The AI-Driven Leader

8. Scaling Your Leadership Team Using AI with Brian Lang

21 snips
Oct 7, 2025
Brian Lang, CEO of UpsideCFO and an expert in fractional CFO services, explores the transformative power of AI in business leadership. He shares his innovative approach of creating AI personas, like a virtual CRO that revives lost deals and a tailored business coach that delivers strategic advice. Lang reveals how he compressed an 80-hour workflow into a 4-hour playbook with an AI-driven system called the 'Clarity File.' His insights show that AI can be a significant multiplier for leadership and operational efficiency, both in business and personal life.
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ANECDOTE

Adding Ten Senior Teammates For $20/Month

  • Brian built internal AI personas to act like missing senior hires such as a CRO and executive coach.
  • He credited those personas with generating marketing collateral and reshaping his leadership and family life.
INSIGHT

Personas Make Messaging Sharper

  • Building ICP personas in AI tightened UpsideCFO's messaging and made marketing clearer.
  • Brian used avatar-driven prompts to test how different customers would react to content.
ANECDOTE

A Tailored AI Business Coach

  • Brian created an AI business coach named Winston Blazemore tuned to his personality and competitive style.
  • He uses Winston for instant tactical help and to surface topics for higher-value human coaching sessions.
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