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Oliver Buchannon
The Mid Market Insider

The Most Boring Guy In Private Equity. Helping you navigate the PE landscape one newsletter at a time.

5 Red Flags Buyers Spot Immediately

Jan 29, 2026

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4 min read

5 Red Flags Buyers Spot Immediately

Issue #69

The Mid Market Insider
The Mid Market Insider
The Often Overlooked Details That Shape a Business Sale

Jan 22, 2026

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4 min read

The Often Overlooked Details That Shape a Business Sale

Issue #68

The Mid Market Insider
The Mid Market Insider
How Market Conditions Shape Business Acquisitions

Jan 15, 2026

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4 min read

How Market Conditions Shape Business Acquisitions

Issue #67

The Mid Market Insider
The Mid Market Insider
The Risk of Doing Nothing in Your Business

Jan 8, 2026

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4 min read

The Risk of Doing Nothing in Your Business

Issue #66

The Mid Market Insider
The Mid Market Insider
Not All PE Buyers Are the Same: Here’s Why It Matters

Jan 1, 2026

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4 min read

Not All PE Buyers Are the Same: Here’s Why It Matters

Issue #65

The Mid Market Insider
The Mid Market Insider
Why Delegation Breaks Down in Growing Businesses

Dec 23, 2025

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4 min read

Why Delegation Breaks Down in Growing Businesses

Issue #64

The Mid Market Insider
The Mid Market Insider
When Bad Advice Hurts Everyone Involved

Dec 18, 2025

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5 min read

When Bad Advice Hurts Everyone Involved

Issue #63

The Mid Market Insider
The Mid Market Insider
Customer Concentration: The Risk Many Owners Don’t Want to Acknowledge

Dec 11, 2025

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4 min read

Customer Concentration: The Risk Many Owners Don’t Want to Acknowledge

Issue #62

The Mid Market Insider
The Mid Market Insider
Buyers Are Looking For Clarity, Confidence, and a Story They Can Trust

Dec 4, 2025

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5 min read

Buyers Are Looking For Clarity, Confidence, and a Story They Can Trust

Issue #61

The Mid Market Insider
The Mid Market Insider
Why Deal Structure Matters Just as Much as Valuation

Nov 27, 2025

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3 min read

Why Deal Structure Matters Just as Much as Valuation

Issue #60

The Mid Market Insider
The Mid Market Insider
How We Turned a Struggling Business into a 5x Return

Nov 20, 2025

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5 min read

How We Turned a Struggling Business into a 5x Return

Issue #59

The Mid Market Insider
The Mid Market Insider
Why Every Business Needs a Real Differentiator

Nov 13, 2025

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4 min read

Why Every Business Needs a Real Differentiator

Issue #58

The Mid Market Insider
The Mid Market Insider
Which is More Important? Timing or Preparation?

Nov 6, 2025

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3 min read

Which is More Important? Timing or Preparation?

Issue #57

The Mid Market Insider
The Mid Market Insider
Understanding Your Business Better Than Anyone Else

Oct 30, 2025

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3 min read

Understanding Your Business Better Than Anyone Else

Issue #56

The Mid Market Insider
The Mid Market Insider
Is Your Business Stuck?

Oct 29, 2025

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2 min read

Is Your Business Stuck?

Join The Pre-Sale Prep Community Inside

The Mid Market Insider
The Mid Market Insider
Why Adaptability Beats 'Perfection' in Deal Negotiations

Oct 23, 2025

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4 min read

Why Adaptability Beats 'Perfection' in Deal Negotiations

Issue #55

The Mid Market Insider
The Mid Market Insider
The Greatest Wealth Transfer in History is Happening...

Oct 16, 2025

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4 min read

The Greatest Wealth Transfer in History is Happening...

Issue #54

The Mid Market Insider
The Mid Market Insider
A Community For Owners Preparing to Sell Their Business

Oct 14, 2025

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2 min read

A Community For Owners Preparing to Sell Their Business

Get Early Access: The Pre-Sale Prep Community Is Live

The Mid Market Insider
The Mid Market Insider
Know Your Buyer Before You Negotiate

Oct 9, 2025

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4 min read

Know Your Buyer Before You Negotiate

Issue #53

The Mid Market Insider
The Mid Market Insider
Should You Use a Banker or Broker to Sell Your Business?

Oct 2, 2025

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5 min read

Should You Use a Banker or Broker to Sell Your Business?

Issue #52

The Mid Market Insider
The Mid Market Insider
3 Common Reasons Deals Fall Apart

Sep 25, 2025

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3 min read

3 Common Reasons Deals Fall Apart

Issue #51

The Mid Market Insider
The Mid Market Insider
An Inside Look at a Four Pillars Deal Review

Sep 18, 2025

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5 min read

An Inside Look at a Four Pillars Deal Review

Issue #50

The Mid Market Insider
The Mid Market Insider
What 'Diversification' Actually Means for Your Business

Sep 11, 2025

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4 min read

What 'Diversification' Actually Means for Your Business

Issue #49

The Mid Market Insider
The Mid Market Insider
What Happened in M&A Last Month - August 2025

Sep 4, 2025

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5 min read

What Happened in M&A Last Month - August 2025

Issue #48

The Mid Market Insider
The Mid Market Insider
The Secret Behind the 20% of Businesses That Actually Sell

Aug 28, 2025

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4 min read

The Secret Behind the 20% of Businesses That Actually Sell

Issue #47

The Mid Market Insider
The Mid Market Insider
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The Mid Market Insider

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