Practical Founders Podcast

#163: Anthony Pierri & Rob Kaminski of Fletch: Why All SaaS Founders Struggle with Positioning

18 snips
Sep 26, 2025
Rob Kaminski and Anthony Pierri, co-founders of Fletch, guide B2B SaaS founders on the vital distinction between positioning and marketing. They emphasize that effective positioning is a strategic choice that demands clarity and focus. The duo explains how bootstrapped companies often make sharper, faster decisions than VC-backed firms. They share insights on using positioning anchors and the importance of a clear homepage to convey value. Plus, they discuss why narrowing focus can lead to improved execution and growth.
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INSIGHT

Positioning Is A CEO Strategy Choice

  • Positioning is a founder-level strategic choice about who you serve and how you win.
  • You cannot successfully explain one product the same way to everyone without tradeoffs.
INSIGHT

Positioning Must Match Your Resources

  • Resources determine how narrow you must be when positioning.
  • Only companies with massive capital can credibly chase many markets at once.
INSIGHT

Bootstrappers Tend To Be Sharper

  • Bootstrapped founders often make sharper, narrower bets and move faster on positioning.
  • VC founders can mimic that approach temporarily to gain initial footing before scaling broadly.
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