Strip Mall vs Skyscraper

Nathan Barry explains his philosophy on building businesses by comparing horizontal vs vertical expansion strategies, using real estate as an analogy.

Strip Mall Model (Horizontal Expansion)

  • Quick money focus with multiple small ventures
  • Examples of horizontal expansion:
    • Building small office spaces one at a time
    • Adding retail spaces incrementally
    • Creating multiple income streams (ebooks, membership sites, etc.)
  • Characteristics:
    • Uses up available resources across multiple ventures
    • Each addition makes a little bit of money
    • Spreads focus across multiple projects

Skyscraper Model (Vertical Growth)

  • Focus on building one significant venture
  • Key aspects:
    • Pour all resources into a single project
    • Keep building upward on the same foundation
    • Continuous improvement of one core offering
  • Example: ConvertKit
    • Nathan's attempt at building a "skyscraper"
    • Focused on email marketing platform
    • Continued vertical growth in same space

Learning Process

  • Can't build perfect product immediately
  • Business success requires mastering many small skills
  • Early failures are necessary for skill development
  • Need to learn fundamentals before attempting complex ventures

Business Model Evolution

  • Start with basic model
  • Look for ways to improve and expand core offering
  • Add complementary services that enhance main product
  • Example: ConvertKit Commerce
    • Added payment processing to email platform
    • Creates synergy with core business
    • Reduces customer churn
    • Improves overall business model
NB

Nathan Barry

Founder and CEO of ConvertKit, a SaaS company empowering creators through email marketing platforms. Focuses on sustainable growth strategies for startups and shares expertise to help fellow entrepreneurs. Built a community around ConvertKit, offering mentorship and practical advice for business success.

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