Follow the Love (and the Money): Why You Should Invest in Markets You Actually Care About

Follow the Love (and the Money): Why You Should Invest in Markets You Actually Care About

April 04, 20253 min read

Follow the Love (and the Money): Why You Should Invest in Markets You Actually Care About

When it comes to real estate investing, most people think the smartest strategy is to follow the data. And while numbers don’t lie, there’s one powerful element most investors overlook:

Passion.

That’s right — investing in markets you genuinely love, know, or have a personal connection to can be a game-changer. Whether it’s the neighborhood you grew up in, your favorite vacation town, or a city whose vibe just speaks to you — aligning your investments with your interests can help you win long-term.

Let’s break down why leading with love (plus smart analysis) might just be your ultimate investment edge.


Why Passion-Fueled Investing Works

The truth is, when you love a market, you show up differently. You care more. You dig deeper. You hustle harder.

Here’s how that passion plays out in real-world results:

1. You Know the Territory

You already understand the local lifestyle, traffic patterns, school systems, or even the best coffee shop on the corner — all of which influence buyer and renter decisions.

2. You Spot Opportunities Others Miss

Because you’re familiar with the market, you’ll notice changes early. A new development going up? A mom-and-pop store closing down? You’ll sense shifts in value before they show up in the data.

3. You Build Better Relationships

People do business with people they like and trust. Being connected to a community means stronger relationships with agents, contractors, and city officials. That speeds up deals and lowers headaches.


But Passion Alone Isn’t Enough

Let’s be clear: just because you love a place doesn’t automatically make it a smart investment.

Before buying, ask:

  • Is population and job growth trending upward?

  • Are property values and rents climbing sustainably?

  • Is demand for housing consistent year-round?

  • Are you getting a good cash-on-cash return?

Run the numbers. Make sure the market supports your goals — whether that's flipping, wholesaling, or long-term rentals.


How to Pick a Market You Love and That Performs

Start with your personal preferences:

  • Where do you spend time?

  • Where do you already know people?

  • What areas are you genuinely excited about?

Then filter those places through an investor’s lens:

  • Affordability

  • Rental demand

  • Growth projections

  • Investor-friendly regulations

If a city checks both emotional and financial boxes — you’ve found your sweet spot.


Real Talk: Passion Keeps You Going When Things Get Tough

Let’s face it — investing isn’t always easy. Deals fall through. Contractors ghost you. Tenants call at 2 AM.

But when you’re invested in a place you actually care about, you're more likely to stick it out. Passion fuels persistence, and persistence is what builds wealth.


Final Thoughts: Don’t Just Chase Data. Chase Meaning.

The best real estate deals aren’t just about ROI — they’re about alignment. When your head and heart are in sync, you’ll make smarter moves, stay more engaged, and ultimately build a portfolio that feels as good as it performs.

So don’t be afraid to follow the love. It might just lead you straight to the money.

Steven Barry is a seasoned real estate investor and coach with over 20 years of experience in the industry. Specializing in flipping, wholesaling, and rental properties, Steven is dedicated to helping aspiring investors achieve financial freedom through smart real estate strategies. He is also the creator of The Profit Playbook, a comprehensive coaching program that guides investors at every stage of their journey.

Steven Barry

Steven Barry is a seasoned real estate investor and coach with over 20 years of experience in the industry. Specializing in flipping, wholesaling, and rental properties, Steven is dedicated to helping aspiring investors achieve financial freedom through smart real estate strategies. He is also the creator of The Profit Playbook, a comprehensive coaching program that guides investors at every stage of their journey.

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