Sitemaps
How We Secretly Lose Control of Our Startups
Does Startup Success Validate Us Personally?
Should Kids Follow in Our Founder Footsteps?
The Evolution of Entry Level Workers
Assume Everyone Will Leave in Year One
Was Mortgaging My Life Worth it?
What's My Startup Worth in an Acquisition?
When Our Ambition is Our Enemy
Are Startups in a "Silent Recession"?
Do Founders Deserve Their Profit?
The Utter STUPIDITY of "Risking it All"
Why Most Founders Don't Get Rich
Investors will be Obsolete
Why is a Founder so Hard to Replace?
We Can't Grow by Saying "No"
More Money (Really Means) More Problems
Committees Are Where Progress Goes to Die
Wait a Minute before Giving Away Equity
Why do Founders Suck at Asking for Help?
The Value of Actually Getting Paid
Will Investors Bail Me Out?
Is the Problem the Player or the Coach?
Do People Really Want Me to Succeed?
You Only Think You Work Hard
SMALL is the New Big — Embracing Efficiency in the Age of AI
The 9 Best Growth Agencies for Startups
Never Share Your Net Worth
This is BOOTSTRAPPED — 3 Strategies to Build Your Startup Without Funding
The Ridiculous Spectrum of Investor Feedback
$10K Per Month isn't Just Revenue — It's Life Support
Why do VCs Keep Giving Failed Founders Money?
If It Makes Money, It Makes Sense
The Hidden Treasure of Failed Startups
My Competitor Got Funded — Am I Screwed?
Why Having Zero Experience is a Huge Asset
How About a Startup that Just Makes Money?
How to Recruit a Rockstar Advisor
Risk it All vs Steady Paycheck
A Steady Hand in the Middle of the Storm
How to Pick the Wrong Co-Founder
Staying Small While Going Big
Why I'm Either Working or Feeling Guilty
Are Founders Driven by Fear or Greed?
What if I'm Building the Wrong Product?
How Startups Actually Get Bought
Quitting vs Letting Go
Actually, We Have Plenty of Time
Why Can't Founders Replace Themselves?
Who am I Really Competing Against?
Investors are NOT on Our Side of the Table
Plan for Bad Times, Budget in Good Times
Demo Article
When a $40m Exit is More Than a $200m Exit
Don't Fear the Reaper: AI Edition
Don't Let Investors Become Your Customer
We Can't Stay Out Of The Game For Too Long
What if Our Dreams Are an Illusion?
What if this isn't a "Big Business"?
Founders, Not All Problems Are Apocalyptic
Stop Listening to Investors
Can You Build a Startup in Less than 40 Hours per Week?
Unlocking the Power of a Startup Community
Strategies to Effectively Raise Capital for Your Startup Business
Are Bootstrapped Startups Less Valuable?
Why Founders Don't Ask for Help
Where to Find Startup Mentors to Take Your Business to the Next Level in 2023
What Is a Venture Capitalist and How Do They Work?
What Is an Entrepreneur? A 2023 Guide to Starting Your Own Business
A Guide to Different Stages of Funding for Startups
Time is Our Greatest Asset
The Toll of Everyone Around a Founder
Big Starts Breed False Victories
Once a Founder, Always a Founder
The Invention of the 20-Something-Year-Old Founder
When is Founder Ego Too Much?
Founder Impostor Syndrome Never Goes Away
Always Take Money off the Table
Should I Feel Guilty for Failing?
The Case Against Full Transparency
Why Do We Still Have Full-Time Employees?
This is Probably Your Last Success
How Many Deaths Can a Startup Survive?
How Should I Share My Wealth with Family?
Why Do VC Funded Startups Love "Fake Growth?"
Living the Founder Legend Isn't so Fun
Youth Entrepreneurship: Can Middle Schoolers be Founders?
How to get Customers for Startups
Founder Sacrifice — At What Point Have I Gone Too Far?
The Power of a Growth Mindset: How to Achieve Success in Your Startup
Startup Board Negotiations: How do I tell the board I need a new deal?
20 Best Kinds of Startups for 2023
Series A Funding Rounds
6 Similarities between Startup Founders and Pro Athletes
Choosing The Right Type Of Website For Your Business
Startup Failure is just One Chapter in Founder Life
What If my plan for retirement is "never retire"?
Is Quiet Quitting a Problem at Startup Companies?
If a Startup Sinks, Founders Go Down With it
Startup Growth Challenges: The Downfall of Becoming Internally Focused
Analyzing Startup Accounting Results

5 Lessons Learned From My First Failed Business

Carmen Sample

5 Lessons Learned From My First Failed Business

After graduating college I was working as a social worker running a foster care program for children with developmental disabilities when I found an ad online for someone selling a business — Amigos Spanish Program. It was a business that contracted with daycare centers to provide Spanish language classes to young children. I contacted them, reviewed a few spreadsheets and bought the business for $8k. I put it all on credit cards and started my quest towards millions… It was going to be great! I was going to own the biggest Spanish Language Class Business in the World…..or so I hoped.

I lost 20k over the year I owned it before I shut it down and closed the company operations for good. I was 22 years old with 22k in credit card debt with nothing to show for it, except for a bruised ego.

I have always had the entrepreneurial spirit in my blood. My family in Nebraska still owns and operates “Dudley Moving and Storage” (Carmen Dudley is my maiden name). My grandfather started it and sold it to my father who ran it while I was growing up. I remember playing with toy moving trucks on the floor of his office. My mom and dad met in that office — she was selling magazines door to door and he kissed her before she left the building…is how the story goes.

My mother started Crystal Joys in the 80’s with a box of rocks and a love for crystals.

My sister started a t-shirt design company in her 20’s while my brother started a mail-order pyramid scheme business where he made hundreds of thousands of dollars sitting in his bedroom in my parent’s house. Turns out the U.S. Postal Service didn’t like that….they later sued him and he had a pending lawsuit before his passing. (I have to say it was kind of brilliant….just not legal).

When I was 10 I started a “sand art” business and set up my own booth next to Crystal Joys at all the renaissance festivals and psychic fairs. I remember going to a glass supplier with my parents and choosing bottles. I would sit in the back of our van (the blue eagle) and design outfits out of felt for princesses and wizards as we traveled between each fair/festival. I got different colors of sand and then I would sell the bottles to other kids at the fair. It was kind of awesome….just saying.

I read business and investment books in college and even tried to be a business major for a hot second. Turns out I couldn’t hang in the economics and calculus classes so I switched to Psychology and Spanish.

When I bought Amigos all I saw was $$ potential. I saw what “could be”, but I learned quickly that the things I didn’t know about were what made it fail. Turns out in addition to a bruised ego, I also learned a few lessons:

1. The true cost of an employee is much higher than you think. I had calculated my budget based on their hourly wage — naive, I know. I didn’t understand employer taxes, accounting software costs, workers comp claims, or professional liability insurance. The company overhead costs were so significant that I couldn’t hit a profit margin. I didn’t account for the extra costs in my contracts with the families so I started from a loss and couldn’t recover it quickly enough.

2. Part-time employees are awful to manage. They aren’t committed. They aren’t invested. They don’t care. They don’t show up to their shifts. When I started Sample Supports a few years later I refused to hire my first employee until I could afford to hire someone that was full-time….and salaried. To this day I am weary of hiring part-time staff — they make me nervous.

3. Expect that you will not receive 100% of your accounts receivable. People don’t pay their invoices. What?!?!?!?!? For some reason, this really shocked me. The families simply never paid their invoices. By the time I wised up and started requesting payment in advance for the classes it was too late and I was too far in the red to recover.

4. You must enjoy the core service of the business. Don’t start an ice cream store if you have a dairy allergy. Don’t start a restaurant if you don’t like to cook. Don’t start a toddler language class if you don’t really like toddlers…….I didn’t really feel comfortable “doing the fundamental work” of the business. I was self-conscious about my Spanish skills. I didn’t like families watching me teach. I didn’t like dealing with potty accidents while I was trying to teach the alphabet. I learned the hard way that if you are going to start a business, you better like the core work. I dreaded being called in to cover a class. I also realize I don’t really like working with little kids. I know, I know, I’m a bad person, but the 2–5 age group of children is not something I find fun. “Herding cats” while speaking espanol is a full undertaking. I would leave a 45 minute class feeling completely exhausted and irritated. When you start a business you will be working IN the business for a long time, so you better like what the business actually does.

You will only pay attention to what matters to you. It got to the point where I didn’t want to open my Amigos email. I avoided phone calls. I didn’t respond with a sense of urgency to families or my employees. I lost contracts. I wasn’t interested in the hustle. I realized I hated what I was doing. I shut the business down with a huge sigh of relief and never looked back. I now reflect on Amigos as my low-cost MBA.

I learned more about running a business by having one that failed than I ever could have learned in school.

The whole time I was running Amigos all I wanted to be doing was the work in the disability field that I was still doing 9–5….I was fantasizing about my day job while trying to run my own business…..shouldn’t it have been the other way around?

My biggest lesson? Choose what you love to do and what you are passionate about. There is no amount of opportunity that can outweigh simply disliking the work. A few years later I started my second company based on the day job that I loved so much. Sample Supports is successful because I nurture it and I make sure everyone else in the company does the same. I learned that you have to love all the parts and be committed to a constant state of improvement. You have to love the hustle and the drama and be interested in every detail of what makes it tick. I love the core work of Sample Supports and get excited if I have to step in and do the day-to-day. The day-to-day work simply makes me happy.

I believe almost any business can work if the right leaders and systems are behind it. It takes an investment, unwavering commitment and the motivation to see it through. I think the Amigos concept could work — I think the right leader could have fostered it and built it…. but that leader wasn’t me. I let it die and now it sits in my garage….next to the box of ashes of my dead relatives (no, I’m not kidding. That is really where the workbooks sit.). Womp Womp.

Whenever I start to appear tired or uninterested in my current work my husband will say to me “Don’t go Amigos on it!”…to which he knows he will get an automatic eye roll from me. Haha. Jokes aside, he has no reason to worry. Even on my worst day I still love the work of my companies. I go to bed buzzing with ideas and I wake up excited to start making them a reality. I like the problems and the drama and the opportunities. I am grateful that my first attempt at owning a business was a complete failure. That failure gave me the experience and understanding I needed to grow my current businesses into a success.

…. and getting a “MBA” from the school of hard knocks was definitely worth that 20k.


Also worth a read:

  1. Startup Failure: It Happens. Let’s Talk About It.
  2. The 13 Top Reasons Why Startups Fail

Find this article helpful?

This is just a small sample! Register to unlock our in-depth courses, hundreds of video courses, and a library of playbooks and articles to grow your startup fast. Let us Let us show you!

Submission confirms agreement to our Terms of Service and Privacy Policy.

Already a member? Login

No comments yet.

Register to join the discussion.

Already a member? Login

Create Free Account