The Mid Market Insider

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

Mar 12, 2026

•

4 min read

The LOI Is Not The Finish Line

Issue #75

The Mid Market Insider

How To Make Your Business Easier to Underwrite

Mar 5, 2026

•

4 min read

How To Make Your Business Easier to Underwrite

Issue #74

The Mid Market Insider

Feb 26, 2026

•

5 min read

The Hard Truth About AI Adoption

Issue #73

The Mid Market Insider

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

Feb 19, 2026

•

4 min read

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

Issue #72

The Mid Market Insider

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

Feb 12, 2026

•

4 min read

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

Issue #71

The Mid Market Insider

A Leadership Lesson I Learned the Hard Way

Feb 5, 2026

•

4 min read

A Leadership Lesson I Learned the Hard Way

Issue #70

The Mid Market Insider

Jan 29, 2026

•

4 min read

5 Red Flags Buyers Spot Immediately

Issue #69

The Mid Market Insider

The Often Overlooked Details That Shape a Business Sale

Jan 22, 2026

•

4 min read

The Often Overlooked Details That Shape a Business Sale

Issue #68

The Mid Market Insider

How Market Conditions Shape Business Acquisitions

Jan 15, 2026

•

4 min read

How Market Conditions Shape Business Acquisitions

Issue #67

The Mid Market Insider

The Risk of Doing Nothing in Your Business

Jan 8, 2026

•

4 min read

The Risk of Doing Nothing in Your Business

Issue #66

The Mid Market Insider

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

Jan 1, 2026

•

4 min read

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

Issue #65

The Mid Market Insider

Why Delegation Breaks Down in Growing Businesses

Dec 23, 2025

•

4 min read

Why Delegation Breaks Down in Growing Businesses

Issue #64

The Mid Market Insider

Dec 18, 2025

•

5 min read

When Bad Advice Hurts Everyone Involved

Issue #63

The Mid Market Insider

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

Dec 11, 2025

•

4 min read

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

Issue #62

The Mid Market Insider

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

Dec 4, 2025

•

5 min read

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

Issue #61

The Mid Market Insider

Why Deal Structure Matters Just as Much as Valuation

Nov 27, 2025

•

3 min read

Why Deal Structure Matters Just as Much as Valuation

Issue #60

The Mid Market Insider

How We Turned a Struggling Business into a 5x Return

Nov 20, 2025

•

5 min read

How We Turned a Struggling Business into a 5x Return

Issue #59

The Mid Market Insider

Why Every Business Needs a Real Differentiator

Nov 13, 2025

•

4 min read

Why Every Business Needs a Real Differentiator

Issue #58

The Mid Market Insider

Which is More Important? Timing or Preparation?

Nov 6, 2025

•

3 min read

Which is More Important? Timing or Preparation?

Issue #57

The Mid Market Insider

Understanding Your Business Better Than Anyone Else

Oct 30, 2025

•

3 min read

Understanding Your Business Better Than Anyone Else

Issue #56

The Mid Market Insider

Oct 29, 2025

•

2 min read

Is Your Business Stuck?

Join The Pre-Sale Prep Community Inside

The Mid Market Insider

Why Adaptability Beats 'Perfection' in Deal Negotiations

Oct 23, 2025

•

4 min read

Why Adaptability Beats 'Perfection' in Deal Negotiations

Issue #55

The Mid Market Insider

The Greatest Wealth Transfer in History is Happening...

Oct 16, 2025

•

4 min read

The Greatest Wealth Transfer in History is Happening...

Issue #54

The Mid Market Insider

A Community For Owners Preparing to Sell Their Business

Oct 14, 2025

•

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

Oct 9, 2025

•

4 min read

Know Your Buyer Before You Negotiate

Issue #53

The Mid Market Insider

The Mid Market Insider

The LOI Is Not The Finish Line

How To Make Your Business Easier to Underwrite

The Hard Truth About AI Adoption

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

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

A Leadership Lesson I Learned the Hard Way

5 Red Flags Buyers Spot Immediately

The Often Overlooked Details That Shape a Business Sale

How Market Conditions Shape Business Acquisitions

The Risk of Doing Nothing in Your Business

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

Why Delegation Breaks Down in Growing Businesses

When Bad Advice Hurts Everyone Involved

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

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

Why Deal Structure Matters Just as Much as Valuation

How We Turned a Struggling Business into a 5x Return

Why Every Business Needs a Real Differentiator

Which is More Important? Timing or Preparation?

Understanding Your Business Better Than Anyone Else

Is Your Business Stuck?

Why Adaptability Beats 'Perfection' in Deal Negotiations

The Greatest Wealth Transfer in History is Happening...

A Community For Owners Preparing to Sell Their Business

Know Your Buyer Before You Negotiate

The Mid Market Insider

Home