Hello there! It’s February, aka, ‘the love month.’ February is the shortest and sweetest month because Valentine’s Day falls smack in the middle of it. This year, we are looking at love and money, and how these two things can be a source of either great difficulty or great joy. The first thing I’m tackling is all about dating an entrepreneur. Dating in and of itself is tricky enough, can I get an amen in here? But add into the mix the fact that entrepreneurs are a very special breed of people. Trust me, I mean that in the very best way.

So let’s delve a little bit into the minds and souls of entrepreneurs—let’s see what motivates them, what makes them tick. Knowing what an entrepreneur is like can help you navigate what can sometimes be rocky relationship waters. After all, who doesn’t want smooth sailing when it comes to our love lives?

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Entrepreneurs are BIG dreamers

I may as well tell you straight off that entrepreneurs aren’t just dreamers, they’re big dreamers. It simply means that they have things that they want to do.  It also means there may be times when you feel like you, or your relationship may feel like it’s in second place.

Try not to take it personally.

Popular blogger Tim Denning says, “Everyone’s talking about what they had for lunchwe’re thinking about changing the world.”

That’s one major difference between an entrepreneur and everyone else.

Entrepreneurs have a strong sense of purpose. (So should you.)

Entrepreneurs are highly motivated and driven. You may find them getting up in the middle of the night, ready to tackle something. Or you may find them excusing themselves from a movie or a family dinner because something “just can’t wait” and needs their attention.

Let me tell you something important. Make sure your sense of purpose is as strong as your entrepreneur-partner. I’m not saying that if you don’t share the exact same vision, your relationship is doomed to fail. Not at all.

What I am saying is that everyone is born with a sense of purpose. Yours may be very different from your partner’s. Make sure yours isn’t overpowered by his.

Are you curious to learn whether men are better entrepreneurs than women? We’ve tackled that common perception, and it’s definitely worth a read. Take a look at “Are Men Better Entrepreneurs Than Women? That’s The Perception!”

“Impossible” isn’t in an entrepreneur’s vocabulary

An entrepreneur is an ultimate go-getter. Rejection, adversity, and other obstacles simply don’t faze them. They have heard the word “No” probably a lot more than most people, and it does not move them one bit.

They’re a little like those old Nike ads—“Nothing is impossible,” and “impossible is nothing.”

For entrepreneurs, there is always a way. Even if there are so many roadblocks ahead that would make sensible people turn back, entrepreneurs just keep on going. Their motto is, “There’s always a way.”

Entrepreneurs like to keep things simple

I know this sounds counterintuitive, and so let me explain. Entrepreneurs don’t just like to keep things simple, they believe things are simple.

You see, at heart, an entrepreneur is a problem-solver. Therefore, seeing something in it’s simplest light is the best way for them to find solutions to problems that arise. As Tim Denning says, “We believe that while everyone is describing a problem as hard, it’s actually straight forward when you chunk it down and remove all the associated myths. We want things to be simple because we know that the only way to get mass adoption in any business is through simplicity.”

A good entrepreneur is a master of the elevator pitch. They can put things in ways that are easy to grasp. This is one of the reasons why it’s so easy to fall in love with an entrepreneur, because of the clarity they bring.

Reading is very important to entrepreneurs

Entrepreneurs are classic lifelong learners. They have incredibly curious minds. Expect them to spend a lot of time reading.

For many of them, reading is of supreme value because it causes them to relax and learn at the same time. Their brains are never off, even when they’re supposed to be resting, relaxing and unwinding.

Reading may actually be more important to them than watching TV or other recreational activities, with the exception of sports or going to the gym. There’s always a book, an e-book, an article (or several at a time) that they’re perusing.

Entrepreneurs are always asking questions

It’s one of their favorite things to do. Didn’t I just say that they have curious minds? Well… this is part of it?

Being in a relationship with an entrepreneur means that you will be on the receiving end of a million questions. Okay, maybe that’s a bit of an exaggeration. It’s not like living with a toddler and their endless “whys.”

But many entrepreneurs think out loud. They ask questions out of sheer curiosity, not because they expect you to answer them. Don’t worry, they don’t expect you to be a genius at everything, able to answer all the questions that they ask.

Matthew Toren says, “By dating an entrepreneur, you’re dating both a treasure trove of information and someone who will challenge you to always keep learning.”

What they do want is for you to listen, and share their curiosity about the world.

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Entrepreneurs care … a lot.

Entrepreneurs care about people and the future of the planet a great deal indeed. They don’t want to solve problems just for the sake of it. They’re not curious just because they want to add to whatever knowledge they possess.

They care a lot about the world we all share. They have a genuine concern for people’s lives and want to know how they can be made better.

They also care because they know they can’t and won’t solve the problems that they see all on their own. They recognize that people have an important part to play in their vision, and therefore they want to make sure that they are taken care of.

Entrepreneurs are wonderful team builders, they know how to motivate people to work for the common good.

If you’re the one in the relationship who has big entrepreneurial dreams, I have just the article for you. Read “How Inara Organics Founder, Nina Chua’s Maternal Instincts Led Her to Become An Entrepreneur” and get inspired by her amazing story.


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Anna Maria Romero is the Deputy Director of Lifeline Foundation by day and a freelance writer by night. Lifeline Foundation’s advocacy includes empowerment through financial literacy, which is why she has written and taught on this subject on numerous occasions. An educator by profession and training, Anna Maria graduated from the University of the Philippines, cum laude, and taught for more than two decades, having opened a school in 1995. She stepped down as as principal of South City Central School in 2015 in order to pursue a career in the non-profit sector. She is a contributing writer to an online news site, and has been on the creative team of “This Journal Will Actually Change Someone’s Life” since 2008, which is published by FreeSpeech Publications in Manila, Philippines. Anna Maria is a passionate advocate, volunteer, organizer, counselor, communicator, editor, and traveler, who’s always ready to pack up and go where she’s needed.


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