May 13, 2026

House Hacking in Chicago: The Real Numbers, Risks, and First Steps with Victoria Marie Garay

House hacking can reduce housing costs and create a practical first step toward long term real estate ownership, but the numbers only work when rent, financing, condition, and tenant risk are evaluated together. In this conversation, Victoria Marie Garay explains how buyers can use small multifamily properties strategically without pretending every deal will let them live for free.

What House Hacking Really Means

House hacking usually means purchasing a small multifamily property, living in one unit, and renting the remaining units. Instead of paying the full housing cost alone, the owner uses rental income from the property to reduce the amount that must come from personal income each month.

House hacking is not a shortcut around ownership costs. It is a strategy for using one property to create housing, income, and long term equity at the same time.

Victoria explains that the strategy can work with two unit, three unit, or four unit properties depending on the financing, local market, building condition, and buyer goals. Some owners stay for several years. Others use the first property as a foundation before moving into another multifamily building or a single family home.

Test the Numbers Before You Buy

Do not rely on the asking price and projected rent alone. Review the mortgage, taxes, insurance, utilities, leases, vacancy risk, repairs, and reserves before deciding whether the property can support your plan.

How Rental Income Changes the Monthly Picture

The core advantage of house hacking is that rent from the other units may offset a large portion of the mortgage, taxes, insurance, and common building expenses. In the episode, Mahmoud and Victoria use an illustrative three unit example to show how two rented units can dramatically change the owner’s monthly out of pocket cost.

Rental Income May Also Help With Qualification

For an eligible owner occupied multifamily purchase, a lender may consider a portion of projected or documented rental income when evaluating the borrower. That can improve purchasing power compared with buying a single family home using personal income alone.

The property can contribute to the qualification analysis, but the lender determines how much rental income counts and what documentation is required.

The transcript makes clear that the numbers discussed are examples rather than promises. Interest rates, taxes, insurance, mortgage insurance, rent assumptions, loan rules, and debt ratios can all change the result. Buyers should confirm the actual calculation with a qualified lender before relying on the strategy.

Build Wealth by Paying Yourself First

Mahmoud reframes the monthly savings created by house hacking as money the owner can continue setting aside. Instead of allowing the reduced housing cost to disappear into lifestyle spending, the owner can create a reserve for repairs, the next down payment, or another long term goal.

The strategy becomes more powerful when the owner treats the monthly savings as capital for the next move rather than extra spending money.

Over time, the owner may benefit from several sources at once, including reduced housing costs, principal paydown, possible appreciation, and income from future units after moving out. The growth is not guaranteed, but the structure can create more options than paying the full cost of a comparable home without rental income.

Start With a Property You Can Manage

Your first house hack does not need to be a full gut renovation or a perfect investment. A manageable building with clear rental potential and understandable repairs may create a stronger foundation.

The First Property Should Not Be Too Complicated

Victoria advises first time house hackers to avoid becoming overwhelmed by a property that needs a complete transformation. A vacant building with manageable cosmetic work may be easier because the buyer can make targeted improvements, screen new tenants, and establish expectations from the beginning.

Simple upgrades such as paint, durable finishes, and selective kitchen or bathroom work may improve rentability without consuming the budget. The goal is not to create the owner’s dream interior in every unit. The goal is to make practical improvements that fit the rent potential of the area.

Do not spend premium renovation money in a market where the rent ceiling cannot repay the investment.

Tenant and Vacancy Risk Change the Math

House hacking works best when the rental assumptions become real rent. Existing tenants may pay below market, resist changes, or come with a relationship established under the prior owner. Vacant units create more control but may also produce several months without income while repairs and tenant placement are completed.

Victoria suggests that first time owners may find it easier to begin with vacant units and control the screening process themselves. More experienced landlords may be better prepared to inherit tenants, review leases, assess payment history, and manage difficult transitions.

Inspection, Location, and Reserves Protect the Plan

A strong inspection gives the buyer more than a list of immediate defects. It creates a maintenance roadmap. The age of the roof, plumbing, electrical systems, heating equipment, and other major components helps the owner estimate what may need replacement in the next several years.

The deal should still work after vacancy, repairs, maintenance, and future replacements are included in the plan.

Location also requires deeper analysis. Falling sale prices or rents may signal a serious problem, but they may also reflect a temporary event or a specific local condition. Buyers should investigate why the numbers are changing before either rejecting the area or assuming the lower price is automatically a bargain.

The best house hacking decisions come from a coordinated review of financing, rent potential, leases, property condition, neighborhood trends, and legal obligations. One building can create a meaningful foundation, but only when the buyer understands both the opportunity and the responsibility that comes with becoming a landlord.

Coordinate the Team Before the Offer

The broker, lender, attorney, inspector, and insurance professional each affect the result. Early coordination can help confirm the financing, rent assumptions, legal obligations, and true condition of the building before you commit.

Frequently Asked Questions

Key questions about house hacking, small multifamily properties, rental income, and first time ownership
What is house hacking?

House hacking generally means living in one part of a property while renting another part to help offset the mortgage and other ownership costs. Small multifamily buildings are commonly used for this strategy.

Possibly. A lender may count a portion of eligible projected or existing rental income, but the amount and documentation depend on the loan program, property, leases, appraisal, and lender guidelines.

Not necessarily. Rent may reduce or sometimes cover a large part of the housing cost, but vacancy, maintenance, utilities, taxes, insurance, repairs, and financing all affect the final result.

A vacant building may offer more control over repairs and tenant screening. An occupied property may provide immediate income, but the buyer should carefully review leases, payment history, rent levels, and tenant rights.

An inspection can reveal safety issues, deferred maintenance, aging systems, and future replacement costs. It helps the buyer decide what must be repaired now, what can be planned later, and whether the deal still fits the budget.

The amount depends on the building and financing, but owners should plan for vacancy, repairs, insurance deductibles, utilities, maintenance, and major system replacement. A lender may also require specific reserves.

Written By:
Mahmoud Faisal Elkhatib
Mahmoud Faisal Elkhatib, “The Bow Tie Attorney,” is a Chicago real estate lawyer with 12+ years of experience. Former chemist and broker, he now advises on foreclosure, real estate, and corporate law while serving housing-focused nonprofits.
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