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Navigating Career Choices in InfoSec - BSides Detroit 2017

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Slides from my presentation at BSides Detroit 2017. How I think about career plans in InfoSec, based on a strategic outlook using Wardley maps.

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Navigating Career Choices in InfoSec - BSides Detroit 2017

  1. 1. Navigating Career Choices Fernando Montenegro @fsmontenegro 2017-05-13 Career-BSidesDetroit 1
  2. 2. About me @fsmontenegro • Independent Consultant – Sales Engineer (NetSec,AntiFraud) – Previous PS, Ops, Arch roles… • CompSci ’94 • Greying hair • Curious – Finance (DIY) – Economics (EMH, Behaviour) – Data Science (Coursera) 2017-05-13 Source:memegenerator.net Career-BSidesDetroit 2
  3. 3. About this presentation… Career-BSidesDetroit 32017-05-13
  4. 4. 2017-05-13 Career-BSidesDetroit 4
  5. 5. STRATEGY 2017-05-13 Career-BSidesDetroit 5
  6. 6. Strategy Cycle (S.Wardley) 6
  7. 7. PURPOSE Strategic Objectives 2017-05-13 Career-BSidesDetroit 7
  8. 8. LANDSCAPE Understanding the Terrain Career-BSidesDetroit 82017-05-13
  9. 9. You are a business [PersonalMBA] “Every successful business: (1) creates or provides something of value that (2) other people want or need (3) at a price they’re willing to pay, in a way that (4) satisfies the purchaser’s needs and expectations and (5) provides the business sufficient revenue to make it worthwhile for the owners to continue operation” 2017-05-13 Value Creation Customer Demand Transactions Value Delivery Profit Sufficiency Career-BSidesDetroit 9
  10. 10. Who Are You? Robert Cringely, 1993 • Pioneers • Settlers • Town Planners 2017-05-13 Career-BSidesDetroit 10
  11. 11. 2017-05-13 Career-BSidesDetroit 11
  12. 12. Now discover your strengths 2017-05-13 Career-BSidesDetroit 12
  13. 13. CLIMATE Trends affecting scenario 2017-05-13 Career-BSidesDetroit 13
  14. 14. 2017-05-13 Career-BSidesDetroit 14 src:Howard Rees
  15. 15. 2017-05-13 Career-BSidesDetroit 15 Plan Create Verify Package Release Configure Monitor Shift Left
  16. 16. Tidal Forces [Rich Mogull] • Endpoints are More Secure but Less Open • SaaS is the new Back Office • IaaS is the new Data Centre 2017-05-13 Career-BSidesDetroit 16
  17. 17. DOCTRINE General, recommended practices 2017-05-13 Career-BSidesDetroit 17
  18. 18. 2017-05-13 Career-BSidesDetroit 18
  19. 19. Opportunity Evaluation 2017-05-13 Career-BSidesDetroit 19 Career Fit • Aligned with Plan • Opportunistic Technology • Impact/Future • Belief/Behind Projects/Customers • Vertical, Size • Aptitude People • Teamwork • Culture • Mentorship Everything Else • Work-Life Balance • Compensation • Learning
  20. 20. Lessons Learned • Know Thyself • Deep Focus is Valuable • Commute is hardest • Travel is fun (to a point) – Delivery/Sales • Organizations are Courts – “Laws of Power” • Career has 10,000 days • “This tall to ride” exists – Startups 2017-05-13 Career-BSidesDetroit 20
  21. 21. LEADERSHIP Context-specific gameplay 2017-05-13 Career-BSidesDetroit 21
  22. 22. Choices have to be made • Understand strategy • Iterative Process / Every single day – 1-2 off for a while, might be ok – Chronic/hopeless? -> consider moving Career-BSidesDetroit 222017-05-13
  23. 23. Additional Topics • Develop and maintain a craftsman mindset • Develop and grow career capital • Deep work! • Reduce Information Asymmetry: – community participation, networking – Certification, degree 2017-05-13 Career-BSidesDetroit 23
  24. 24. WRAP UP Career-BSidesDetroit 242017-05-13
  25. 25. 25 Value Creation Customer Demand Transactions Value Delivery Profit Sufficiency 2017-05-13 Career-BSidesDetroit
  26. 26. Further Resources • Personal MBA • So Good They Can't Ignore You • How To Fail At Almost Everything and Still Win Big • The Obstacle Is The Way • Simon Wardley / WardleyMaps • Securosis Tidal Forces Career-BSidesDetroit 262017-05-13
  27. 27. @fsmontenegro 2017-05-13 Career-BSidesDetroit 27
  28. 28. Other Resources • https://danielmiessler.com/blog/build-successful-infosec-career/ • https://www.slideshare.net/kshortridge/diy-education-in-cyber-security • https://tisiphone.net/2015/10/12/starting-an-infosec-career-the-megamix- chapters-1-3/ • http://www.tandfonline.com/doi/full/10.1080/13598139.2017.1302874 2017-05-13 Career-BSidesDetroit 28

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