Season 8: Still Here • May 5, 2026
General, Cybersecurity, Innovation
Shana Cosgrove talks to Mary O’Brien, Lt. Gen (Ret.), CEO of Mary O’Brien Strategies
Host Shana Cosgrove interviews retired three-star General Mary O’Brien on Outspoken, discussing empowerment and innovation across organizations, illustrated by O’Brien’s “smart majors” story where junior officers combined existing government capabilities to solve complex problems. O’Brien recounts 38 years in uniform (34 active duty plus the Air Force Academy), why she applied to the Academy (interest in the space shuttle and college affordability), and how a STEM background in intelligence led into cybersecurity as technology, data, classified networks, and adversary threats evolved. She shares how she managed cyber safety at home, reflects on parenting during separations due to dual military careers, and advises defining your own “normal” rather than comparing to others. O’Brien describes an exciting retirement transition, recommends Ethan Mollick’s “Co-Intelligence,” and notes she has six grandchildren and supports the Cyber Guild’s workforce mission.
Quotes
- [15:26] “I do. I, you know, I love a challenging problem and I used to experiment with technology at home.” – Mary O’Brien
- [16:54] “What I found is we ended up having our own little cyber wars at home as my kids learned, especially my son, about VPNs to get around.” – Mary O’Brien
- [20:33] “My advice is, you know, what you decide is best for you, is your normal. And that There’s nothing to be gained by trying to compare yourself or allow other people who have made different choices to pass judgment on your choices.” – Mary O’Brien
Timestamps
- [00:00] Welcome to Outspoken
- [02:00] Meet Mary O’Brien
- [03:28] Smart Majors Story
- [05:06] 38 Years in Uniform
- [05:41] Why Air Force Academy
- [09:55] Academy Life Lessons
- [11:32] Into Cyber Intelligence
- [15:26] Home Cyber Parenting
- [17:58] Career and Family Normal
- [20:59] Social Media and AI Fakes
- [22:43] Retirement Transition
- [25:57] AI Book Recommendation
- [27:41] Cyber Guild Plug
- [28:11] Closing and Thanks
Resources
Relevant Links
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Live well, Shana