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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.

Why Buyers Pass On Great Businesses (And Never Tell You Why)

Apr 30, 2026

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2 min read

Why Buyers Pass On Great Businesses (And Never Tell You Why)

Issue #82

The Mid Market Insider
The Mid Market Insider
Private Equity “Insider Secrets” Of Getting A Premium Exit

Apr 23, 2026

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2 min read

Private Equity “Insider Secrets” Of Getting A Premium Exit

Issue #81

The Mid Market Insider
The Mid Market Insider
The 3 Hidden Red Flags That Make Buyers Walk Away (Without Telling You Why)

Apr 16, 2026

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2 min read

The 3 Hidden Red Flags That Make Buyers Walk Away (Without Telling You Why)

Issue #80

The Mid Market Insider
The Mid Market Insider
The One “Small” Decision That Can Cost You Millions In An Exit

Apr 9, 2026

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3 min read

The One “Small” Decision That Can Cost You Millions In An Exit

Issue #79

The Mid Market Insider
The Mid Market Insider
What to Say When a Potential Buyer Reaches Out

Apr 2, 2026

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3 min read

What to Say When a Potential Buyer Reaches Out

Issue #78

The Mid Market Insider
The Mid Market Insider
What Buyers Need to See in Your Financials

Mar 26, 2026

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4 min read

What Buyers Need to See in Your Financials

Issue #77

The Mid Market Insider
The Mid Market Insider
How Buyers Think About Key Employee Risk

Mar 19, 2026

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4 min read

How Buyers Think About Key Employee Risk

Issue #76

The Mid Market Insider
The Mid Market Insider
The LOI Is Not The Finish Line

Mar 12, 2026

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4 min read

The LOI Is Not The Finish Line

Issue #75

The Mid Market Insider
The Mid Market Insider
How To Make Your Business Easier to Underwrite

Mar 5, 2026

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4 min read

How To Make Your Business Easier to Underwrite

Issue #74

The Mid Market Insider
The Mid Market Insider
The Hard Truth About AI Adoption

Feb 26, 2026

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5 min read

The Hard Truth About AI Adoption

Issue #73

The Mid Market Insider
The Mid Market Insider
Inbound Buyer Interest Isn’t Always a Good Thing, Here's Why

Feb 19, 2026

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4 min read

Inbound Buyer Interest Isn’t Always a Good Thing, Here's Why

Issue #72

The Mid Market Insider
The Mid Market Insider
You Don’t Get a Second Chance at a Buyer's First Impression

Feb 12, 2026

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4 min read

You Don’t Get a Second Chance at a Buyer's First Impression

Issue #71

The Mid Market Insider
The Mid Market Insider
A Leadership Lesson I Learned the Hard Way

Feb 5, 2026

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4 min read

A Leadership Lesson I Learned the Hard Way

Issue #70

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

The Mid Market Insider

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