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Jonathan Addison
Jonathan Addison

Ask Jon

EP. 7 — DESIGN & RENOVATION

Aug 10, 2026

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1 min read

EP. 7 — DESIGN & RENOVATION

Should I Upgrade My Rental Before Raising the Rent?

Jonathan Addison
Jonathan Addison

Ask Jon

EP. 6 — LEASING & SCREENING

Aug 10, 2026

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1 min read

EP. 6 — LEASING & SCREENING

Can I Reject an Applicant Who Doesn't Meet My Income Requirements?

Jonathan Addison
Jonathan Addison

Ask Jon

EP. 05 — SECURITY DEPOSITS

Aug 10, 2026

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1 min read

EP. 05 — SECURITY DEPOSITS

Can I Charge My Tenant for Damage That Goes Beyond Normal Wear?

Jonathan Addison
Jonathan Addison

Landlord Essentials

“Now Isn’t the Right Time” Is a Dangerous Excuse

Jun 11, 2026

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1 min read

“Now Isn’t the Right Time” Is a Dangerous Excuse

Four myths keeping landlords stuck on the sidelines—and the facts that prove each one wrong.

Jonathan Addison
Jonathan Addison

Renting

The Rental Negotiation Playbook Nobody Gives You

Jun 10, 2026

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1 min read

The Rental Negotiation Playbook Nobody Gives You

Four scripts, two timing tricks, one truth: your landlord expects you to negotiate.

Jonathan Addison
Jonathan Addison

Investing

My Year-One Rental Cash Flow Report

Jun 9, 2026

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1 min read

My Year-One Rental Cash Flow Report

Four scripts, two timing tricks, one truth: your landlord expects you to negotiate.

Jonathan Addison
Jonathan Addison

Buying

How to Analyze a Listing in Under 7 Minutes

Jun 8, 2026

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1 min read

How to Analyze a Listing in Under 7 Minutes

I studied 30 winning offers. Here's the framework they all share.

Jonathan Addison
Jonathan Addison

Investing

The Real Numbers Behind My First Rental Property

May 1, 2026

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1 min read

The Real Numbers Behind My First Rental Property

What the spreadsheets predicted, what actually happened, and the lessons that mattered most.

Jonathan Addison
Jonathan Addison

Buying

The New Instagram for Real Estate Listings

Apr 30, 2026

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1 min read

The New Instagram for Real Estate Listings

Why buyers are discovering homes through content before they ever visit a listing site.

Jonathan Addison
Jonathan Addison

Buying

The 6 Levels of Building Real Wealth Through Property

Apr 29, 2026

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1 min read

The 6 Levels of Building Real Wealth Through Property

Most investors focus on level one. The real wealth is built higher up the ladder.

Jonathan Addison
Jonathan Addison

Investing

How I Turned a Failed Deal Into a $20K Lesson

Apr 28, 2026

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1 min read

How I Turned a Failed Deal Into a $20K Lesson

The opportunity I lost taught me more than the deals that succeeded.

Jonathan Addison
Jonathan Addison

Landlord Essentials

The Truth About Rental Property Success

Feb 4, 2026

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5 min read

The Truth About Rental Property Success

It’s Not Passive, It’s Systematic

Jonathan Addison
Jonathan Addison

Buy Rent Prosper

Practical guidance for the landlord who wants to do this right — and build wealth doing it.

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