Strategies
What we would tell someone starting today
The things that turned out to matter, from three people who have made most of the available mistakes.

After seventy-odd articles about underwriting, financing, operations, markets, tax and strategy, the useful residue is fairly short.
Underwrite the property, not the story
Every deal comes with a narrative — the growing market, the upside in the rents, the plan for the units.
Narratives are free. Verify every number from an independent source: taxes from the assessor, insurance from a quote, rents from live comparables, capital from a system inventory.
Then rebuild the seller's statement yourself and compare. The difference tells you how much of the story to believe.
The deal has to work now
Not after rent growth, not after the renovation, not after the refinance.
A property that works at current rents, current expenses, current financing and full reserves is an investment. One that requires three things to go right is a bet.
Upside is what you get when a working deal also improves. It is not what makes a marginal deal acceptable.
Borrow less than you can
Every failure we have watched closely came down to leverage rather than to the property.
Well-run buildings with good tenants have been lost because the debt was short-term, floating, or sized to the maximum.
Underwrite to a coverage ratio you would still be comfortable with if rents fell ten percent and expenses rose ten percent. That usually means borrowing less than the lender offers.
Reserves are part of the purchase price
Closing with an empty account is the most reliable way to convert an ordinary problem into a crisis.
Six months of full carrying costs, plus the cost of the most likely major failure, held liquid, before you consider the property financed.
The reserves are what let you hold through a bad period, and holding through bad periods is the entire mechanism by which real estate produces returns.
Match the debt to the plan, then add slack
Short-term debt on a long-term hold is a bet on future conditions. Floating debt without a real cap is the same bet, less obviously.
Model the refinance at rates well above today's. If it fails, you are relying on the environment rather than the asset.
Screen properly and do not compromise
The tenant decision affects everything downstream. Written criteria, applied identically, verified independently — income from documents, history from the previous landlord rather than the current one.
An extra month of vacancy is cheaper than a bad tenancy, every time, and the arithmetic is not close.
Respond quickly and raise rent annually
Two habits that between them determine most of the gap between a well-run property and a poorly run one.
Same-day acknowledgment of maintenance requests costs nothing and drives retention more than the repair itself.
Small annual increases, explained in advance, keep tenants longer than infrequent large ones and prevent the drift that costs small landlords more than any other single thing.
Keep records as if you will need them in twenty years
Because you will. Basis, improvements, depreciation schedules, screening decisions, condition photographs.
Separate accounts, monthly reconciliation, photographs of everything, documented at the time.
The cost of doing this is an hour a month. The cost of not doing it appears at sale, at audit, or in a dispute.
Build the relationships before you need them
Two community banks. A plumber who answers. A manager you would trust. An attorney who knows local landlord-tenant law. An accountant who works with rental property.
All of these are easy to establish in a calm year and impossible to establish in a difficult week.
Go slowly
The compounding that makes this asset class work operates over decades. Nothing about the first three years determines the outcome except whether you survive them.
Buying quickly on early momentum, before reserves are rebuilt and before the operational lessons have arrived, is the most common way people end a promising start.
Be honest about what you are doing
Some strategies are businesses — flipping, wholesaling, short-term rental. They produce income and stop when you stop.
Some are portfolios — buy and hold, long-term rental. They produce assets and continue.
Both are legitimate. Confusing them is how people work extremely hard for a decade and find they have earned a salary rather than built anything.
And the thing nobody says
Most deals should be rejected. An investor who looks at fifty properties and buys two is not being indecisive.
The discipline to walk away, after the inspections are paid for and the effort is spent, is worth more than any analytical skill on this site.
General information about real estate investing, not investment, legal or tax advice. Property investment carries risk of loss. Consult qualified professionals about your own circumstances.
Also by Rosa Delgado
- Bookkeeping systems that survive an audit and a decadeTax & Structure
- The annual review every landlord should doRental Operations
- The first deal: a realistic sequenceStrategies
- Building the vendor relationships that carry a portfolioRental Operations





