Soulful CXO

By 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, lead

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FAQs about Soulful CXO:

How many episodes does Soulful CXO have?

The podcast currently has 82 episodes available.

Soulful CXO episodes:

October 21, 2025Career 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
...more
15min
September 02, 2025Leadership 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
...more
16min
August 05, 2025Leading 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
...more
16min
July 01, 2025Cybersecurity 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
...more
18min
June 03, 2025When 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
...more
15min
May 06, 2025Bridging 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
...more
16min
April 01, 2025Clear 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
...more
16min
March 04, 2025Cyber 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
...more
16min
February 04, 2025Cybersecurity 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
...more
17min
January 07, 2025Elevate 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
...more
13min

FAQs about Soulful CXO:

How many episodes does Soulful CXO have?

The podcast currently has 82 episodes available.