Episode Summary:
Dr. Rebecca Wynn speaks with Jim Routh, an icon in the cybersecurity industry whose leadership has shaped some of the most influential security programs in the world. In 2003, Jim became the first-ever Chief Information Security Officer (CISO) at American Express, followed by CISO roles at DTCC, KPMG, Aetna, CVS Health, and MassMutual. At Aetna, he built one of the most mature converged security programs in the private sector. Ballistic Ventures+1

Jim has served as Board Chair of H-ISAC, Board Member of FS-ISAC, and has been honored with numerous awards including the CSO Hall of Fame, ISE Luminary Award, SINET Impact Award, BITS Leadership Award, and twice Information Security Executive of the Year. Ballistic Ventures+2SINET+2

In this episode, Dr. Wynn and Jim explore leadership mindsets, resilience strategies, and the true meaning of executive alignment in cybersecurity.

Episode highlights include:
• Why he relates being a CISO to “sleeping like a baby”
• Why managing expectations is more important than meeting expectations
• How to find your allies in the Board and Executive 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://podcasts.apple.com/us/podcast/soulful-cxo/id1680649397
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire

🔗 Connect on LinkedIn / Social

Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Jim Routh: https://www.linkedin.com/in/jmrouth/ Ballistic Ventures

Support

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

Resources / References
(No additional resources provided for this episode)

Hashtags

#SoulfulCXO #CyberSecurity #Leadership #CyberResilience #CISO #RiskManagement #ExecutiveInsight #BoardLeadership #SecurityStrategy #ResilienceMindset

Episode Summary:
Dr. Rebecca Wynn speaks with Theresa “Terry” Grafenstine, a globally recognized leader in the audit profession and a respected voice in cybersecurity, risk, governance, and leadership. Terry has been named one of Security Magazine’s Top 10 Security Professionals (2021) and one of the Top Ten Audit Thought Leaders of the Decade by the Institute of Internal Auditors (IIA), which also inducted her into its Hall of Distinguished Practitioners.

She has advanced the audit and accounting community through her service on the IIA’s North American and Global Boards of Directors, the AICPA Board of Directors, and as Global Chair of ISACA. Her career includes leadership roles at Citi and Deloitte, and she served as the Inspector General of the U.S. House of Representatives (2009–2017). Terry also contributed to PenFed’s Supervisory Committee, serving as Chairwoman from 2014–2018.

In this episode, Dr. Wynn and Terry share candid, humorous, and deeply practical leadership insights rooted in real-world experience.

Episode highlights include:
• How to build trust in a new organization
• Communicating effectively with stakeholders
• Setting boundaries as a leader

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://podcasts.apple.com/us/podcast/soulful-cxo/id1680649397
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire

🔗 Connect on LinkedIn / Social

Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Terry Grafenstine: https://www.linkedin.com/in/terry-grafenstine/

Support

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

Resources / References
(No additional resources provided for this episode)

Hashtags

#SoulfulCXO #Leadership #CyberSecurity #RiskManagement #AuditLeadership #Governance #ExecutiveInsight #WomenInLeadership #TrustBuilding #ProfessionalGrowth #ISACA #IIA #CISO #AICPA

Episode Summary:
Dr. Rebecca Wynn speaks with Dr. Ann Cavoukian, one of the world’s leading privacy experts and the creator of Privacy by Design (PbD). Dr. Cavoukian served three terms as Ontario’s Information & Privacy Commissioner and now leads the Privacy by Design Centre of Excellence. Her groundbreaking work embedding privacy into technology, systems, and business processes has become an internationally recognized standard, adopted globally and translated into more than 40 languages.

In this episode, Dr. Wynn and Dr. Cavoukian explore the practical meaning of Privacy by Design, how it has shaped modern privacy thinking, and where organizations still struggle to apply these principles effectively.

Episode highlights include:
• The core principles of Privacy by Design and why it was created
• How Privacy by Design was integrated into the Sidewalk Labs project
• Whether Privacy by Design is primarily a legislative, technology, or people issue

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://podcasts.apple.com/us/podcast/soulful-cxo/id1680649397
Spotify: https://open.spotify.com/show/4DJ67GCpreXLgy2VSa5Ire

🔗 Connect on LinkedIn / Social

Dr. Rebecca Wynn: https://www.linkedin.com/in/RebeccaWynnCISSP
Dr. Ann Cavoukian: https://www.linkedin.com/in/anncavoukian/
Global Privacy & Security by Design Centre: https://www.gpsbydesign.org

Support

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

Resources / References
(No additional resources provided for this episode)

Hashtags

#SoulfulCXO #PrivacyByDesign #DataPrivacy #CyberSecurity #Leadership #PrivacyEngineering #RiskManagement #ExecutiveInsight #Privacy #Compliance #Security #Risk #CISO