Entrepreneurial Coaching

What Can You Learn from Successful Entrepreneurs?

A successful entrepreneur has worked hard for many years, is nearing the point of financial freedom, has the flexibility to "stop and smell the roses," and has a wealth of knowledge stored in their toolbox.

There are many valuable lessons you can learn from successful entrepreneurs.

We all know that they have:

  • worked hard for many years,
  • are nearing the point of financial freedom,
  • have the flexibility to “stop and smell the roses,” and
  • have a wealth of knowledge stored in their toolbox.


Say….”Oh Yeah! Shout it from the Rooftop!”

Below are 10 Valuable Lessons you can learn from successful entrepreneurs:

I've learned to listen to my instincts.

Successful entrepreneurs learn to listen to their instincts.

There is something naturally gifted to women especially,  that we can’t ignore. It’s called Women’s Intuition.

I realize that might offend the men reading this. I’m not saying you are not gifted!

However, there is an inside voice, feeling, emotion, or unsettledness that a woman naturally possesses.

Personally, during operations of my business, working alongside my husband, there were many times when I would say ” I don’t feel right about xyz…” with this customer, vendor, employee, contractor. Furthermore, if you ask my husband today, he would tell you that 100% of the time, I was right!

It’s unexplainable the awareness felt in your soul when a link is missing, or something doesn’t quite add up in a particular situation or relationship.

You know I’m talking about the awareness that has you questioning and searching for more answers.

When I ignore it, things go awry! When I confront it, I’m dead on!

Don’t ignore that special Gift of Intuition, my friend!

Learn to listen and act upon it!

I’ve learned the importance of delegation.

Successful entrepreneurs learn the importance of delegation.

I have finally learned that I can’t possibly do & know everything!

As a type A personality,  that goes against every grain in my body.

However, I’m smart enough to know there are specific areas I am an expert in and others I’m not.

These are the areas I’ve learned to delegate to the experts.

That doesn’t mean that I have given up on expanding my learning in those areas.

It means that I can accept the fact that I need more improvement in those areas.

If I allow myself to stop “doing” long enough to watch & listen, I can learn a lot.


I have learned to embrace imperfection

Successful entrepreneurs learn to embrace imperfection.

As a successful entrepreneur, I have learned that things in work & life will not be PERFECT!

(Really?????  Did it take me this many years to finally learn this one?)

The reality is, it’s an imperfect world with imperfect people.

Perfection doesn’t exist.

Once you grasp that truth, it’s easier to understand the actions and attitudes of people, relationships and circumstantial changes.

When the lyrics of the song, “It is well with my soul” finally took hold in my work & life, a more empathetic me appeared!

I am finally able to put away the unrealistic idea that perfectionism can’t be achieved.

As a result, I’ve learned to embrace imperfection.

I have learned to Let Go.

Successful entrepreneurs learn to Let Go.

Over the years, I have formed many relationships.

Many of them have been long-lasting, and some have been short-lived.

Employees left employment for various reasons and my feelings got hurt.

A change in relationship with a vendor led to feelings of disloyalty.

Customers looked elsewhere for the lowest price, and I felt discouraged.

As a successful entrepreneur, I learned to LET- GO of those relationships and allow room to bloom in another fully.

I have fully embraced the saying, “When one door closes, another opens.”

I have learned that I desire positive, energetic, and optimistic people in my work & life.

I’ve learned that it is okay to LET-GO of some relationships.


Successful entrepreneurs learn to stay calm in the midst of the storm.

Every thunderstorm ever experienced has passed.

Often before and during a storm, lightning strikes without warning.

Shortly after that thunder follows with a loud boom.

(FYI… Did you know that you can count the seconds between lightning and the thunder boom and determine how close the storm is to you? That’s just a little extra tidbit from Robbin’s toolbox!)

A storm will stop us in our tracks for a second or two as we look around and hustle to safety.

This same analogy applies as storms enter our work & life.

The storms come out of nowhere, we stop to assess the situation, then quickly make decisions on how to pivot or ride out the storm.

A successful entrepreneur will experience many of these storms in work and life.

Some of them are small spring showers and some of them are raging storms.

The successful entrepreneur understands the need, as the leader, to look for the storm, chart it’s course and take cover.

Remain calm. This storm shall pass!


Successful entrepreneurs learn to take care of themselves. 

Years of running a business, raising children, and maintaining a household were organized chaos most of the time!

Learning to juggle the demands of business operations and “mommy-hood” took a lot of late night planning.

Those late night to-do lists, color-coded calendars, and sticky notes plastered on the mirrors taught me valuable lessons.

There are times in our lives when our attention must be solely on others including employees, sub-contractors, family members, and so forth.

Then there are times when our attention must turn to ourselves.

The successful and mature entrepreneur knows the importance of “putting the oxygen mask on themselves first, before assisting others.”

It is not a selfish rule; it is entirely contrary.

Increase your well-being, by exercising your mind, body, and soul.

I’ve learned to take proper care of myself so that I can give back to others for a long time!

I have learned to plan differently.

Successful entrepreneurs learn to plan differently. 

When life slows down a bit, and your schedule is no longer crazy hectic, there is time to give attention to those areas in your work & life that you have overlooked.

For a successful entrepreneur, to-do lists are more than merely planning for the next hour.

At this point, it’s time to plan for the future!

Maybe it’s your exit plan, or retirement, or cutting back on your work hours?

Whatever it is, I have learned the most valuable planning time takes place on the calm shores of the beach, in my hammock in the mountains, or on a bench in the park.

In those quiet times, with no distractions, my concentration, organization, and planning are most efficient.

(From Robbin’s toolbox: Remember to write down those ideas as they come to your mind. I tend to forget what’s not written down!)

I’ve learned to plan differently while sitting on the beach with my toes in the sand!

Successful entrepreneurs learn the value of relationships.  

Successful entrepreneurs learn the value of relationships.  

Seasoned entrepreneurs understand the value of those who work for them.

The saying, “You are only as good as the employees who work for you” is understood in a different dimension.

Now is the time to genuinely get to know the people who work for you.

Take time to send notes of gratitude or have a party for your employees’ special occasions.

(People love to talk about themselves. Just ask what’s going on in their life and watch their eyes light up……just another tidbit from the toolbox!)

Most of all, don’t forget to do the same with your family members.

Catch up with those you’ve lost touch with over the years.

Spend quality time with that significant other.

Improve your communication skills by listening.

Ask open-ended, and simple questions, so that you can hear the heart of others.  What is their favorite color? Favorite singer? Favorite book? Favorite travel spot?

I’ve learned to value my relationships and get to know the heart of those around me.

Successful entrepreneurs learn to treat themselves occasionally.

Now is the time to pamper yourself by taking a day off work at least once a month.

Pamper yourself to a spa day, a hike on your favorite trail, or a day by the lake with your favorite book.

You have worked hard and have given of yourself for many years.

Now is the time to do something special for YOU!

By the time you are a successful entrepreneur, you have taught others to run day-to-day business operations.

As a result, it’s not necessary to be involved in every detail of your business. That’s why you hired employees.

(Tip from the toolbox: You don’t want to be called a “micro-manager.”  It’s not a good quality to have as a leader).

Allow your employees the room to be creative, independent, and involved in the details within their field.

Then allow yourself room to relax, breathe deeply, and enjoy the calm you have created!

Successful entrepreneurs learn they have other areas of interests.

As I’ve grown in entrepreneurship, I’ve learned I have other interests besides the business I am in!

I have projects around the house that have gone undone for too long or hobbies that I haven’t had time to do!

It’s time to put my money, time and effort into increased learning!

Determine to engage in something new like playing a musical instrument, painting a picture or writing a book.

Enroll in educational courses. Go for your Master’s degree! Become a real estate broker or travel agent.

Not only does education increase intelligence, but it adds to your list of credentials too!

“No one can ever take away your education!”

I’ve learned there are other areas of interests in my life.

Put your feet up. Close your eyes. Relax and enjoy what you truly deserve!

Embrace this time of being a Successful Entrepreneur! 

Robbin McCullen, Your Venture Coach and Biggest Fan
Your Venture Coach & Biggest Fan


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