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Acquisition Intelligence
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Oliver Buchannon
Harry Ratcliff

Co-Founder & CEO at DealSage | AI-Native Deal Intelligence Platform for Investment Professionals

Certainty Is the Product

Aug 17, 2026

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11 min read

Certainty Is the Product

We think we are buying intelligence. What actually sells is the feeling that the question is closed.

Harry Ratcliff
Harry Ratcliff
How The Middle Market Wins

Aug 10, 2026

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8 min read

How The Middle Market Wins

The middle market has the most to gain from AI and the fewest obstacles in the way.

Harry Ratcliff
Harry Ratcliff
The Company Is the Dataroom

Aug 4, 2026

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9 min read

The Company Is the Dataroom

Diligence and monitoring are about to go D2S: direct to stakeholder. Buyers plug straight into the company, funds plug straight into their portfolios.

Harry Ratcliff
Harry Ratcliff
What Even Is "Knowledge Work"?

Jul 27, 2026

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9 min read

What Even Is "Knowledge Work"?

AI has me feeling existential this week: it turns out I may have spent my junior career as a fancy file converter.

Harry Ratcliff
Harry Ratcliff
Why Becoming AI Native Is Harder Than It Looks

Jul 20, 2026

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9 min read

Why Becoming AI Native Is Harder Than It Looks

Only 21% of buyout professionals rate their own AI expertise as advanced, and the ones rebuilding their CRM over a weekend are hitting the same ceiling in a nicer font.

Harry Ratcliff
Harry Ratcliff
PowerPoint Is Going To Die

Jul 13, 2026

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10 min read

PowerPoint Is Going To Die

A former banker's confession about where work happens now. Plus Nadella escalates the sovereignty debate, CVC runs a sale process with a chatbot analyst, and JPMorgan hands agents the portfolio.

Harry Ratcliff
Harry Ratcliff
Tokens Are A Confession

Jul 6, 2026

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10 min read

Tokens Are A Confession

Palantir's Alex Karp says the frontier labs are taxing your alpha. Does he have a point?

Harry Ratcliff
Harry Ratcliff
The Frontier Is Leaking

Jun 29, 2026

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8 min read

The Frontier Is Leaking

Washington spent the week locking down America's best AI models on national-security grounds. The builders spent it showing the rest of the world has already found the exits.

Harry Ratcliff
Harry Ratcliff
The Rise of Open-Weight Models

Jun 22, 2026

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9 min read

The Rise of Open-Weight Models

Opus 4.8-level capability at a sixth of the price, running behind your own firewall. Why you are going to start hearing a lot more about open weights.

Harry Ratcliff
Harry Ratcliff
Rent The Model, Own The Stack

Jun 15, 2026

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8 min read

Rent The Model, Own The Stack

A government letter froze Anthropic's two best models overnight. The answer to single-provider lock-in isn't a better model, it's owning the systems a model plugs into.

Harry Ratcliff
Harry Ratcliff
Inside Advent's AI Playbook

Jun 1, 2026

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13 min read

Inside Advent's AI Playbook

A pure-play buyout giant's AI playbook, broken down

Harry Ratcliff
Harry Ratcliff
Connectors Or Foundations

May 18, 2026

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11 min read

Connectors Or Foundations

A crash course on the two kinds of AI software in the market right now. One gets you started. The other gets you the step change.

Harry Ratcliff
Harry Ratcliff
To Build or Not To Build

May 11, 2026

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14 min read

To Build or Not To Build

It's never been easier to build your own software. That's exactly why you shouldn't.

Harry Ratcliff
Harry Ratcliff
Notes From The Floor

May 4, 2026

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12 min read

Notes From The Floor

Three days at DealMax, 3,500 dealmakers, and the seven themes on AI deployment I took away

Harry Ratcliff
Harry Ratcliff
The Un-Automatable Edge

Apr 20, 2026

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11 min read

The Un-Automatable Edge

In sourcing, in software, in value creation, AI has collapsed the cost of the easy work. What's left is the bit it can't touch.

Harry Ratcliff
Harry Ratcliff
Access Denied

Apr 13, 2026

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13 min read

Access Denied

Anthropic built a model too dangerous to sell. The era of open access to the frontier is (probably) over.

Harry Ratcliff
Harry Ratcliff
So What Is This Really Going To Cost?

Apr 6, 2026

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16 min read

So What Is This Really Going To Cost?

The real cost of enterprise AI is hiding in your token bill.

Harry Ratcliff
Harry Ratcliff
The Context Graph Era

Mar 30, 2026

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16 min read

The Context Graph Era

Context graphs, knowledge graphs, ontologies. You're about to hear these words a lot. Here's why.

Harry Ratcliff
Harry Ratcliff
OK, Let's Talk About OpenClaw

Mar 23, 2026

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16 min read

OK, Let's Talk About OpenClaw

"Claws" have gone mainstream. Jensen Huang just launched Nvidia's own. Here's what it actually is and why you need to pay attention.

Harry Ratcliff
Harry Ratcliff
Exposure Is Not Displacement

Mar 16, 2026

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15 min read

Exposure Is Not Displacement

AI can do 80-90% of an associate's job. That doesn't mean 80-90% of associates are getting replaced. The gap between capability and execution is where the real story lives.

Harry Ratcliff
Harry Ratcliff
The Model Doesn't Matter

Mar 9, 2026

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13 min read

The Model Doesn't Matter

GPT 5.4 is impressive. So is Claude. So is Gemini. None of that is where the edge lies.

Harry Ratcliff
Harry Ratcliff
How Agents Actually Work

Mar 2, 2026

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16 min read

How Agents Actually Work

The conversation has shifted from what AI agents will do to what they need to do it. A new vocabulary is emerging. Here's what it means for your firm.

Harry Ratcliff
Harry Ratcliff
A House of Cards

Feb 23, 2026

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14 min read

A House of Cards

The SaaSpocalypse fallout deepens as risk to private credit is exposed.

Harry Ratcliff
Harry Ratcliff
The Only Metric That Matters

Feb 16, 2026

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15 min read

The Only Metric That Matters

Every factor you use to evaluate a deal is about to become secondary to one: how fast can you implement AI?

Harry Ratcliff
Harry Ratcliff
Software Isn't Dead

Feb 9, 2026

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12 min read

Software Isn't Dead

But everything we know about what it is, how it works, and how it's delivered, is about to change.

Harry Ratcliff
Harry Ratcliff
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