17 Ways To Develop Your Entrepreneurial Mindset

On Monday, I had the opportunity to talk to a talented group of young entrepreneurs about the entrepreneurial mindset. This 2025 cohort of Youth Mean Business was inspiring, engaging, curious, and full of good questions and good answers. They made me feel like a total Slackle Jack for waiting until I was in my 40s to start my own business.

To prepare for my talk, I combed through the things I feel have most helped me develop my entrepreneurial mindset. This mindset offers a valuable approach to life that enables you to create value for others. It’s not just about starting businesses. It’s about creating value, solving problems, and developing resilience in yourself. But like Trix Cereal, these approaches aren’t just for kids. Here are tips anyone can use. Even silly rabbits.

17 Ways To Help Develop Your Entrepreneurial Mindset

  1. Spend Time With Other Entrepreneurs.

 Jim Rohn famously declared, “You are the average of the five people you spend the most time with.”

So, spend time with entrepreneurs to become more like them. Entrepreneurs think differently. They see the world through a different lens. Surround yourself with them. Read about them. Ask them questions. It’s the fastest way to transform your mindset. And for Pete’s sake, stop hanging out with Debbie Downer.

2. Tap Into Your Energy & Enthusiasm

They make things happen. And they attract customers, employees and partners.

3. Create Things

James Clear shared, ‘Education teaches you to analyze. Entrepreneurship teaches you to create.’

So always Be Creating.

Not just businesses:

  • Systems
  • Processes
  • Clubs
  • Blogs
  • Newsletters
  • Events
  • Content
  • Videos
  • Words
  • Lists of bullet points

4. Develop a Bias Towards Action

Nontrepreneurs Talk. Entrepreneurs Act.

Take action. When you see an opportunity that you think is right for you, take steps towards it. Each time you take a step, the next step is likely to reveal itself. It is more important to take action than to plan everything out ahead of time. The need to plan everything will prevent you from taking steps. And there is no elevator to success. You’ve got to take the steps.

5. Be An Imperfectionist.

Perfectionists have to get everything exactly right. They down’t lyke mayking missteaks. But entrepreneurship is quick, messy and full of janky solutions, until you can afford better solutions.

Create quick models, products, services, content and promotions. Then improve as you go. That is how life works. You don’t have to have everything figured out from the beginning.

6. Give Yourself Permission To Be An Amateur.

One of the greatest gifts I gave myself as an entrepreneur was the permission to be an amateur.

It took the pressure off. It allows me to learn as I go. And to not beat myself up over the mistakes I would surely make, Shirley.

In fact, I loved what this did for my entrepreneurial mindset so much that I have adopted this in all areas of my life.

Today, I give myself permission to be an amateur as a:

  • Parent
  • Husband
  • Speaker
  • Coach
  • Blogger
  • Author
  • Newsletterer
  • Content Creator
  • Brain Surgeon (Which is probably why my rating is so low on Health Grades.)

As a result, I am always learning a lot. And I remain open to suggestions.

7. Read

Read as much as you can. On a plane. On a train. In a box. With a Fox. Entrepreneurs need to know things about all areas of their business.

  • Read about business and entrepreneurship.
  • Read for motivation and inspiration.
  • Read biographies of successful people to pick up clues you can use to be more successful.
  • Read to practice the slow grind of reading.
  • Listen to audiobooks when you are commuting.

8. Be Trustworthy

The most important thing you need to do to become an entrepreneur is to have people trust you.

To earn your first customers, you have to sell on trust.

  • So do what you say you will do.
  • Show up on time.
  • Deliver what you said you would deliver
  • Catch people if you do that trust-fall team-building exercise. (But if you do drop someone, make sure to get it on video.)

9. Approach Your Business Like A Video Game

Entrepreneurs face endless challenges and obstacles. Embrace the challenges.

Video games are fun specifically because they offer a challenge. The deeper you get into them, the higher level you achieve, the more challenging they get.

That’s part of the fun.

When things get hard, think of it as a fun and interesting challenge that will help you level up and become even better. And remember, you get points for eating Inky, Pinky, Blinky and Clyde.

10. Collect Friends

All opportunities come through people.

The more people you know the better.

My very first client was a friend of mine I have known since 7th grade.

  • Always be meeting new people.
  • Introduce yourself to people.
  • Ask for introductions to people you think would be good to know.
  • If you don’t have business cards, get them printed and hand them out whenever you can.
  • Then, make a regular effort to reach out to your people.
  • Especially when you don’t want or need anything from them. (Read this bullet again. And then reach out to me to practice this.)
  • This is how you maintain relationships and make them valuable when either of you needs something later on.

11. Grab Chocolate Milk

Get together with people to talk.

Adults grab coffee or beer or wine or cocktails.

I don’t drink alcohol.

So I grab chocolate milk.

Or Ice Cream

Or Juice or Soda.

Or Carmels.

It all works the same way. These activities offer a good opportunity to get together and talk and develop your friendship, share ideas and discuss other opportunities.

12. Become A Problem Solver

Businesses are designed to solve problems.

So, become good at spotting problems.

And become good at solving them. Like Vanilla Ice.

This means replacing ‘I can’t do that.’ with ‘How could I do that?’

13. Focus

You will have the greatest success when you really focus on the most important thing at the moment.

FOCUS = Focus On Completely Until Solved

Focus fully on the important things you need to do or create. Do less. And do them better.

*Focus is the English word that many of my native French-speaking friends pronounce most hilariously. Listen for it. And let me know when you hear it.

14. Be Willing To Sacrifice

To be a successful entrepreneur, you have to sacrifice things you would like to do or have now. But you do this to get more freedom and more opportunities later. The delay of gratification means more gratification later. So don’t eat the first marshmallow right away.

15. Don’t worry about how much milk you spill as long as you don’t lose your cow.

You will lose money at times.

That’s ok.

Just don’t lose your money maker, and you will always be ok.

16. Bet On Yourself

You are the safest bet you will ever make. You can stack the odds in your favor through your hard work, determination, and creativity.

Bet!

17. Don’t Burnout

You need to pace yourself.
Entrepreneurship is a marathon. Not a sprint.

Key Takeaway

Entrepreneurship is a mindset. It is a way of approaching life. So develop yours. And it will empower you to create businesses and all kinds of other valuable things that make the world a better place. And remember to share what you know. When others approach you to share your knowledge, do it. It’s one of the best ways you can add value to the Universe and positively impact lives.

*If you know someone who could benefit from this message, please share it with them.

+For more of the best life lessons I have learned check out my book, What Does Your Fortune Cookie Say? from Ripples Media.And consider subscribing to Adam’s Good Newsletter.

Master Your Mindset: The Power of Thought Choices

Your brain is an amazing engine.

It is the ultimate hybrid machine. (Sorry Prius)

It runs on whatever you feed it. 

Positivity. Negativity. Enthusiasm. Cynicism.

Any ity, asm or ism.

Any octane.

Just pour it in the tank.

Your brain can churn it and burn it.

Or shake it and bake it.

You can set your brain to run on optimism.

Or you can set it to crank on pessimism.

It fires in both criticism and support mode.

It can process the profound and the petty. (Including Tom and Richard)

You can stoke your brain with greatness or gossip.

Happy thoughts or sad.

You get to decide.

Every day.

In every situation.

And if you choose a setting and a fuel that doesn’t serve you, you can change it at any time.

Key Takeaway

Your inputs determine your outputs.

And your mode determines your mood.


*If you know someone who could benefit from this message, please share it with them.

+For more of the best life lessons I have learned check out my book, What Does Your Fortune Cookie Say? from Ripples Media.

The 5 little words of encouragement I tell myself when things get rough.

Life isn’t easy. It never has been. In fact, things go wrong all the time. And when you are trying to do hard things personally or professionally you will experience bumps, twists, stops, and restarts. It can be maddening. But so is quitting.

When things get hard and the ride gets rough, I always tell myself these 5 simple words:

Just stay on the horse.

Like you, most of the challenges I face don’t involve riding an actual horse.

But many of the difficult things we encounter feel like a bucking horse trying to throw us to the ground.

Things like work issues, relationship challenges, parenting, adversaries, unexpected expenses, illness, and weather. (Did I mention parenting?)

Remember, problems and challenges will keep coming. But they will also go away. You just have to make sure you stay on the horse long enough to enjoy watching the challenges go away.

So don’t quit, Buckaroo. And don’t give up. Tame the challenge. And enjoy the smooth ride on the other side.

Key Takeaway

Just stay on the horse. The bumps are part of the adventure. They make the ride more difficult. But they make the success sweeter. They make the story better. And ultimately, they make you better too.

*If you know someone who could benefit from this message, please share it with them.

+For more of the best life lessons I have learned check out my book, What Does Your Fortune Cookie Say? from Ripples Media.

The great life lesson you can learn from these two stars.

Recently I did my best Alice In Wonderland impression and fell down an internet rabbit hole or two. First I looked up information on NBA star, Damian Lillard, the newest member of the Milwaukee Bucks. Then I looked up info on Travis Kelce, the tight end for the Kansas City Chiefs. Kelce has received a lot of attention lately for his relationship with Taylor Swift. There must be a lot of pressure dating Taylor Swift. Because you know going into it that if you break up there be a song about you. And you also know that you are never, ever getting back together. Like, ever.

Are you ready for this, Travis?

Kelce and Lillard have a lot in common, besides unusual last names. They are both amongst the very best ever to do what they do.

Lillard is a 7-time NBA All-Star. Kelce is an 8-time Pro Bowler. (Those 2 designations are equivalent in their sports. Because in basketball you star, and in football you bowl.)

They both make a shipload of money. Lillard will make $45 million dollars this season. Kelce will make $14 million dollars. (Note: The NBA plays 82 games per season and the NFL plays 17. Which means Kelce is actually paid more on a per-game basis. However, he is also more likely to spend retirement sitting in a dark room struggling to remember his catchphrase. So let’s call it a wash.)

Two Stars

But the other thing they have in common may surprise you. Coming out of high school they were both considered 2-Star athletes.

Damian Lillard proves that even if you are a 2-Star high school athlete you can still make $45 million a year and get to live in Milwaukee.

This means that the experts who evaluate potential college talent rated them both as 2-star prospects in high school. That’s not on a 2-point scale but on a 5-point scale. Said another way, there were 3 tiers of athletes considered better than them.

Yet, here they are. Both make millions of dollars playing their sport at the highest level and are considered amongst the very best at what they do. They make headlines. They date superstars. And perhaps more noteworthy, they are causing dudes like me to check out their Wikipedia pages on their lunch break.

Key Takeaway

Don’t believe the lack of hype. Believe in yourself and your abilities and skills. Believe in your self-improvement journey and potential. Believe that your mind is your most powerful weapon. Your mind determines what you are really capable of. It is not where you start that matters. It is the work you are willing to put in to get to where you want to go. Your will is the great equalizer. Until it is the great surpasser.

*If you know someone who could benefit from this message, please share it with them.

+For more of the best life lessons I have learned check out my book, What Does Your Fortune Cookie Say? from Ripples Media.

The best thing to do when you don’t feel ready to face a daunting task.

Earlier this week my daughter Ava and I were at the gym lifting weights. She is hyper-focused on smashing her high school’s 44-year-old discus record next spring. (She was only 2 feet off the record as a junior.) I was in the gym because I don’t want Hans and Frans to pick on me.

Ava had a leg day workout, and she had reached the most challenging part of her training week. She had already done 3 sets of power cleans and had finished 2 sets of squats. Which meant that her last and heaviest set of squats was next. If you are the type to throw up while working out, this is a good time to have a garbage can within spewing distance.

At this point in your leg day workout, you are as tired as you ever feel in the gym. Yet you still have one more set to go. It’s the toughest part of the day. The toughest part of the week. It’s when you search your music playlist for your most Eye-Of-The-Tigerish song to help you Rocky up.

I asked Ava, ‘Are you ready for your last set?’

She shot back, ‘No, but I’m going to do it anyway.’

As Ava’s Dad-Coach, I swelled with pride. Because that comment, those 8 simple words, demonstrate that Ava has the mindset required for great success.

Go Anyway

Life does not often present ideal conditions. And when you’re trying to do hard things, you often put yourself in positions where you feel not yet ready for the next task. But to be successful you have to go anyway.

I know that mindset. I had to rely on it in athletics when I entered major competitions after a rough week of practice. When I was fatigued, sore or mentally drained.

I have tapped into that mindset at work after promotions that stretched my skills and abilities. And when I was about to undertake a daunting Blair Witch-type project.

I embraced that mindset when I wrote my first book, What Does Your Fortune Cookie Say? Because I didn’t know anything about writing books, or how to get a tiny printer inside a fortune cookie.

And I certainly adopted the not-ready-but-I’m-going-to-do-it-anyway mindset when I launched The Weaponry, the adverting and ideas agency I started in 2016. Because the key to entrepreneurship is taking action even when you don’t feel ready to entre or preneur.

The secret to success is not to be fully prepared. It is to be fully prepared to go anyway. To go when you don’t feel good, informed or ready.

Simply stepping into the arena, conference room, or squat rack will force you to focus and summon your best effort.

Remember, it isn’t always Ready, Set, Go. Sometimes it is Set, Go, Ready.

Oh, and not only did Ava crush her last set of squats, she added extra reps too. Because big goals and strong desires are great fuel. Especially when you are running on fumes.

Key Takeaway

You won’t always feel totally ready for the challenge in front of you. Go anyway. The challenge of the moment will often ready you as you go.

*If you know someone who could benefit from this message, please share it with them.

+For more of the best life lessons I have learned check out my book, What Does Your Fortune Cookie Say? from Ripples Media.

When things go bad you are just getting to the good part.

I like it when things go wrong.

I love it when reality departs from the script and improvisation is the only way forward. (I just made that up.) In fact, most of my best stories are born when life doesn’t go according to plan.

It is the plot twist, that creates interesting stories. #ChubbyChecker.

When a wrench gets thrown into your plans it is a gift, not a grenade. Because on closer inspection you’ll see that that wrench is actually a memory maker.

The pop group AJR has a fun song called 100 Bad Days that talks about bad things that have happened to them. But it’s not a sad song. Far from it. It’s delightfully upbeat and positive. And I can dance to it.

Here’s the song’s hook:

A hundred bad days made a hundred good stories. A hundred good stories make me interesting at parties.

-AJR

I love that line. It’s a reminder to adopt a crazy straw mindset. Because when life starts to suck the twists and turns also make it fun and interesting.

It’s all a matter of perspective.

Key Takeaway

The best stories often start with something going wrong. Accept the challenge. Embrace the adventure. And overcome the obstacle that was placed in your path specifically for you to overcome. Then share your story. It will make you more interesting at parties.

*If you know someone who could benefit from this message, please share it with them.

+For more of the best lessons the universe has taught me check out my new book What Does Your Fortune Cookie Say? from Ripples Media.

Never yield to pessimism.

I am an optimist. Both by nature and by nurture. It enables me to see the good in people and in situations. It helps me see solutions and silver linings. And it continuously contributes to my happiness. Like pizza. Or laughing gas.

An optimist is hopeful and confident about the future and the potential for success. An optimist is not an eye doctor. (But an eye doctor can be an optimist.)

Optimism vs Pessimism

Optimism is the precious metal of mindsets.

While pessimism is useless.

It’s a dead end.

A forfeit.

Never yield to pessimism.

There is no value in being pessimistic about humans.

Or politics.

Or law.

There is no need to be pessimistic about our economy.

Or the state of humanity.

Or your future.

These are all things that we can influence.

Humans confront challenges and we respond.

We change things for the better

Errors get corrected.

New solutions are created.

New possibilities are created.

Humans always seek better answers and better outcomes.

We believe in happy endings. Like Walt Disney. And Robert Kraft.

And we make them come true.

How to get really smart by playing dumb.

I am no longer a beginner. Far from it. I have now amassed 23 years of experience in advertising and marketing. I have worked for several great agencies. And in 2016 I launched my own agency called The Weaponry and gave myself a title that sounds way more important than I will ever be.

Experience

I have worked with hundreds of different brands, including Nike, Reddi-Wip, UPS, Hertz and Wells Fargo. And I have experience in more industries than I knew existed 20 years ago. Including nacho cheese dispensers and rubber chicken feather plucking fingers. #whattheflock

What I have learned.

But the greatest thing I have learned is that I don’t know nearly as much as I could. In fact, there is a never ending supply of new things to know. Because life is an all-you-can-learn buffet.

To continue to grow, learn and improve think of yourself as a glass-half full. Focus on what you don’t know or don’t understand. Focus on the tools you haven’t learned to use yet. Set your sights on the techniques you don’t know or haven’t mastered.

portrait of a man in corporate attire

The Apprentice Mindset

Rather than build a veteran’s false fortress of credibility and experience adopt the expandable mindset of the apprentice. The apprentice mindset is the secret to growth in  entrepreneurship and business. It is they key to improvement in marriage, parenthood and teaching. The apprentice mindset leads to growth in the kitchen and in other rooms in the home too… #brownchickenbrowncow

I have published 440 blog posts. But I feel as if I know very little about blogging compared to what I don’t know. I marvel at others who create posts faster than me. Who have developed massive audiences. Who blog for a living. That’s crazy to me. I am like a kindergartener among graduate students. But the sky is the limit. As long as I stay open minded.

Key Takeaway

Adopting, maintaining or reverting to an apprentice mindset keeps you seeking and learning. It’s the only way to become outstanding. Don’t place a premium on what you already know. Place a premium on the rate at which you accumulate new techniques, approaches, tricks and perspectives. Because the most valuable way to become a valuable expert at anything is knowing that you’re not there yet.

*If you know someone who could benefit from this reminder, please share it with them.

Are you listening to the right people right now?

When we were young we learned about proper nutrition in school. We learned about nutrients like vitamins, proteins and calcium. Foods were sorted into cliques called food groups. We discovered that our favorite foods like cotton candy, donuts and Cheez Whiz were nutritional ghost towns. While spinach, which was among the un-coolest foods, were the nutritional equivalent to Times Square on New Year’s Eve. Cue the Mariah Carey meltdown.

Eating the right things has a major impact on how we feel. As adults we know which foods we should and shouldn’t eat. We know which foods help us feel good, and which ones make us feel bad. #waferthinmint

But it is just as important to recognize the nutritional value of what you listen to. The music you listen to while lying in a hammock is different from the music on your workout playlist. Because what you listen to has a major impact on how you feel.

We all get to choose what we listen to. And who we listen to. And how much we consume.

Take a moment to evaluate your listening habits.

  • Are you listening to the right things right now?
  • Are you listening to the right people?
  • Are you hearing things that make you feel better or worse?
  • Is it helping or hurting your fortitude?
  • Is it positively impacting your mood?
  • Is it making you want to charge the hill or crawl in hole?
  • It is providing answers?
  • Is it inspiring good ideas?
  • Is it calming?
  • It is me you’re looking for? (Lionel Richie wants to know)

Selective Hearing

I have developed highly selective hearing. I have a hard time hearing that which doesn’t help. That which doesn’t get me closer to the answers, make me feel better, or give me something actionable to do. You can do the same thing. And it extremely helpful during challenging times like these.

Key Takeaway

Pay close attention to what you are listening to right now. And who you are listening to. Become a picky listener. Listen to learn. Listen to become energized and inspired. Listen for the good stories. Listen for the positive outlook and the great advice. Remember, You get to choose what you tune in and what you tune out. And the results are significant.

*If you know someone who could benefit from this message, please share it with them.

I fancy myself a badass. And you should too.

I fancy myself a badass. A bull rider. A street fighter. A come-back-here-and-I’ll-bite-your-kneecaps-off type. A finger-waving, head-shaking Hulkimaniac who won’t stay on the mat, even when the rest of the world is saying, ‘Stay on the mat!’ (I was also an impressionable boy in the 1980’s).

The Truth

Am I really a badass? I don’t know.  And I don’t care.

The Value

This self concept, false or real, has helped me more than anything in my personal weaponry. It helps when I have to work long, sleep little, stand my ground, or attack. It prevents me from being intimidated, or from feeling that I am ever not good enough.

I Use My Inside Voice.

It is important to note that I would never tell anyone but myself that I am a badass. It’s like telling people you are cool. The moment you do, you are decidedly uncool. Which perhaps means that when you call yourself a badass, people think of you as a good ass, (which is interesting reverse psychology).

I am simply sharing my mindset here. Because it might help you the way it helps me.

Key Takeaway

Think of yourself as a badass. It helps you do hard things.


*If you know someone who could benefit from this message, please share it with them.

**I had a really hard time finding a picture of myself where I am not smiling. Which perhaps means that I am a very smiley badass, if there is such a thing. Which there probably isn’t. #selfperceptioniseverything