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Daily Archives: February 27, 2024

Why the Massive Real Estate Empire You Think You Want Won’t Give You the Life You Imagine

Written By: Chad Carson

Think big! Accumulate hundreds or even thousands of units. Use economies of scale. Syndicate. Benefit from maximum leverage. In other words: Go big or go home.

Aren’t these the messages we hear so often here on BiggerPockets? Aren’t the biggest and the best the ones with the most cash flow, the most flips, and the most rental units?

Well, I’m here to tell you that bigger is not always better. In fact, in this article and my new book, The Small and Mighty Real Estate Investor, I plan to show you that smaller and simpler is actually better for many of you.

I’m trying to start a new movement. I hope some of you will join me. The motto is “go small or go home.” And the hero is called the small and mighty real estate investor.

Big Isn’t Bad

Life is too complex to say big is bad and small is good. We all have different motivations, don’t we? You aren’t wrong if you have big, large-scale real estate aspirations.

I would say it’s only wrong if you think big is the only way to live a rich, amazing life. There are other, simpler investing options that don’t get enough publicity because, well, they’re too simple.

You don’t have to get big to accomplish incredible financial and life goals. Small-scale real estate investing with even a few properties can do that, too. These mini-real estate models can give you plenty of money, plenty of free time, and plenty of flexibility. And they can help you avoid a lot of hassle and risk that comes with growing a big business. Isn’t that what most of us wanted in the first place?

Unfortunately, smaller real estate investing does have its downsides. You may not get famous with a best-selling book. And I’m sorry to tell you that you probably won’t get an HGTV show contract. But as a consolation prize, you CAN get a life of financial security, simplicity, and freedom that most people only dream of.

To begin exploring my point, let’s look at an interesting story of three BiggerPockets investors.**

A Story of Three Real Estate Investors

One summer, three real estate investing couples travel together to Europe. These investors originally met as beginner investors on the BiggerPockets Forums. They liked each other and helped each other grow. Along the way, they became friends. 

Fifteen years later, they each have experienced success with their real estate, and they want to enjoy the fruits of their efforts. They spend 14 days visiting the Mediterranean coast. First, they explore ancient sites in Italy while enjoying amazing food and wine. Then, they continue with a high-quality, Mediterranean cruise to explore stops in Croatia, Greece, and even BiggerPockets author Erion Shehaj’s beautiful native country of Albania.

Could these investors afford a nice trip like this?

The Financial Scoreboard

Couple No. 1, Liz and Tom, are in their 50s. They live, invest in, and self-manage their properties in Missouri. Over the last 15 years, they’ve bought 10 single-family houses, one by one, in good neighborhoods.

Liz and Tom searched hard to buy these houses as fixer-uppers below value, and they used the BRRRR technique to recoup most of their cash on each deal. Then they used the debt snowball technique to pay off their mortgages early. Their houses now produce $7,000 per month, or $84,000 per year, in positive cash flow.

Couple No. 2, Tiffany and Darius, are in their early 40s. They live in New York, and they invest in North Carolina using a property manager. Fifteen years after starting, they now own one 50-unit apartment building.

Tiffany and Darius began with smaller properties and then used 1031 tax-free exchanges to trade up to bigger units until they had enough equity for a down payment on the 50-unit building. They have a solid, fixed-interest, 25-year mortgage on the building, and the property produces $10,000 per month, or $120,000 per year, in positive cash flow.

Couple No. 3, Mike and Lauren, are in their late 40s. They live in Nevada and own properties all over the country. Fifteen years after starting, they now own 500 units!

Mike and Lauren began with their own rentals, but because of their ability to put together great deals, they also began syndicating deals by pooling money from others. As the general partner, they have become multimillionaires, and their portion of the rental income equals $60,000 per month, or over $700,000 per year! Their portfolio produces the most money out of the three couples.

It’s clear to see that all three couples can easily afford to pay for this nice European vacation. This is exactly why all of them began investing in the first place.

But the story gets a little more interesting as they approach the end of the trip.

Let’s Extend the Trip!

By the end of this trip, all three couples have had a fabulous time. It’s been so great, in fact, that couple No. 1 (Liz and Tom) propose that they all stay a few weeks longer to explore more.

Liz and Tom’s rentals are all full of self-reliant tenants who automatically deposit their rent each month. The tenants can email or leave a voicemail with any maintenance emergencies, but this rarely happens. And with no debt or immediate plans to buy more properties, their business schedule is amazingly flexible.

Couple No. 2 (Tiffany and Darius) check their calendars. They have a few community and church functions, but those could be put off. Their property manager is competent and in control of day-to-day issues at the 50-unit apartment building. And because no major financing or remodel projects are looming, they happily agree to stay on as well.

However, couple No. 3 (Mike and Lauren) has challenges. They want to stay and can easily afford the expense of extending the trip. But there are projects looming back at home.

Remodeling contractors are waiting for their guidance on recent value-add apartment purchases. A new property manager needs to be found to replace an underperforming one. Their corporate bookkeeper and administrator need help. And some of their equity investors want to meet with them to discuss some past and future projects.

As a result, Mike and Lauren regretfully need to decline the vacation extension.

The Myth of the Passive Big Business

Mike and Lauren do not have a bad business. In fact, it is financially the most successful business of the three investors. But here are the questions I always ask the Mikes and Laurens of the world:

  • Did your investment business meet your true goals?
  • Are you spending your time doing what’s most important to you?
  • Would alternative approaches have met your goals just as well, with less hassle and risk along the way?

It’s possible that Mike and Lauren are happy with their current situation. If so, I’m happy for them. But my experience has shown that many people in their situation are less than happy. Their extra money has come at a cost.

And I’m sure I’ll get examples in the comments about Shark Tank hosts, famous entrepreneurs, and BP Podcast guests who’ve built big businesses that also check all the goals off the list. It’s fine to provide successful examples. 

But the bottom line is, what are your goals? And what’s the best way to achieve them? Are you a Shark Tank host, or are you a regular person trying to free yourself from the 9-to-5 grind so that you can live an extraordinary life?

I know a lot of entrepreneurs and real estate investors. The ones with the most money have big businesses. If that’s your No.1 metric, go for it. But the ones I know with the most free time, the most flexibility, and the least stress have smaller, simpler businesses and portfolios. And interestingly, I don’t see these smaller investors worrying that they have a smaller net worth than the big investors. It seems they’re too busy enjoying life!


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Can You Control Frankenstein?

So far, it might seem that I’ve beaten up on the big real estate investing model. But I’ll readily admit that it’s not impossible for you, as the owner of a bigger business, to have it all. You can create systems and teams of people that both produce a lot of money AND allow you to be relatively passive and flexible. It does happen.

But very importantly, it’s a lot harder and more time-intensive to manage a bigger, more complicated business. There are more people involved, more moving parts, and more things to pay attention to.

I think of it like Frankenstein’s monster. Without extreme focus, a business can become a scary, out-of-control creature that takes on a life of its own. And yes, it can even get hungry and eat your money, your free time, and your life!

Frankenstein cartoon

The Frankenstein business monster becomes the most scary during the business’s growth spurts. Look at this graph of a business life cycle, for example:

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The Danger Zones are where business “Frankenstein monsters” attack.

The growth spurts of this graph are the steep inclines. These are the danger zones. This is when you, the business owner, are most susceptible to cash crunches, dramatic market changes (i.e, the 2008-2010 Great Recession), personnel problems, and even personal burnout.

These danger zones are where the Frankenstein monster rears his ugly head. You can win against the monster. But just be prepared for a battle.

Finding Your Business and Investing Sweet Spot

You, as an entrepreneur, have to decide where on the business lifecycle graph you want to end up. You have a virtually endless choice of plateaus that you could aim for. The sky is the limit in our economic system. But again, your choice will depend on your personal financial goals.

And your choice will also depend on your willingness to take on the risk and hassle of the perilous climb up to higher economic ground. The reward at the top better is worth the sacrifice of the climb (and the fights with the Frankenstein monster)! Unfortunately, plenty of people have arrived at the top of the financial mountain to realize they lost everything they really wanted along the way.

The key is to find your personal business sweet spot. As you’ll see in the graph below, I’ve marked two different sweet spots. One is smaller (fewer assets, fewer employees/team members, less money), and the other is bigger (more assets, more employees/team members, more money).

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Smaller or bigger business sweet spot? It’s your choice.

Both sweet spots are beautiful, level plateaus where you’ve increased income while also gaining efficiency that frees up your personal time and reduces hassle. The bigger sweet spot has more money earned. But nothing comes without a cost. You must make the choice if bigger is worth it for you.

And that choice may come down to the concept of “enough.”

The Fulfillment Curve & a Place Called “Enough”

One of my favorite personal finance books is Your Money or Your Life by Vicki Robin and Joe Dominguez. In the book, they share a graph called the fulfillment curve. Here’s my drawing of what that looks like:

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While the authors shared this as a personal finance concept, it also applies to the real estate investing business. As you move up the curve, you pass milestones like survival, comfort, and even small luxuries that make life sweeter. But you finally arrive at a place called “enough,” the peak of the fulfillment curve. In terms of happiness, it doesn’t get much better than this.

But as you continue moving past the peak of the curve, each subsequent amount of money you earn and spend has diminishing returns on your personal happiness. This occurs because the extra you earn, spend, and accumulate carries with it clutter, complexity, stress, and hassle.

The place called “enough” is different for each one of us. But it’s vitally important as a real estate investor to learn what it is for you. The main point here is that smaller, simpler businesses can take many of us to this place called “enough.” And going past the peak of the fulfillment curve by getting bigger and more complex just clutters our lives.

“But I Enjoy Growing and Staying Busy!”

By this point, I’m sure some of you are with me, and others are completely turned off. That’s what I expected. But some of you may still be on the fence. Perhaps you know you’ve got enough financially, but you’re thinking something like this:

But I like working. I enjoy being busy. If I weren’t continually buying more deals and building a bigger business, I don’t know what I’d do with myself. I’d rather stick with a pattern that satisfies me than risk an unknown void in my life. What if I get bored?

I feel your pain. I’m a model member of the club for the recovering Type-A, job-identifying, workaholics anonymous.

The truth is that, of course, work is fulfilling. It really can provide a wonderful sense of purpose, growth, and challenge. I personally enjoy it, too. And there’s no reason to give up that outlet in your life if you like it.

But would your “work” projects be different if you knew you had enough financially? Would that allow you to negotiate a different approach to work, your investing, and your schedule? You could even keep doing the same basic activities, but you’d do it completely on your terms.

Sometimes this leap requires a little bit of imagination.

What Do You Want to Be When You Grow Up?

You’ve been hard at work for years. Even if you just graduated from college, you’ve still been through years of schooling, which conditions you to constantly perform and check off endless to-do lists.

I’ve found for myself that this hardworking, 9-to-5 grind for many years causes me to lose something. That something is the creativity and imagination of a child. It’s that inner force that caused you to stare off into space as a kid and say, “I want to do [insert your passion] when I grow up!” Adulthood has a way of squashing dreams with the hammer of practicality (under the disguise of money).

In 2009, my wife and I took a sabbatical trip for four months to Spain and South America. During the trip, I finally got a glimpse into my own forgotten imagination. Six weeks in, my uptight, ambitious self finally let go a little bit. It happened after spending several magical hours just sitting with my wife and watching the bay of a Mediterranean fishing village in Cadaques, Spain.

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We first watched a sunset, then the arrival of a beautiful star-filled sky, and finally the biggest shooting star we’d ever seen streaking in green across half the sky! During the entire experience, I could physically feel myself relax as a big knot untied itself in my chest.

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There weren’t any specific epiphanies at that moment. But I was stunned as I realized how one-tracked and focused my life was. Without that trip, that space, and that slowing down, I may have talked myself into thinking I needed to continue growing and pushing for another couple of decades. It was like I had woken up to brand new, child-like possibilities.

Go Small, and Do What Matters in Your Life

The story I just shared was my specific experience. But I’m convinced that we all can regain our own unique imaginations if we just give ourselves the space. And to create that kind of space, it helps to have a particular kind of real estate investment business. It’s big enough to give you enough financially. But it’s also small enough to give you free time and space to think, to explore, and to do what matters in your life.

What matters. That’s an interesting concept.

On my personal website, I wrote something called the “Money-Life Manifesto” that talks about what really matters to me. Everyone’s life priorities are different, but perhaps this excerpt from my manifesto will resonate with you:

  • Sleep more. Relax in the morning. Sit in a rocking chair.
  • Learn something new. Be impractical. Explore.
  • Visit amazing places. Go on adventures. Hike trails. Ride a bike again.
  • Unplug from the matrix. Do work you love. Buck the system. Say “shove it” to the man.
  • Raise your own kids. Play silly games. Help with homework. Spoil your grandchildren.
  • Plant a garden. Grow your own food. Eat healthy. Exercise.
  • Slow down.
  • BREATHE.
  • Pursue your passions. Volunteer. Listen to people. Make an impact.
  • Advance your cause. Create your art. Write your story.
  • Get OFF the 9-5 treadmill.
  • STOP selling out!
  • DO what matters!

Henry David Thoreau once wrote one must “live deliberately.” Our businesses should work the same way—because real estate investing isn’t just about real estate, is it? It’s about what matters to you.

I wish you the best of luck in your real estate journey to discover what’s enough financially, to find your investing sweet spot, and to start doing more of what matters, whatever that means for you.

*I heard a variation of the “three real estate investor” story at a seminar at least 10 years ago. I think it was the late Jack Miller who told it. If someone knows differently, please help me give the correct credit.

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Settlements, Waivers, and Releases: Make Your Money Work

Provided by Rental Housing Journal

Landlords may not realize that, without a proper settlement document over tenant disputes and payments, they may cause headaches for themselves down the road.

The landlord/tenant arrangement is no different than any other contractual relationship.

Disputes often arise with accusations that one party is not living up to their obligations under the contract or applicable laws. Whether, for example, the tenant alleges their toilet wasn’t fixed quick enough or that the landlord unlawfully entered the premises without notice, money often changes hands as a result. The goal of this is obvious: pay money, make the problem go away. Many landlords mistakenly pay their tenants when a dispute arises, doing so through simply cutting a check and, at best, a “thank you” from their tenant. These landlords do not realize that, without a proper settlement document, they may have only caused more headaches for themselves down the road.

Payment of monies to a tenant without an agreement in place as to “why” and “for what” rests on several faulty assumptions: First, that the tenant agrees that they have been fully compensated for that claim or issue; second, that the tenant has no other claims or issues they feel need compensation; and third, that they won’t bring those claims later seeking further compensation.

In essence, the landlord assumes that their payment fully contracts their problems away entirely. If/when their tenant files suit alleging those claims, the landlord is usually shocked to learn that their money was handed out almost for nothing, as litigation costs usually dwarf that initial payment. What should happen, along with that exchange of that money, is the execution of a settlement agreement releasing any claims that may exist.


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The necessity of a document evidencing the agreement is found in principles of contract law. Settlement agreements are contracts, subject to the basic rules of contract law. If you have reviewed a written settlement agreement, they usually contain waivers and releases dealing with any/all claims that exist as of the date of that agreement. As you can imagine, broad waivers and releases (which would protect the landlord) are usually not something non-lawyers discuss during conversations related to compensation. Even if those discussions arguably took place, in my experience, they would likely be denied/rejected by the tenant and disregarded by the court due to the lack of a document evidencing the same. Thus, verbal agreements are rarely enforceable and therefore not recommended.

A basic component of contract law is that the parties’ intent controls. For any release to be valid, there must be both knowledge of the existence of a claim and an intention to relinquish it, in the absence of a specific promise to release liability for unanticipated claims. Without a document evidencing such an intention, there is no evidence that the payment covers/releases every claim available. The court likely won’t save the landlord from the new claims filed by the tenant, barring unusual circumstances, leaving the landlord footing the bill for a fight they likely thought they had resolved.

While it’s easy to throw money at a problem, it’s important to make that money work.

If you have a dispute with a tenant in need of resolution, settlement documents related to these discussions are common. If a tenant refuses to sign any documents addressing the compensation provided, you may want to reconsider that payment until they are ready to properly document the understanding of the parties. At a minimum, you should document your efforts to settle the matter in writing, so that if the issue escalates, it can be helpful in the future.

Without these things in mind, you may be throwing your money down the drain.

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A Landlord’s Guide to ESA Verification

Around 45 million households rent from apartment complexes to single-family units to converted Airbnb investment properties. Of those renters, pet ownership is extremely common. This is because the joy of coming home to a four-legged friend who couldn’t be happier to get a pat on the back and a treat from the kitchen is a fantastic feeling.

The challenge becomes allowing these renters into your properties. That photo of the American classic golden retriever in their application may look harmless at first, but when it comes time for the family to move on, you could be facing urine stains and destruction due to pet boredom. Implementing a pet screening process into your application stages is crucial to avoiding such issues.

This ensures you are targeting the right kind of renters, protecting your investment from unwanted damage, and keeping everything transparent to build trust between you and your potential tenants.

In this article, let’s review a guide to balancing the harmonious living environment your tenants require and safeguarding your property from Fido’s activities.

Creating a Pet Screening Application

Think of pet screening as a background check for the cats, dogs, or other animals you allow into your rental property. You aren’t trying to prevent animals in general. It is more that you’re trying to “guarantee” they will be a good fit for your property and community.

A basic pet screening application should include key components to give you peace of mind that you’ve made the right decision. That can include:

Pet Resume

A detailed pet profile that includes the size, breed, temperament, and age of the animal.

Pet Interview

Your chance to witness the pet’s behaviors in person so they are compatible with the property environment.

Veterinary Documentation

This typically verifies vaccinations, spay/neuter status, chip ID, and general health records.

Pet Insurance

In some rare cases, you can verify the homeowner/renter’s insurance of your applicant concerning specific pets due to their breed or size.

As you design the actual application, keep in mind these components. You want a comprehensive view of what to expect without scaring off your applicants.

You want to mitigate the potential risk of damage to your property or surrounding community, starting with proper pet screening.

Conducting Pet Screenings

Any landlord or property manager knows restricting pets from your properties will place an undesirable limit on the potential applicants you receive.

While every process will vary depending on the property owner, in general, the pet screening steps include:

Step 1: Application Review

Read through all the details provided by the applicant so you can better understand the role, behavior, and makeup of their pets. For example, if they have a therapy animal versus a stray picked up on the side of the road a couple of days ago.

Step 2: Pet Interviews

Yes, you should conduct a pet interview. If you have two applicants left to decide between, and one owns a pet, but the other doesn’t – do yourself a favor and meet the animals. They could be the sweetest dog in the world on paper but a menace in real life. Give your applicants the benefit of the doubt and trust your instincts.

Step 3: Questionnaire

You can include a questionnaire that reviews specific concerns, environmental issues, or size requirements of potential animals in your rental property. Asking things like “Is the pet house trained?” or “Do you understand local leash laws?” helps you avoid uncomfortable conversations down the road.

Throughout this pet screening process, be on the lookout for red flags. If the pet has excessive barking for no reason, endless scratching at their ears, signs of aggression, or obvious health issues, bring those items up with the owner. Any time they cannot respond satisfactorily, you may want to consider other applicants.

Using a pet screening process helps identify any red flags so you can expand that applicant pool without harming your property.


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Handling Service Animals and Emotional Support Animals

On any rental agreement or application, clearly differentiate regular pets, service animals, and emotional support animals (ESAs). This is crucial for your potential tenants and provides you with some legal protection.

Pets are just that – pets. They have had no specific training and are there to be enjoyable family members. Service animals are incredibly different. Traditionally, these dogs have been carefully trained to signal the owner’s health issues or guide them through their day.

ESAs are a bit more unique. They may not have specific training but are there to provide emotional support for the owners who have challenges that become easier to manage due to the pet’s presence.

According to current HUD guidelines, you must accommodate ESAs and service animals with proper documentation as a landlord or property management team. These are legally protected situations that you do not want to get in the middle of litigating.

A good way to nip this situation in the bud so you are more aware of what could happen is to provide clear guidance on your pet screen application that verifies the authenticity of the service animal documentation. As long as you have that information, you cannot deny the applicant based on the breed or size restrictions that apply to pets.

The ESA verification process should include a HUD-compliant verification. Otherwise, your application can be called into question, so it is a bit of a balancing act you’ll want to spend time clarifying first.

Bottom Line

Whatever your reason for implementing an effective pet screening process, the result is to ensure the safety of your property and its occupants and cultivate a harmonious living environment for everyone involved.

The guidelines and tips presented in this article are a fantastic first step to getting your pet screening process under control for better results – even when extra ESA verification is required.

If you want an easy solution, our team at OurPetPolicy provides free reliability reviews for up to three ESA letters. This will help landlords and property managers, just like you, maintain a positive living environment for your tenants while opening up the application pool to ESA pet owners.

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