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Software Is Breaking: The AI Shock That’s Reshaping a $Trillion Industry

April 13, 20264 min read

Introduction

For decades, software was the safest bet in tech.

Predictable revenue. High margins. Strong moats. Relentless growth.

Investors didn’t question whether software would win—they only debated which companies would win.

That entire narrative has now collapsed.

Today, software stocks are being sold off indiscriminately. Good results don’t matter. Bad results don’t matter. Nothing seems to matter.

Why?

Because AI has introduced a level of uncertainty the market has never seen before.


1. Why Software Was So Dominant for So Long

To understand the collapse, you first need to understand the strength.

Software companies historically had three massive advantages:

1. Sticky “Systems of Record”

Once a company adopted software like CRM, ERP, or IT systems, switching became painful and risky.

That created extreme customer lock-in.

2. Predictable Revenue (SaaS Model)

With the shift to subscriptions:

  • Revenue became recurring

  • Growth became easier to forecast

  • Investors paid premium valuations

3. Pricing Power

Software companies could raise prices regularly because:

  • They kept adding features

  • Customers depended on them

  • Alternatives were limited

This combination created one of the most powerful investment sectors ever.


2. What Changed: AI Destroyed the Assumptions

AI didn’t just improve software—it challenged the entire model.

The core shift is simple:

The cost of creating software has collapsed.

Today:

  • You don’t need large teams to build products

  • Development cycles are dramatically faster

  • Even non-developers can create applications

This leads to multiple fears:

A. Lower Barriers to Entry

If anyone can build software:

  • Moats shrink

  • Competition increases

B. Internal Replacement Risk

Enterprises may stop buying software and instead:

  • Build custom tools internally

  • Use AI to replicate functionality

C. Pricing Power Weakens

If software becomes cheaper to build:

  • Customers will push back on price increases

  • Margins come under pressure

D. Seat-Based Model at Risk

Most software companies charge per user (“seat”).

But if AI increases productivity:

  • Companies may need fewer employees

  • Fewer employees = fewer seats

That directly hits revenue growth.


3. The Biggest Fear: AI Replaces Software Companies Entirely

There’s an even more extreme concern:

What if AI companies bypass traditional software altogether?

Instead of:

  • Salesforce

  • ServiceNow

  • Oracle

You could have:

  • AI-native platforms directly serving enterprises

This hasn’t happened yet—but the possibility alone is enough to crush valuations.

Because:

Markets price the future, not the present.


4. Why Stocks Are Crashing (Even With Good Results)

This is the most important insight:

Software isn’t being priced on current performance—it’s being priced on uncertainty.

Even companies with:

  • Strong revenue growth

  • Clean financials

  • Solid execution

…are seeing stocks drop.

Because investors are asking:

  • Will growth slow?

  • Will pricing power disappear?

  • Will AI disrupt this business?

And the answer is:

Nobody knows yet.


5. Valuations Have Been Cut in Half

The reset has been brutal:

  • Price-to-sales multiples: 6.5x → 3.5x

  • Free cash flow multiples: heavily compressed

  • Some leaders now trade below market averages

This is unprecedented.

Software used to trade at a premium to the entire market.

Now:

It’s trading at a discount.


6. Why “Cheap” Doesn’t Attract Buyers

Here’s the paradox:

In most sectors, falling valuations attract investors.

Not in software.

Because software investors don’t buy “cheap”—they buy growth and certainty.

And right now:

  • Growth is uncertain

  • Pricing is uncertain

  • Business models are uncertain

So instead of buying dips:

Investors are staying out completely.


7. Not All Software Is Equal: Who Survives?

Despite the chaos, there are clear signals about who might win.

Stronger Positions:

1. Vertical Software Companies

  • Serve specific industries (e.g., government, healthcare)

  • Deeply embedded

  • Harder to replace

2. Data-Driven Businesses

  • Own proprietary datasets

  • AI enhances their value rather than replacing it

3. Highly Embedded Enterprise Systems

  • Complex integrations

  • Compliance-heavy

  • Mission-critical

These are harder to disrupt quickly.


At Risk:

1. Generic / Horizontal Software

  • Easier to replicate

  • Less differentiation

2. Seat-Based Growth Models

  • Vulnerable to AI-driven efficiency

3. Companies Dependent on Pricing Power

  • Likely to face compression


8. The Reality: Nothing Has Broken Yet

This is key:

The fundamentals haven’t deteriorated—yet.

  • Customers are still renewing contracts

  • Retention rates remain strong

  • Businesses are still stable

But markets are forward-looking.

And right now:

Fear is ahead of reality.


9. The Bigger Framework: The Gartner Hype Cycle

This situation fits a classic pattern:

  1. Peak of inflated expectations → “AI will replace everything”

  2. Trough of disillusionment → Reality sets in

  3. Gradual adoption → Winners emerge

We’re currently somewhere between 1 and 2.

Which means:

The real opportunities will come later—not now.


Final Takeaway

Software isn’t dead.

But its old model is.

The industry is moving from:

  • Predictable → Uncertain

  • Premium → Discounted

  • Stable → Transitional

And the biggest challenge is this:

You cannot price what you cannot understand.

Until the market gains clarity on:

  • AI’s real impact

  • Pricing power

  • Growth trajectories

Software will remain under pressure.


The Brutal Truth

Right now, buying software stocks is:

“like catching a falling knife.”

The winners will emerge—but it’s still too early to know who they are.


Until next time, this is Steve Eisman, and this has been The Real Eyes Playbook. .
If you’d like to catch my interviews and market breakdowns, visit The Real Eisman Playbook or subscribe to the Weekly Wrap channel on YouTube.


This post is for informational purposes only and does not constitute investment advice. Please consult a licensed financial adviser before making investment decisions.

I’m Steve Eisman, an investor and fund manager best known for predicting the 2008 housing market collapse. I’ve spent my career studying markets, risk, and the psychology that drives financial decisions. Today, I continue to invest and share lessons from decades of watching cycles repeat.

Steve Eisman

I’m Steve Eisman, an investor and fund manager best known for predicting the 2008 housing market collapse. I’ve spent my career studying markets, risk, and the psychology that drives financial decisions. Today, I continue to invest and share lessons from decades of watching cycles repeat.

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