The Team House

NSA "Red Team" Hacker | Jeff Man (throwback episode)

Apr 23, 2026
Jeff Man, a former NSA cryptanalyst and member of the agency’s first penetration testing red team, shares stories from building crypto gear for Special Forces to automating one-time pads. He recounts creating NSA’s pen-testing practice, early attack and recon techniques, legal and cultural hurdles inside the agency, and practical defense tips like multi-factor and strong passphrases.
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ADVICE

Fix Key Management And Processes Before Chasing Crypto Math

  • When defending systems, prioritize people/process changes and secure key management over chasing perfect algorithms.
  • Jeff recounts NSA attacking implementations and stealing keys rather than breaking crypto itself, stressing operational weaknesses.
ANECDOTE

NSA's Response To PGP Was Key-Theft, Not Crypto Break

  • In the early 90s NSA ran an all-hands push to attack PGP after customers asked to use it, producing an implementation/key-theft style attack.
  • The team showcased stealing keys via crafted documents rather than breaking the crypto algorithm itself.
ANECDOTE

Founding The PIT Red Team At NSA

  • Jeff co-founded NSA's first formal penetration testing/red team (the PIT) in the early 90s inside the Systems and Network Attack Center.
  • The PIT evolved from fielded systems testing into a center of excellence for vulnerability and threat assessment.
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