

This episode offers actionable strategies for leaders to navigate the evolving AI and cybersecurity landscape.


Sponsor

Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now

Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter

https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel

https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social

Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Chris Roberts: LinkedIn
Chris Roberts Bio / Website: WWT Profile


Resources / References

  • Roadmap for Assessing and Selecting Generative AI
  • Deepfakes for Good? How AI is Powering the Next Era of Personalization
  • Deepfake Deception: Can You Trust What You See and Hear?

Support

Buy Me a Coffee


Hashtags

#SoulfulCXO #Leadership #ExecutiveLeadership #Cybersecurity #AI #Deepfakes #Technology #Business #CareerGrowth #SecurityStrategy #Resiliency #DigitalTrust #CyberAwareness

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6 months ago
14 minutes 16 seconds

Soulful CXO
Bridging the Gap Between Technical Risk and Business Risk

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn welcomes Joey Johnson, CISO at Premise Health, who brings a unique background in archaeology and hospitality to cybersecurity leadership. They discuss:

  • Aligning security with organizational strategy through strong internal relationships and understanding business risk tolerance
  • Using storytelling, not just metrics, to resonate with boards
  • Listening as one of the most powerful leadership tools
  • A human-centered approach to managing risk and enabling innovation in rapidly evolving healthcare and tech environments

This episode offers actionable insights for leaders seeking to balance technical expertise with emotional intelligence and strategic impact.


Sponsor

Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now

Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter

https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel

https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social

Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Joey Johnson: LinkedIn


Resources / References

  • Diverse Experiences: The Key to Stronger Security Leadership
  • Lead with Authenticity: Embrace Your True Self
  • Sustaining a Feedback Culture: Advanced Techniques and Real-Life Examples

Support

Buy Me a Coffee


Hashtags

#SoulfulCXO #Leadership #ExecutiveLeadership #Cybersecurity #CISO #Technology #Business #CareerGrowth #SecurityStrategy #Resiliency #HumanCenteredLeadership

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6 months ago
15 minutes 13 seconds

Soulful CXO
Clear Communication: The Key to Success in Tech Leadership

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn welcomes Randi Levin, a pioneering technology executive with leadership experience at NASA JPL, the City of Los Angeles, NBC Universal, and more. They discuss:

  • How Randi’s early career transitions shaped her leadership style
  • The importance of strategic communication and explaining the “why” behind decisions
  • Navigating challenges as women in male-dominated industries
  • Using empathy to foster trust, alignment, collaboration, and innovation
  • Overcoming barriers while implementing forward-thinking IT strategies

This episode provides actionable insights for leaders aiming to build resilient, innovative, and inclusive organizations.


Sponsor

Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now

Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter

https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel

https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social

Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Randi Levin: LinkedIn
Websites: RandiLevin.net | TheRelevanceArchitect.com


Resources / References

  • Women in Tech Accelerator

Support

Buy Me a Coffee


Hashtags

#SoulfulCXO #Leadership #ExecutiveLeadership #Technology #WomenInTech #Cybersecurity #Business #CareerGrowth #Resiliency #StrategicCommunication #Innovation

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8 months ago
15 minutes 16 seconds

Soulful CXO
Cyber Wars: How Elite Teams Stay Ahead of the Game

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn welcomes Gary Hayslip, CISO at SoftBank Investment Advisors. They discuss:

  • How elite cybersecurity teams stay ahead of constantly evolving threats
  • The critical role of proactive defense strategies, risk governance frameworks, and resilience-building techniques
  • Aligning cybersecurity initiatives with business objectives
  • Fostering executive collaboration and developing a security-focused organizational culture
  • Practical leadership advice drawn from government, military, and corporate experiences

This episode provides actionable strategies for CISOs and security professionals to strengthen cybersecurity posture while enabling business success.


Sponsor

Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now

Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter

https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel

https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social

Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Gary Hayslip: LinkedIn
Website: CISO DRG Biography


Resources / References

  • Gary Hayslip’s Books, CISO Reference Guides

Support

Buy Me a Coffee


Hashtags

#SoulfulCXO #Leadership #ExecutiveLeadership #Cybersecurity #CISO #Technology #Business #CareerGrowth #SecurityCulture #RiskManagement #Resiliency

Show more...
9 months ago
15 minutes 37 seconds

Soulful CXO
Cybersecurity Leadership: Balancing Risk, Growth, and Strategy

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn welcomes Todd Fitzgerald, Founder & Chief Strategy Officer of CISO Spotlight. They discuss:

  • Mastering cybersecurity leadership and aligning initiatives with business goals
  • Balancing technical priorities with strategic leadership responsibilities
  • Leveraging frameworks like NIST and ISO to build structured, resilient security programs
  • Using risk-based approaches to foster trust with executives and boards
  • Empowering teams through collaboration, innovation, and adaptability in a rapidly evolving field

This episode provides practical strategies and insights for cybersecurity leaders to elevate programs and deliver measurable business value.


Sponsor

Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now

Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter

https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel

https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social

Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Todd Fitzgerald: LinkedIn


Resources / References

  • CISO COMPASS — Navigating Cybersecurity Leadership Challenges
  • The Privacy Leader Compass — Building and Leading Practical Privacy Programs

Support

Buy Me a Coffee


Hashtags

#SoulfulCXO #Leadership #Cybersecurity #CISO #Technology #ExecutiveLeadership #Business #CareerGrowth #Innovation #RiskManagement #SecurityPrograms

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9 months ago
16 minutes 27 seconds

Soulful CXO
Elevate Your Leadership: Unlock Your True Potential

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn welcomes executive coach Debra Benton to discuss the critical role of executive presence in leadership. They explore:

  • How to be memorable, credible, and trusted as a leader
  • Developing authenticity and confidence without arrogance
  • Aligning words and actions to inspire and motivate teams
  • Fostering consideration, self-esteem, and adaptability in leadership styles
  • Overcoming imposter syndrome while enhancing leadership effectiveness

Debra shares practical strategies to help leaders elevate their influence and foster a positive organizational culture.


Sponsor

Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now

Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter

https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel

https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social

Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Debra Benton: LinkedIn | Twitter | Facebook


Resources / References

  • Executive Presence for the Modern Leader
  • An Introvert's Guide to Networking
  • Secrets of A CEO Coach
  • How to Think Like a CEO

Support

Buy Me a Coffee


Hashtags

#SoulfulCXO #Leadership #ExecutivePresence #CISO #Cybersecurity #Business #CareerGrowth #ProfessionalDevelopment #LeadershipCoaching #ExecutiveCoaching

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10 months ago
12 minutes 1 second

Soulful CXO
Thrive: Proven Paths to Career Growth

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn sits down with Jennifer Brick, CEO and Founder of Capdeca Solutions and known as “Your New Career Bestie” on YouTube. Jennifer discusses:

  • How misaligned hiring practices, unclear role expectations, and toxic workplace cultures drive employee turnover
  • Leadership strategies to foster autonomy, trust, and respect
  • Building stronger teams and healthier organizational cultures
  • Practical steps for both business leaders and job seekers to reduce churn and create thriving workplaces

Sponsor

Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now

Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter

https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel

https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social

Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Jennifer Brick: LinkedIn | YouTube | TikTok | Instagram | Website


Resources / References

  • Career Glow Up (Book)

Support

Buy Me a Coffee


Hashtags

#SoulfulCXO #Leadership #Culture #EmployeeEngagement #CareerGrowth #ProfessionalDevelopment #ExecutiveLeadership #WorkplaceWellness #TeamBuilding #CISO

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11 months ago
16 minutes 22 seconds

Soulful CXO
Job Search Mastery: The Key Focus Areas for Success

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn sits down with Caroline Wong, Chief Strategy Officer at Cobalt. They discuss:
• Navigating the complexities of the job search process
• Crafting tailored resumes, leveraging professional networks, and preparing effectively for interviews
• Evaluating potential employers and assessing organizational culture
• Embracing change as a constant and maintaining a positive mindset throughout career transitions

This episode provides valuable insights for executives and leaders looking to improve career strategy, job search effectiveness, and organizational assessment skills.


Sponsor
Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now
Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter
https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel
https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social
Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Caroline Wong: https://www.linkedin.com/in/carolinewmwong


Resources / References
• Caroline Wong’s Courses: https://www.linkedin.com/learning/instructors/caroline-wong
• Caroline Wong’s Book: Security Metrics, A Beginner's Guide — https://a.co/d/391G2nH


Support
Buy Me a Coffee: https://www.buymeacoffee.com/soulfulcxo


Hashtags
#SoulfulCXO #Leadership #CareerGrowth #JobSearch #ProfessionalDevelopment #ExecutiveLeadership #OrganizationalCulture #CareerStrategy #TeamBuilding #Resiliency

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1 year ago
15 minutes 34 seconds

Soulful CXO
AI in Cybersecurity: Hero or Villain

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn sits down with Chuck Brooks, President of Brooks Consulting. They discuss:
• The double-edged role of artificial intelligence in cybersecurity — automating threat detection while posing potential risks
• Strategies to address the cybersecurity talent gap using AI
• Proactive risk management and robust cyber hygiene for businesses of all sizes
• Supply chain risks and the importance of securing interconnected systems
• Unique challenges SMBs face in navigating an evolving security landscape

This episode provides actionable insights for executives and cybersecurity leaders looking to leverage AI safely and strengthen their organization’s security posture.


Sponsor
Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now
Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter
https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel
https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social
Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Chuck Brooks:
LinkedIn: https://www.linkedin.com/in/chuckbrooks
Twitter: https://twitter.com/chuckdbrooks


Resources / References
• Inside Cyber: How AI, 5G, IoT, and Quantum Computing Will Transform Privacy and Our Security — https://a.co/d/j7Y0BGB
• Dr. Rebecca Wynn, Navigating the Future: Strategic Vision for 5G Network Security with AI and ML — https://www.linkedin.com/pulse/navigating-future-strategic-vision-5g-network-al-ml-dr-rebecca-tr0tc/


Support
Buy Me a Coffee: https://www.buymeacoffee.com/soulfulcxo


Hashtags
#SoulfulCXO #Leadership #ExecutiveLeadership #Cybersecurity #AI #Technology #Business #CareerGrowth #SecurityStrategy #Resiliency

Show more...
1 year ago
15 minutes

Soulful CXO
Actionable Strategies to Prevent Data Breaches

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn sits down with Sarah Armstrong-Smith, Chief Security Advisor at Microsoft. They discuss:
• Critical steps organizations must take to prevent data breaches and maintain business continuity
• The interconnected nature of incident response, disaster recovery, and enterprise risk management
• Debunking the myth of “black swan events” and recognizing early warning signs of major incidents
• Understanding security architecture, managing data effectively, and creating flexible, people-first response plans

This episode provides actionable strategies for executives and security leaders looking to enhance cybersecurity defenses and ensure organizational resilience.


Sponsor
Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now
Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter
https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel
https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social
Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Sarah Armstrong-Smith:
LinkedIn: https://www.linkedin.com/in/sarah-armstrong-smith
Twitter: https://twitter.com/sarahasmith75


Resources / References
• Effective Crisis Management: A Robust A-Z Guide for Demonstrating Resilience — https://www.amazon.com/Effective-Crisis-Management-Demonstrating-Experiences/dp/9355512716
• Understand the Cyber Attacker Mindset: Build a Strategic Security Programme to Counteract Threats — https://www.amazon.com/Understand-Cyber-Attacker-Mindset-Counteract/dp/1398614289


Support
Buy Me a Coffee: https://www.buymeacoffee.com/soulfulcxo


Hashtags
#SoulfulCXO #Leadership #ExecutiveLeadership #Cybersecurity #CISO #BusinessContinuity #RiskManagement #IncidentResponse #Technology #Resiliency

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1 year ago
16 minutes 41 seconds

Soulful CXO
The Life-Altering Hacking Incident That Changed Everything

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn sits down with Gary Berman, CEO of Cyberman Security. They discuss:
• Gary’s journey from victim to advocate in the fight against cybercrime
• The emotional and organizational impact of experiencing a major breach
• Lessons learned and actionable strategies for strengthening cybersecurity defenses
• Building resilience and awareness in the digital age for individuals and organizations

This episode provides insights for executives, security leaders, and professionals looking to enhance their cybersecurity posture while fostering resilience and preparedness.


Sponsor
Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now
Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter
https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel
https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social
Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Gary Berman: https://www.linkedin.com/in/gary-berman


Resources / References
• National Cybersecurity Alliance Free Events and Programs — https://staysafeonline.org/events-programs/
• CyberSecure My Business Program — https://staysafeonline.org/programs/cybersecure-my-business/
• Cybersecurity Awareness Month Resources — https://staysafeonline.org/programs/cybersecurity-awareness-month/
• Data Privacy Week Resources — https://staysafeonline.org/programs/data-privacy-week/


Support
Buy Me a Coffee: https://www.buymeacoffee.com/soulfulcxo


Hashtags
#SoulfulCXO #Leadership #ExecutiveLeadership #Cybersecurity #CISO #Resilience #Awareness #Cybercrime #BusinessContinuity #Technology

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1 year ago
15 minutes 35 seconds

Soulful CXO
Small Teams, Big Threats: Navigating Cybersecurity on a Budget

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn sits down with Lisa Plaggemier, Executive Director of the National Cybersecurity Alliance and advisor on the U.S. Secret Service Cyber Investigations Advisory Board. They discuss:
• Free resources and support for businesses and individuals from the National Cybersecurity Alliance
• Strategies to harness the benefits of technology securely and worry-free
• Programs designed to empower organizations to strengthen cybersecurity awareness
• Tools and initiatives for individuals to improve personal and professional cybersecurity practices

This episode provides actionable insights for executives, business leaders, and professionals seeking practical cybersecurity guidance and resources.


Sponsor
Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now
Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter
https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel
https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social
Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Lisa Plaggemier:
LinkedIn: https://www.linkedin.com/in/lisaplaggemier
Twitter: https://twitter.com/lisaplaggemier


Resources / References
• National Cybersecurity Alliance Free Events and Programs — https://staysafeonline.org/events-programs/
• CyberSecure My Business Program — https://staysafeonline.org/programs/cybersecure-my-business/
• Cybersecurity Awareness Month Resources — https://staysafeonline.org/programs/cybersecurity-awareness-month/
• Data Privacy Week Resources — https://staysafeonline.org/programs/data-privacy-week/


Support
Buy Me a Coffee: https://www.buymeacoffee.com/soulfulcxo


Hashtags
#SoulfulCXO #Leadership #ExecutiveLeadership #Cybersecurity #CISO #CyberAwareness #Resources #BusinessContinuity #Technology #Resiliency

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1 year ago
12 minutes 52 seconds

Soulful CXO
AI & Cybersecurity: Legal Risks and Solutions

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn sits down with Justin Daniels, WSJ & USA Today Best Selling Author and Shareholder at Baker Donelson. They discuss:
• Treating cybersecurity as a strategic risk rather than just a technical issue
• The importance of robust disaster recovery plans and modern IT infrastructures for business resilience
• Lessons from major outages and the implications for executive accountability and cyber hygiene
• Government-private sector collaboration to secure critical infrastructure and evolving cyber liability insurance
• AI due diligence considerations and vendor management in mergers, acquisitions, and tech transactions

This episode provides actionable insights for business leaders and executives seeking to integrate cybersecurity into corporate strategy and gain a competitive edge in today’s digital landscape.


Sponsor
Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now
Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter
https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel
https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social
Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Justin Daniels: https://www.linkedin.com/in/justinsdaniels


Resources / References
• Data Reimagined: Building Trust One Byte at a Time — https://www.amazon.com/Data-Reimagined-Building-Trust-Byte-ebook/dp/B0BDVQ97YQ/
• NIST CSF v2.0: Simplified Cybersecurity Guidance — https://www.linkedin.com/pulse/nist-csf-v20-simplified-cybersecurity-guidance-wynn-the-soulful-cxo-efvvc/
• NIST AI Risk Management Framework — https://www.nist.gov/itl/ai-risk-management-framework


Support
Buy Me a Coffee: https://www.buymeacoffee.com/soulfulcxo


Hashtags
#SoulfulCXO #Leadership #ExecutiveLeadership #Cybersecurity #CISO #BusinessStrategy #MergersAndAcquisitions #AI #Technology #Resiliency

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1 year ago
31 minutes 14 seconds

Soulful CXO
How to Build Trust and Inspire Collaboration

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn sits down with Scott Montgomery, Chief Customer Officer at Worldgate and WSJ & USA Today best-selling author. They discuss:
• Establishing good habits and routines, including structured daily schedules and early morning workouts, to boost performance
• Treating professional relationships as partnerships to foster collaboration and trust
• Assuming positive intentions and building strong, respectful connections in both personal and professional realms
• Strategies to enhance focus, drive success, and achieve fulfillment in leadership and life

This episode provides actionable insights for executives, leaders, and professionals looking to optimize performance and cultivate meaningful, collaborative relationships.


Sponsor
Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now
Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter
https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel
https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social
Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Scott Montgomery: https://www.linkedin.com/in/scott-montgomery-acc


Resources / References
• How Did You Get Here?: Lessons of Unconventional Success — https://www.amazon.com/How-Did-You-Here-Unconventional-ebook/dp/B0B8SVVC7B/
• Balancing Critical Thinking with Professionalism: A Guide to Constructive Feedback — https://medium.com/@soulfulcxo/balancing-critical-thinking-with-professionalism-a-guide-to-constructive-feedback-8888542a507f


Support
Buy Me a Coffee: https://www.buymeacoffee.com/soulfulcxo


Hashtags
#SoulfulCXO #Leadership #ExecutiveLeadership #CareerGrowth #ProfessionalDevelopment #Collaboration #HabitsForSuccess #TeamBuilding #Resiliency #Focus

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1 year ago
28 minutes 28 seconds

Soulful CXO
Powerful Strategies for Negotiation Success

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn sits down with Steven “Cash” Nickerson, Chairman & CEO of Nickerson Stoneleigh, Inc. and WSJ best-selling author. They discuss:
• Lifelong learning and engaging the mind to enhance leadership and negotiation skills
• Strategies for flipping the script in negotiations and managing complex relationships
• Lessons from high-profile cases, including the Elon Musk-Twitter acquisition
• Leveraging negotiation as a tool for business success and human connection

This episode provides actionable insights for executives, leaders, and professionals looking to elevate their negotiation skills, influence, and business strategy.


Sponsor
Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now
Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter
https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel
https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social
Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Cash Nickerson:
Website: https://cashnickerson.com/
LinkedIn: https://www.linkedin.com/in/stevencashnickerson/
Facebook: https://www.facebook.com/cashnickersonauthor
Twitter: https://twitter.com/cashnickerson


Resources / References
• The 7 Tensions of Negotiation — https://www.amazon.com/7-Tensions-Negotiation-Cash-Nickerson/dp/1641468505/
• Navigating Ethics in Cybersecurity — https://www.linkedin.com/pulse/navigating-ethics-cybersecurity-dr-rebecca-wynn-soulful-cxo-s02tc/


Support
Buy Me a Coffee: https://www.buymeacoffee.com/soulfulcxo


Hashtags
#SoulfulCXO #Leadership #ExecutiveLeadership #Negotiation #CareerGrowth #ProfessionalDevelopment #BusinessStrategy #Influence #TeamBuilding #Resiliency

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1 year ago
30 minutes 1 second

Soulful CXO
Using AI to Boost Your Work-Life Balance

Episode Summary:
In this episode of Soulful CXO, Dr. Rebecca Wynn sits down with Dr. Dustin Sachs, Chief Technologist and Senior Director of Programs at CyberRisk Alliance. They discuss:
• The journey from political science to leading cybersecurity initiatives for critical infrastructure
• The importance of understanding human behavior in cybersecurity and workforce dynamics
• The impact of AI on the workforce and organizational decision-making
• Work-life balance and embracing neurodiversity in the workplace

This episode provides actionable insights for executives, cybersecurity leaders, and professionals looking to align technology strategy with human-centric leadership and organizational resilience.


Sponsor
Produced in partnership with Click Solutions Group — providing cybersecurity leadership, strategy, and technology solutions for modern enterprises.
Learn more: ClickSolutionsGroup.com


🎧 Listen Now
Apple Podcasts: https://apple.co/49vptby
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire


✉️ Subscribe to the Soulful CXO Insights Newsletter
https://lnkd.in/gY76RASc


📺 Follow the Soulful CXO YouTube Channel
https://www.youtube.com/@soulfulcxo


🔗 Connect on LinkedIn / Social
Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Soulful CXO: https://www.linkedin.com/company/soulfulcxo
Dr. Dustin Sachs:
LinkedIn: https://www.linkedin.com/in/dustinsachs
Twitter: https://twitter.com/cyberriskall
Website: https://www.cyberriskalliance.com/


Resources / References
• Balancing Critical Thinking with Professionalism: A Guide to Constructive Feedback — https://medium.com/@soulfulcxo/balancing-critical-thinking-with-professionalism-a-guide-to-constructive-feedback-8888542a507f


Support
Buy Me a Coffee: https://www.buymeacoffee.com/soulfulcxo


Hashtags
#SoulfulCXO #Leadership #ExecutiveLeadership #Cybersecurity #CISO #AI #Neurodiversity #WorkplaceCulture #ProfessionalDevelopment #CareerGrowth

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1 year ago
28 minutes 49 seconds

Soulful CXO

Soulful CXO explores the intersection of technology, business, and humanity. Each episode features a thoughtful conversation with leaders who share real stories about navigating cybersecurity, leadership pressures, and personal growth. Hosted by Dr. Rebecca Wynn, a renowned CISO and cybersecurity expert, the show invites listeners to reflect on how intention, purpose, and values shape the way we lead. Through candid insights and vulnerable moments, guests reveal the challenges they have faced, the lessons they have learned, and the positive impact they strive to make in the world.