Stair Step Bootstrapping

A framework for bootstrapping software businesses by starting small and progressively moving to more complex products.

Core Philosophy

  • Start with simpler, easier-to-maintain products before complex SaaS apps
  • Build experience and revenue gradually
  • Focus on sustainable growth through proven steps

The Stair Step Approach

  1. First Step: Simple Products
  • Build WordPress plugins, Hubspot add-ons, or Salesforce extensions
  • Benefits:
    • Less expensive to develop
    • Easier to maintain
    • Lower technical complexity
    • Faster path to revenue
  1. Second Step: Revenue Growth
  • Grow revenue to $8-10k per month
  • Use this income to:
    • Buy out your day job
    • Gain independence
    • Build experience in running a software business
  1. Final Step: Complex Products
  • Only move to SaaS products after gaining:
    • Experience running software businesses
    • Stable revenue stream
    • Understanding of market dynamics

SaaS Development Considerations

  • MVP Costs:
    • Budget: $10-30k for initial development
    • Requires ongoing maintenance budget
  • Non-Technical Founders Should:
    • Pre-sell before building
    • Secure enough revenue to justify development costs
    • Have funding source (side job or investors)
    • Maintain relationship with development agency for ongoing support

Key Success Factors

  • Start small and validate before scaling
  • Build experience before attempting complex products
  • Ensure sustainable revenue at each step
  • Maintain focus on manageable technical complexity
  • Consider long-term maintenance requirements
RW

Rob Walling

Serial entrepreneur with six startups and multiple successful exits under his belt. Co-founder of MicroConf and General Partner of TinySeed, a B2B SaaS accelerator investing in over 170 startups.

Host of "Startups For the Rest of Us" podcast and author of "The SaaS Playbook," empowering bootstrappers worldwide.

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