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Caffeinated Risk

Caffeinated Risk

Written by: McCreight & Leece
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The monthly podcast for security professionals, by security professionals.Two self proclaimed grumpy security professionals talk security risk, how they’ve managed it in the past and forward looking discussions with guests working in information security and risk management.© 2026 Caffeinated Risk Economics Management Management & Leadership Politics & Government
Episodes
  • Risk Management - Enabling the pursuit of excellence with Joe Olivarez
    May 7 2026

    Visiting the Jacobs Engineering website you'll undoubtedly encounter the phrase "challenging today", an acknowledgement that the world is much more complex than ever before. While "it ain't like it used to be" can be said of any risk manager's portfolio, Joe Olivarez became the first global security leader in Jacobs history more than a dozen years ago. How much has changed in the last 3 years, let alone 13.
    Currently the Vice President, Operational Center of Excellence for Jacobs, Joe shares a candid discussion on how risk management has changed both wholistically as a profession and more specifically with large infrastructure projects. In addition to executive leadership for a world renowned organization, Mr. Olivarez is the most recent past president of ASIS , joining the show's own ASIS past president discussing ESRM roots.



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    32 mins
  • Risk conversations; Awkward, Unpopular and Essential - with Joshua Copeland
    Mar 12 2026

    Joshua Copeland's cyber security moniker is "The Unpopular Opinion Guy", while most of us in security roles have been that person with an unpopular opinion at least a time or two, Copeland turned it into both a book and a bit of a movement through numerous posts on Linkedin about many of the challenges in our industry.

    That said, this is not a mud slinging episode, Joshua had numerous, pragmatic examples of both the problem space and ways to address them. There are a lot of misconceptions about cyber security but there are also a wide array of real world impacts in our daily lives making this a very difficult area to master. Mr. Copeland has some of the unlock codes, making for another compelling episode.

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    34 mins
  • Cyber Security, the legal perspective with Brent Arnold
    Jan 22 2026

    "Legal and Regulatory" is a common receptor category in most enterprise risk matrices but with any luck most organizations have limited direct experience with cyber litigation matters. This episode jumps right into the deep end with one of Canada's preeminent cyber lawyers, Brent Arnold. Business law has evolved over hundreds of years, cybersecurity precedents began to appear on the legal landscape in the late 1980s and AI is the new kid on the block, barely out of diapers.

    While this episode can not be considered legal advice the chance to listen in on the ideas and opinions of from someone on the frontlines of this emerging risk vector should not be missed.

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    34 mins
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