Negotiate Anything

From Chaos to $745M: What It Really Takes to Build Something Big

Mar 31, 2026
Cas Lazerow, entrepreneur and former athlete who coaches founders on leadership and resilience, and Mike Lazerow, entrepreneur and investor who built and sold companies for major exits. They unpack brutal conversations, emotional stamina, embracing the messy pivots of building big businesses, hiring for toughness, mental discipline from athletics, and ruthless focus to survive and scale.
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ADVICE

Deliver Bad News With Lead Then Empathy

  • Use directness first when delivering bad news, then follow with empathy to preserve the person's dignity.
  • Mike learned this after a failed layoff where he was railroaded, and now scripts the lead and practices the delivery to stay present.
INSIGHT

Treat Cofounder Partnership Like Marriage

  • Treat a co-founder relationship like a marriage by asking premarital-style questions about work ethic, intensity, and personal reset rituals.
  • Cas says not overlapping skill lanes and trusting expertise are key to making marriage-plus-cofounding sustainable.
ADVICE

Prioritize Athletes And Veterans For Early Hires

  • Hire athletes or veterans early because they tolerate mess, recover from failure, and embrace repeated hard reps.
  • Cas calls this a massive cheat code for the first 5–10 hires where resilience matters most.
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