Escape Artist
  • Features
    • Interview
    • News
    • Field Notes
    • Trending
  • Your Plan B
    • Finance
    • Real Estate
    • Second Citizenship
    • Digital Nomad
    • Healthcare
  • Destinations
    • Europe
      • France
      • Germany
      • Italy
      • Portugal
      • Scandinavia
      • Spain
      • United Kingdom
      • Rest of Europe
    • Central America
      • Belize
      • Costa Rica
      • El Salvador
      • Guatemala
      • Honduras
      • Nicaragua
      • Panama
    • Others
      • Africa
      • Asia
      • Australia
      • North America
      • South America
      • Middle East
      • Rest of the World
  • Travel Tips
    • Know Before You Go
    • Packing List
    • Food + Culture
    • Health + Wellness
  • Subscribe
Escape Artist
  • Features
    • Interview
    • News
    • Field Notes
    • Trending
  • Your Plan B
    • Finance
    • Real Estate
    • Second Citizenship
    • Digital Nomad
    • Healthcare
  • Destinations
    • Europe
      • France
      • Germany
      • Italy
      • Portugal
      • Scandinavia
      • Spain
      • United Kingdom
      • Rest of Europe
    • Central America
      • Belize
      • Costa Rica
      • El Salvador
      • Guatemala
      • Honduras
      • Nicaragua
      • Panama
    • Others
      • Africa
      • Asia
      • Australia
      • North America
      • South America
      • Middle East
      • Rest of the World
  • Travel Tips
    • Know Before You Go
    • Packing List
    • Food + Culture
    • Health + Wellness
  • Subscribe
👤

THE NUMBER ONE SOURCE FOR BUILDING A LIFE ABROAD

This field is for validation purposes and should be left unchanged.
  • Digital Nomad

Start Your Plan B on Main Street

  • BY Lisa Richards
  • November 21, 2023
Total
0
Shares
0
0
0

It sounds odd, doesn’t it, the thought that the ticket to your Plan B may exist right on Main Street?

But, it’s much more realistic than you think. Let’s face it: not everyone has the skills or desire to be a traditional digital nomad. Not everyone wants that freelance business or e-commerce store.

And, while we’ve seen much more flexibility in terms of work arrangements in recent years, the majority of employees are not able to work from home, let alone half way across the world.

This leaves a lot of people feeling that, unless they become independently wealthy somehow, they will not be able to pursue a Plan B lifestyle until they retire. Even then, will they have the funds to do it?

But, what if you didn’t require an online income to move overseas and live your Plan B dreams? What if there was a more traditional and, dare I say, boring path forward you could take to earn an income?

Well, friends, that opportunity exists today in spades, in the form of traditional brick and mortar businesses. As baby boomers retire, they are looking to cash out of their well-established businesses to fund their retirement. And that means a perfect opportunity for you to step in to a cash-flowing business.

Wondering if I’ve also found a way for you to clone yourself so you can be in two places at once? Well, with the right business model, you won’t have to do that.

Feeling intrigued? Let’s get into this unique and historic opportunity that is in front of us, and discuss how you can leverage it to build your Plan B overseas.

Mom & Pop Shops: The Great Opportunity

According to Forbes.com, “Baby Boomers, defined as people born between the years 1946 and 1964, account for approximately 40 percent of small business or franchise ownership. Many of these are service-based businesses, restaurants, auto shops, plumbing businesses, local retail stores, hardware repair companies, and more.”

And, these people are all nearing retirement age within the next decade, with estimates saying that up to 10,000 Boomers are retiring every single day already.

As per Codie Sanchez, expert small business investor and contrarian, 19% of those Boomers are small business owners. That’s a whole lot of Boomer-owned small businesses that will soon either be looking for new owners, or shutting their doors for good.

The reality is people need the services these small businesses provide. While they may not be super sexy or exciting, they are staples in many of our communities.

This presents an amazing opportunity for a new generation to step in and take over these successful small businesses, while avoiding the high failure rate and associated risks of a brand-new startup.

Introducing “Acquisition Entrepreneurship”

In his book Buy Then Build, Walker Deibel encourages aspiring entrepreneurs to skip the trials and tribulations of starting a business from scratch, by instead acquiring an existing successful business.

As Deibel says, “The combination of an existing small business’ profitable and sustainable infrastructure with the innovation and drive of an entrepreneur is a magical recipe. The main benefit of acquisition entrepreneurship is that existing companies are already established with customers, brand awareness, employees, and most importantly, revenue and profits —everything a startup doesn’t have.”

Since many of these companies may have been around for decades, they are in need of someone who can come in with a fresh approach and new skillset. That’s where you come in! You are essentially acquiring an existing asset and adding additional value.

The premise is relatively simple, but the process is definitely not easy.

Luckily, Codie Sanchez has a great article called Buying a Business: The No-Bullshit Step-by-Step Guide about how to go about buying a business from start to finish. I encourage you to go check out the full article yourself, but here are the basic steps involved:

  1. Understand why you want to buy a business in the first place
  2. Figure out what kind of business you want to buy
  3. Find businesses for sale on the market
  4. Evaluate the business and do your due diligence
  5. Understand your financing options
  6. Negotiate and make an offer
  7. Close the deal

Once you’ve closed the deal and acquired the business, now the real work of improving and building the business can start. Congratulations: you are now officially a business owner/entrepreneur!

Here are a couple of other resources you may want to check out:
  • Want to get an idea of which types of businesses you may want to consider acquiring? Check out this list of the Top 12 High-ROI Boring Businesses to Invest In as a great start.
  • Harvard Business School’s article on Buying Your Way Into Entrepreneurship is another great resource to checkout for more details on the process of buying a business.

This is a big endeavor, so make sure you read up on it as much a possible beforehand to get a good idea of what is involved in successfully acquiring a business.

How Does this Fit with Your Plan B?

Now, you might be looking at all this and wondering, “how on earth does that fit in with my Plan B goals?”

Let’s get one thing straight: If you are looking at investing in small businesses as a means to build generational wealth for your family and finance your offshore goals, the plan does not include you physically running all the day to day operations of the business.

Rather, you want to find a business that is cash-flowing enough that you can afford to hire an operator to run it for you. Don’t get me wrong, you definitely want to have an understanding of how things work so you can make informed business decisions and serve your customers well.

But, it all goes back to step #1 in the list above: understanding why you want to buy a business in the first place, right? Always keep that in mind during your search and only move forward with due diligence on businesses that look they will be a good fit for your life and your goals.

Multiple Streams of Income

When we get into the space of discussing digital nomadism and entrepreneurship, inevitably the conversation leads to discussing multiple streams of income.

Heck, practically everyone understands the importance of multiple streams of income at this point, whether they are an entrepreneur, employee, or investor. And that’s because we’ve seen many times throughout the years the issues that come about due to relying on a single stream of income.

Employee? Company downsizes and you get laid-off.

Real estate investor? Interest rates go up at the fastest pace in history, leaving you overleveraged on credit and decimating your cash flow.

Stock investor? Markets crash and erase a large chunk of your wealth overnight.

And the list goes on.

But this is the importance of having multiple streams of income. If any of these things happen to you, you always want to make sure you have other sources of income available to support you and your family. The important thing is to never put all your eggs in one basket.

Choose whichever combination of income streams works best for you and remember, It can look however you want it to look. Investing in a small business (or multiple small businesses!) is another valuable tool in your toolbox, and the timing is right to give this some serious thought before the opportunity passes you by.

Is this the strategy you’ve been waiting for?

I’ve written a couple of articles lately about digital nomads and, as a freelancer myself, it is easy to take for granted that I am able to work from anywhere.

My husband’s job, on the other hand, is entirely reliant on him physically being onsite. This is the case for most people, so I think it’s important to identify other ways for people to build streams of income that will enable them to eventually be location independent, if they so desire.

After all, isn’t that the dream of the Plan B? To have enough income coming in to be able to fund that offshore lifestyle? For those of us that are nowhere near retirement age (and will be lucky to receive our pensions when we do get there), it is imperative to get creative and start learning about investing strategies that will help us achieve our goals.

Investing in boring, cash flowing businesses definitely fits the bill perfectly.

And the opportunity coming our way is going to be absolutely HUGE. The Baby Boomers have grown small businesses providing essential services into a multi-TRILLION dollar industry. And they are starting to sell them off in droves. Will you position yourself to take advantage of this opportunity? I sincerely hope you do.

As usual, I highly recommend subscribing to Escape Artist Insiders magazine, which was instrumental in helping my family develop the knowledge and mindset to start building our Plan B. If you want the latest in offshore news and trends, along with solid investment and asset-protection advice from experts on the ground, make sure you subscribe today!

Contact Author

"*" indicates required fields

This field is for validation purposes and should be left unchanged.
Name*
Please let us know what's on your mind. Have a question for us? Ask away.

Stay Ahead on Every Adventure! 

Stay updated with the World News on Escape Artist. Get all the travel news, international destinations, expat living, moving abroad, Lifestyle Tips, and digital nomad opportunities. Your next journey starts here—don’t miss a moment! Subscribe Now!

Total
0
Shares
Share 0
Tweet 0
Pin it 0
Previous Article
  • Your Plan B

Investing in Teak Hardwood: Your Questions Answered

  • BY Dan Macharia
  • November 20, 2023
View Post
Next Article
  • Rest of Europe

Around the World in 20 Traditions: A Festive Journey Through Christmas and New Year’s Customs

  • BY Dan Macharia
  • November 27, 2023
View Post
You May Also Like
Woman walking barefoot along a beach in the Philippines with boats, waterfront buildings, and lush limestone hills in the background
View Post
  • Digital Nomad
A Digital Nomad’s Complete Guide to the Philippines
  • BY Emily Draper
  • April 10, 2026
Evening street scene in Dubai with illuminated digital billboards, pedestrians, and modern skyscrapers rising in the background
View Post
  • Plan B
Geopolitical Risk and the Shift Beyond the Gulf
  • BY Luigi Wewege
  • April 8, 2026
Two passports including a blue Cuban passport and a Canadian passport held together, representing international travel and dual citizenship documentation
View Post
  • Second Residency
The Ancestral Hedge for a Second Passport
  • BY EA Editorial Staff
  • April 8, 2026
Happy asian family that enjoys beach activities during the summer holidays. parent and children enjoy the sunset sea on beach.Holiday travel concept, Summer vacations.
View Post
  • Relocation
Why Families Are No Longer Raising Children in One Place
  • BY Isha Sesay
  • April 3, 2026
Senior couple enjoy sea water
View Post
  • Plan B
Retirement Abroad and the New Cost of Living
  • BY Carla Rodrigues
  • April 1, 2026
Satellite view of Egypt’s New Administrative Capital urban layout in desert
View Post
  • Real Estate
Egypt Is Building an Ultra-Modern Capital Outside Cairo: Will It Work?
  • BY Ethan Rooney
  • March 30, 2026
Overlooking modern red three-dimensional buildings and flying planes, taken in the Library Park of Quanzhou City, Fujian Province, China
View Post
  • Second Residency
How to Leave a Country Without Losing Your Wealth
  • BY EA Editorial Staff
  • March 25, 2026
Aerial view a woman gazing out over the ocean along the shoreline of Shoal Bay Beach with crashing waves and palm trees on the island of Anguilla.
View Post
  • Plan B
The Rise of the Plan B Portfolio
  • BY Luigi Wewege
  • March 25, 2026
Trending Posts
  • Satellite view of Egypt’s New Administrative Capital urban layout in desert 1
    • Real Estate
    Egypt Is Building an Ultra-Modern Capital Outside Cairo: Will It Work?
    • March 30, 2026
  • Senior couple enjoy sea water 2
    • Plan B
    Retirement Abroad and the New Cost of Living
    • April 1, 2026
  • Sunlit view of Valencia, Spain, featuring ornate historic buildings along a palm-lined street, with pedestrians and light traffic under a clear blue sky. 3
    • Spain
    Why Valencia Is on Everyone’s Radar
    • April 7, 2026
  • Happy asian family that enjoys beach activities during the summer holidays. parent and children enjoy the sunset sea on beach.Holiday travel concept, Summer vacations. 4
    • Relocation
    Why Families Are No Longer Raising Children in One Place
    • April 3, 2026
  • Evening street scene in Dubai with illuminated digital billboards, pedestrians, and modern skyscrapers rising in the background 5
    • Plan B
    Geopolitical Risk and the Shift Beyond the Gulf
    • April 8, 2026
Know Before You Go
  • Woman walking barefoot along a beach in the Philippines with boats, waterfront buildings, and lush limestone hills in the background 1
    • Digital Nomad
    A Digital Nomad’s Complete Guide to the Philippines
    • April 10, 2026
  • Sunlit view of Valencia, Spain, featuring ornate historic buildings along a palm-lined street, with pedestrians and light traffic under a clear blue sky. 2
    • Spain
    Why Valencia Is on Everyone’s Radar
    • April 7, 2026
  • Satellite view of Egypt’s New Administrative Capital urban layout in desert 3
    • Real Estate
    Egypt Is Building an Ultra-Modern Capital Outside Cairo: Will It Work?
    • March 30, 2026
  • Female traveler standing in Bali rice paddies during golden hour 4
    • Costa Rica
    Costa Rica or Bali? A Tale Between Two Paradises
    • March 27, 2026
  • Hillside neighborhood in Mexico with white villas, palm trees, and lush vegetation overlooking the city 5
    • Mexico
    Consider Cuernavaca for Eternal Spring Living
    • March 23, 2026
Learn More
  • About Us
  • Contact
  • Advertise
  • Subscribe
  • Shop
Why Subscribe

The newly imagined Escape Artist brings you fresh content with a global focus, and sharp, up-to-the-minute coverage of the joys, challenges, and opportunities of life abroad.

For a limited time, we’re offering a special discount on all subscription deals, so be sure to lock-in these incredible savings and start receiving top-notch travel and expat content today!

Sign up for the EA Newsletter

Get important news delivered directly to your inbox and stay connected!

This field is for validation purposes and should be left unchanged.
Escape Artist
  • Terms & Conditions
  • Privacy Policy
  • Cookies Policy
  • Disclaimer

Input your search keywords and press Enter.

Escape Artist

The Newsletter for a
Life Beyond Borders

Practical insights and real stories for those building a life abroad, trusted by 75,000 readers worldwide.

This field is for validation purposes and should be left unchanged.

Before you go, want $50 off your Summit registration?

Subscribe, and get $50 discount code for Plan B Summit registration.

Download Your Free Guide

Fill out the form below to get instant access to your guide + receive a $50 discount code for Plan B Summit 2026!

Download Your Free Guide

Fill out the form below to get instant access to your guide + receive a $50 discount code for Plan B Summit 2026!

Download Your Free Guide

Fill out the form below to get instant access to your guide + receive a $50 discount code for Plan B Summit 2026!

Newsletter Subscription