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The Tech Debt Checklist

Eight categories. Roughly forty questions. One honest hour with your business. The checklist we use to find the hardware, vendors, backups, and identity weaknesses every small business has — before they become emergencies.

Free PDF, free to share. Run it yourself, or book a free one-hour consultation and we'll walk it with you.

  • Free PDF, free to share
  • No drip campaigns or sales sequences
  • Used only to send you what you asked for

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What's Inside

Ten pages. Eight categories. One habit.

Eight Categories of Tech Debt

Hardware, software, data, network, vendors, identity, security, and people. Every recurring cost and every unmonitored system in a small business — covered, in order, with the questions that surface what's at risk.

Fillable Worksheet

Each category has its own page with room for handwritten answers. Print it, walk through your environment, fill it in. The gaps surface on their own.

Five Principles + Annual Habit

Closes with the principles that keep tech debt from creeping back, plus a suggested annual cadence so the checklist stays useful after the first pass.

Why It Exists

Tech debt isn't a tech problem. It's a planning problem.

  • Every small business has tech debt. Most owners don't know how much, or where.
  • The cost isn't replacement. The cost is everything that happens because the replacement wasn't planned.
  • An hour with the right questions catches problems while they're still cheap to fix.
  • This is the checklist we use on the call. It's free either way — walked through with us, or run on your own.

Want help walking through it?

Free one-hour consultation. We bring the checklist. We go through your environment together. You leave with the checklist filled in — whether you hire us or not.