nerdybutcool

Aug 19, 2025

A Founder’s Journey in File Names

Messy folders mean messy numbers. Learn how simple file habits and data room management can improve clarity and decision-making as you scale.

From Quick Search to Chaos

It often starts with a quick search and ends in a maze of files you haven’t touched in months but can’t bring yourself to delete. Many founders have faced that moment of panic before a key meeting digging through folders named ‘Reports,’ ‘Old Reports,’ ‘Old Old Reports,’ or ‘To Be Deleted (But Never Will).’ You scroll, sigh, and finally find a file called final_FINAL_v7.xlsx… only to realise it’s neither final nor accurate, and sometimes not even from the right year.

Why This Happens

This isn’t just founder chaos or bad habits, it is a systems problem. When folder structures are unclear, version control is unreliable, and naming conventions are inconsistent, your team is forced to guess. As your startup grows, those guesses get more expensive causing delays, mistakes, and confusion that ripple into your financial and operational data.

Simple Habits for Clarity

The good news is that you don’t need a complex tool to fix this. Start with a clear folder structure that everyone follows, logical file names that make sense even months later, and a version control process that doesn’t depend on someone’s memory. Clarity in your files builds clarity in your numbers, and clarity in your numbers drives better decisions.

Don’t Forget the Data Room

For founders raising capital or preparing for due diligence, a well-organised data room is non-negotiable. Your data room should be a central, secure repository where investors can find exactly what they need without back-and-forth requests. This includes financial statements, compliance records, contracts, and key operational documents all stored in an orderly, clearly labelled manner. A messy data room doesn’t just slow down the process; it can undermine investor confidence in your ability to manage the business.

The Takeaway

Financial precision doesn’t start in the balance sheet. It starts in your Drive. Tidy file systems and well-maintained data rooms create a foundation for clean data, efficient reporting, and smoother operations as you scale.

Take 30 minutes this week to review your most-used folders and your data room. Standardise names, organise documents, and create a simple version control system your whole team can follow.