That Spreadsheet Running Your Operations: The Right Way to Replace It

The Hidden Risk on Everyone’s Mind

FLUX.1’s idea of “The Business Lifeline”

There’s an Excel file in your company right now that’s so important, losing it would cause chaos.

Your team knows it. Your boss knows it. And everyone’s terrified to change it. That fear is justified — but the cost of not replacing legacy spreadsheets is even worse.

Flying While Building is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.

The Real Work Starts Before Code

I’ve seen spreadsheet-to-software migration projects succeed or fail across both startups and enterprises. The biggest difference? Whether teams invest in clarity before they code. This is the unglamorous but essential part of legacy system replacement.

Here’s how we should de-risk this transformation, and significantly increase your chances of success:

Define The Actual Problem You’re Solving

First, be very honest with what we are building and why:

Who is this problem really for?

Who is going to be using this solution regularly?

What specific problem are we solving for them? How is it making their life easier?

These shape the real scope. Miss them, and your operational software upgrade won’t land. Your spreadsheet may have “worked” for years, but it’s likely masking technical debt and process misalignment.

A critical question most teams will skip:

  • What happens if we fail?
  • Who bears that cost and what is the real impact?
  • Will they continue to use spreadsheets, carrying the risk to the next year?

This isn’t about fear – it’s about understanding the true value and urgency of what we’re building. All people part of a project, want to feel a purpose and value knowing what they are working towards, and this clarity give direction.

Validate Your Assumptions

Engage your potential user base early, and validate your proposed solution with them.

Talk to users. Present prototypes. Iterate with wireframes.

This is how you prevent costly mid-build pivots in a spreadsheet-to-software migration.

Bring a technical stakeholder in early to assess feasibility. You’re not building yet—you’re aligning on what’s viable, valuable, and validated.

Try to throw a suggestion of what a potential solution would be to your users. Wireframe, draw, paint and somehow walk through with them how the solution would work. Get feedback, rinse and repeat.

This is all critical work to validate that the solution is correct and on the right track. It’s at this stage, you can pivot, change the approach and the whole solution concept, with minimal cost and time. It’s a much more expensive endeavour to do this when it’s being built.

While working with your user base, consider engaging a potential technical implementation resource. Run the concept and idea by them, sense how feasible and viable the idea is.

Map the Requirements

What are the features you really want from your solution?

Start gathering the real dependencies and features:

  • What systems will this new tool integrate with?
  • Are there external APIs, databases, or security protocols involved?
  • Are there constraints from enterprise platforms or IT teams?

These are common failure points in legacy system replacement efforts. Document now, or get blindsided later.

No project lives in isolation and software projects are notoriously unpredictable when it comes to their dependency integration. What are the features you really want from your solution, and what other solutions does this solution have to work with? Another database? An external API? A email server? An EDMS? What about IT security policies or concerns?

We don’t have to solve how we are going to work with these dependencies, but documenting and collecting as much information as possible about them and what we require from them would be valuable. You don’t want to start solving or building a solution only to find that working with an Enterprise Asset Management solution has a high cost or is undergoing an upgrade.

Taking Action: Your Pre-Development Checklist

Many projects even with a seemingly small scope, can seem low risk. The cost of spending the early part of the project to de-risk, is a lot cheaper than the effects of over budget and overtime when these main items aren’t de-risked.Here is a simple checklist to run through to make sure some major items are taken care of.

Before you reach out to IT or a software development team, take these critical first steps to set your project up for success:

Step 1: Validate Your Assumptions

  • Schedule conversations with potential end users
  • Document their current pain points and workflows
  • Test your solution concept with them
  • Get feedback from technical implementers early

Step 2: Define Your Problem Statement

  • Who is this solution really for?
  • What specific problem are we solving?
  • What happens if we fail to solve this?
  • What does success look like for all stakeholders?

Step 3: Map Your Requirements

  • List all must-have features
  • Identify nice-to-have additions
  • Document any technical dependencies
  • Consider integration requirements

That spreadsheet isn’t just storing data — it’s bottlenecking growth. The longer you wait to replace it, the greater the enterprise spreadsheet risk. But with clarity, alignment, and validation, you can replace it without chaos.


Discover more from FLYING WHILE BUILDING

Subscribe to get the latest posts sent to your email.

Comments

Leave a comment

Discover more from FLYING WHILE BUILDING

Subscribe now to keep reading and get access to the full archive.

Continue reading