5 People You Meet In Cybersecurity - David Shipley Interviews Amy Lee

In this special Cybersecurity Today weekend interview, host David Shipley speaks with Amy Yee about leadership, resilience, and the human side of cybersecurity.

Amy shares her remarkable journey from electrical engineering and venture capital to becoming the inaugural Chief Digital Officer at Accreditation Canada and Health Standards Organization, where she helped build the digital foundation used by hundreds of healthcare organizations across Canada.

The conversation takes a deeply personal turn as Amy recounts leading through a ransomware attack that struck her organization before tabletop exercises and incident-response planning had become routine. She describes the chaos of the first 48 hours, the emotional toll on staff, the difficult weeks that followed, and the lessons learned during a 60-day recovery effort.

Amy also discusses her popular conference talk inspired by Mitch Albom's The Five People You Meet in Heaven, reimagined for cybersecurity. She explores five people every cyber professional encounters during their career: the person they protected, the person who challenged them, the person who gave them a chance, the person they failed, and the person they inspired.

This is a conversation about cybersecurity, leadership, resilience, mentorship, and finding meaning in a profession that often works behind the scenes.

Topics covered:

Ransomware incident response
Cybersecurity leadership
Healthcare cybersecurity
Digital transformation
Executive crisis management
Building cyber resilience
Career growth in technology
Mentorship and leadership lessons
The human side of cybersecurity

Guest: Amy Yee
Host: David Shipley
Podcast: Cybersecurity Today

#Cybersecurity #Ransomware #Leadership #

Chapters

00:00 Weekend Show Intro
01:22 Amy's Career Origin
02:13 Becoming Chief Digital Officer
03:56 Ransomware Wake Up Call
06:46 Inside the First 48 Hours
08:26 The Low Point Weeks In
10:57 Finding a Path Forward
11:55 Leadership Lessons After Incidents
15:01 Five People in Cyber
17:16 Invisible Impact and Resilience
19:38 The Five Archetypes Explained
21:42 Stories From the Community
24:14 Wired for Change Podcast
27:30 Advice to Younger Amy
28:49 Closing and Off Mic Wrap

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