THE TIRED LANDLORD

The chapters. Read them in any order.

Six chapters liveMore comingAll free · No email walls
Chapter One Should I Sell My Rental Property? An Honest FrameworkA decision framework for landlords who are tired: the four questions that actually decide it, the math most people skip, and permission to choose either answer. 9 min read Chapter Two 12 Signs It's Time to Stop Being a LandlordTwelve honest signs a landlord is done — from dreading the phone to deferred maintenance you can afford but can't face — and what each one is actually telling you. 7 min read Chapter Three The Tax Bill When You Sell a Rental (and the Ways Around It)What selling a long-held rental actually costs in taxes — capital gains, depreciation recapture, NIIT, state — with a worked example and the three legitimate ways to shrink or defer the bill. 9 min read Chapter Four How to Sell a Rental Property With Tenants In ItYour options for selling an occupied rental: sell with the lease, time the vacancy, or negotiate cash-for-keys — plus the notice rules, showing etiquette, and the buyer pools for each. 8 min read Chapter Five Sell or Hire a Property Manager? The Real MathWhat a property manager actually costs (8–10% plus the fees nobody quotes), what they genuinely fix, what they can't, and how to decide between delegating the job and leaving it. 8 min read Chapter Six What Happens After You Sell: The Passive Landing OptionsThe landing options for a tired landlord's equity: taxable-and-simple, 1031 into passive real estate (DSTs, NNN, funds), and what each trades in control, income, and liquidity. 9 min read

Whenever you're ready, we know good people.

One introduction to a vetted professional — an exit-savvy advisor, a 1031 intermediary, a CPA who's seen your exact situation. Free, no obligation, and how we're paid arrives in writing before your first call.

Get matched →
Take the Burnout Audit →