📝 From The Desk Of Andrew Cass
I have always been the guy who buys the tool...
Twenty-nine years in, and it has never once changed. Somebody shows me something that shaves an hour off a week and I am signing up before the demo is over. My team knows it. They have watched me do it for a decade.
Most of the time that instinct has paid for itself many times over. It is how I ended up on the platform I still run everything on. It is why I am usually early to the thing everyone else adopts two years later.
But an instinct does not know when to stop...
I opened my statement last week and counted three AI subscriptions on it. Claude. ChatGPT. Manus. I remember signing up for all three. I could defend all three, if you put me on the spot. What I could not tell you, standing there looking at it, was what the three of them cost me together.
And those are just the ones I chose.
In The Main Event, I break down the three separate doors AI spending walks through, and only one of them is the door you remember. The other two are why your number is bigger than you think. I build it out line by line so you can hold it against your own card, and the total is not the part that gets people. It is the percentage.
Then Your Implementation Blueprint gives you a ten-minute build. Five steps, no spreadsheet, plus a free calculator that runs the math for you.
So before you approve another line item, ask yourself:
Do you actually know what you are paying for AI, or do you only know what you meant to pay?
Let's go!

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📢 The Main Event
“So… When Did Your AI Tech Stack Double?”
Every week, we break down the big-picture strategy behind the shifts happening in business—so you can see around corners while others are still catching up.

Ask a service-based business owner what they spend on AI every month and you get one of two answers…
The first is a shrug. "I don't really use AI much."
The second is a number that is almost always wrong. Usually low by a factor of three.
Neither answer is dishonest. Both come from the same blind spot: nobody sat down last year and bought an AI stack. There was no meeting. No decision. No line item anyone approved. It assembled itself, one price increase and one free trial at a time, and it now sits inside your monthly spend the way a second mortgage sits inside a house payment.
The Number That Should Stop You
Spending on AI-native tools climbed 108% year over year, according to Zylo's 2026 SaaS Management Index.
Read that again. Not up 8%. Not up 20%. It doubled.
And here is the part that matters more than the percentage: 78% of the organizations surveyed reported surprise bills tied to AI capability being added to software they already owned.
Surprise bills. Not overspending. Not bad decisions. Surprise. The overwhelming majority of businesses paying more for AI did not know they had agreed to pay more for AI.
That is not a budgeting problem. That is a visibility problem, and visibility problems compound quietly until someone finally opens the statement and adds it up.
Three Ways The Bill Grows
The AI line on your card grows through three separate doors, and most business owners only ever notice one of them.
Door one is the forced upgrade. Your plan gets sunset. The replacement includes AI features you did not request, at a higher price. You either accept it or migrate your entire operation to a competitor, which costs more in labor than the increase costs in dollars. So you accept it. Everyone accepts it. That is precisely why vendors do it.
Door two is the add-on. The tool you already pay for now offers an AI tier. Thirty dollars here. Fifty there. Each one defensible on its own, which is exactly what makes them invisible in aggregate.
Door three is the standalone. This is the only one most owners actually remember, because it is the only one where you consciously entered a credit card. The LLM subscription. The second LLM subscription. The agent tool somebody on your team swore by.
Doors one and two are where the real money hides, because you never made a decision at either one.
What This Looks Like On One Business
Here is what a typical service-based business owner is running:
CRM and platform: $297
Project management: $99
Email marketing: $99
Scheduling: $30
Proposals and contracts: $65
Accounting: $90
Subtotal: $580 per month.
(By the way. For under $100 a month, HighLevel, the most complete all-in-one CRM platform in existence, gives you nearly everything listed above and more. One bill instead of six. I have run my own business on it for seven years. Take a tour HERE)
Now the AI, almost none of which existed on that card twelve months ago:
Claude: $100
ChatGPT: $50
Manus: $99
Meeting transcription: $25
Subtotal: $274 per month.
Add it up and you get $854 a month.
Which means AI is now roughly 32% of total software spend for a business that never made a decision to buy any of it.
Nearly a third. Assembled by accident, in under a year.
The Part That Actually Stings
Spending $3,288 a year on AI would be fine if you were getting $3,288 of leverage back. Some of you are. The problem is that a measurable slice of that spend is doing nothing at all.
Roughly 31% of AI tools purchased by small business owners went unused within 90 days, per Gartner survey data.
Apply that to the AI column above and about $85 a month is pure dead weight. Call it $1,020 a year for software that gets opened twice and then quietly renews forever.
But the duplication is worse than the abandonment, and it shows up in two places…
Look at that AI column again. Almost nobody runs one LLM anymore. They run two or three. Claude came in for one reason, ChatGPT for another, an agent tool for a third, and none of them ever got cancelled because each one has that one thing it does slightly better. Meanwhile they overlap on roughly ninety percent of what you actually use them for.
Then look at the list above it. The CRM now has AI writing built in. The project tool has AI summarization. The email platform has AI subject line generation. Every one of those capabilities also exists inside the LLM subscriptions sitting right below them.
You are not paying for AI once. You are paying for the same capability three and four times over, across tools that each added it independently and never told you the others did too.
This Is Not Really An AI Problem
Here is where I want to widen the lens, because AI is the trigger, not the disease…
AI spending is simply the fastest-moving symptom of something that has been true of your software stack for years. Tools get added. Tools rarely get removed. Nobody owns the list. Nobody reviews the list. And the list charges you every single month whether it earns its keep or not.
AI just accelerated the timeline.
What used to take five years of drift now takes twelve months, because every vendor in your stack raised prices in the same window for the same reason.
The fix is not clever. It is not a negotiation tactic or a procurement strategy. It is a list.
Most business owners have never once written down every piece of software they pay for, what it costs, who uses it, and what job it does. Not because they are careless. Because the tools are scattered across three cards, two email accounts, and a business checking account, and assembling that list feels like a Saturday you do not have.
It is not a Saturday. Done right, it is under ten minutes, and the first pass typically surfaces more money than most owners expect to find.
Speed is king in business, and that applies to cutting waste just as much as it applies to closing deals. The owners who move fastest here get the money back this month, not next quarter.
Your Implementation Blueprint below shows you exactly how to build that list, what to look for once you have it, and which line items to kill first. Plus, The Stack Audit – a free calculator that runs the numbers for you!
💡 Your Implementation Blueprint
Here's where strategy meets action. Each week, we give you the tactical steps to implement what you just learned—so you can capitalize on the insight immediately.

Build The List In Under Ten Minutes
You cannot cut what you cannot see. So the first move is not cancelling anything. It is looking.
Step One: Pull three months, not one
Open your business card statement and your business checking account and go back ninety days. One month is not enough. Annual renewals hide in the months you skip, and those are usually the biggest line items in the whole stack.
Step Two: Write down every software charge
Tool name, monthly cost, one word for what it does. That is the entire format. No spreadsheet, no categories, no color coding. A note on your phone is fine. The goal is a complete list, not a pretty one.
Step Three: Mark each one U or N
Used or not used. Be honest with yourself here. If you have not opened it in thirty days, it is an N. The N column is your fastest money, because cancelling those costs you nothing at all.
Step Four: Hunt the duplicates
Scan the "what it does" column for repeats. Two tools writing content. Two tools taking meeting notes. Two tools generating images. In almost every category, you only need one. This is where AI did the most damage over the last twelve months, because the AI features got added inside tools you already owned while you kept paying separately for the standalone version.
Step Five: Cancel the obvious three
Not everything. Three. The two clearest N's and the most redundant duplicate. Do it today, before the tab closes and the month rolls over.
The Shortcut
If you would rather not build that list by hand, I built a free tool that does the calculating for you…
The Stack Audit™ walks you through your software spend, surfaces the overlap, and shows you what the waste is actually costing you on an annual basis. It is free, it takes a few minutes, and the number at the end is usually the part that gets people moving.
ACTION To Take NOW:
Run your Stack Audit → MyStackAudit.com
Audit your tech stack. Reclaim your cash flow.
The list is the whole game. Owners who have one make better software decisions for years afterward. Owners who do not keep paying for a stack that grows every single month without anyone deciding it should.
🚀 A Visual Of This Week's Implementation Blueprint

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💬 Quote Of The Week

What's Your Tech Stack Really Costing You?
Here's the ugly truth: the average business owner is running 6 to 12 software subscriptions right now. Overlapping tools. Duplicate features. Money bleeding out every single month between $400 and $1,600 — and they have no idea it's happening.
So we built something to expose it. A proprietary SaaS Calculator designed specifically to help business owners cut waste and increase cash flow — it rips your entire tech stack apart in seconds and shows you exactly what you can reclaim starting today.
Most owners are shocked when they see their own number, and even more shocked to find $500 to $1,000 of it was pure waste they could've cut months ago.
Brace yourself!
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