The 7 Struggles of Magical Entrepreneurs

Magical people often feel intensely called to do entrepreneurial work for reasons directly related to their magic-ness.  Perhaps you've already noticed that your magical life is a more-than-usually intense ride wherein you plummet to harrowing lows and rise to luminous heights. We magical people tend to learn a ton along the course of our rides, including that we hate straight jobs (i.e., "working for the Man.")  We're Outlaws in every sense of the word. So our reasons for becoming entrepreneurs are simple: we want to be free to make our own rules and we want to share with others what we've discovered in our adventures through life.

So, here you are reading this because you know you're magic and you've got the business itch. The enterprise you have in mind or already rolling along could be anything from promoting your music, writing, or art, to coaching others, to tantric massage, to starting up a tech business to a zillion things in-between.

Whatever your business is, my experience in coaching dozens of entrepreneurial magic people around the world has taught me that no matter what we're doing, we face several challenges that muggle business-people don't seem to struggle with nearly as much.

Perhaps in doing-business-while-magic you're already discovering that the effort is super-tough in part because being a magic person is way trippy in itself.  The practice of balancing your own inherent magical trippiness with making the cold hard cash monies is a delicate feat indeed. It's a tricky accomplishment even just while working a regular job. Take away the constraints of a boss and the pressures of co-workers, leave yourself to your own delightful magic devices, and you soon discover the profound realization that this shit is hard.

So just for fun, I've made a list of all the ways we magical entrepreneurs tend to struggle, so at least you can know you're not at all alone.

1. You find it tough to describe your work and sell its benefits: because... it's weird. 

Let me be clear: weird is awesome.  Weird is all I ever want. And the gifts that magical entrepreneurs want to share are often a little weird in the sense of being new and unfamiliar. It could that you've invented a fresh genre of music, a form of healing that no one has ever heard of, a kind of sexual meditation training that scares people as much as it interests them.  Whatever it is, chances are good that if you're magic it's a bit out of the ordinary.

This is the highly magical Peter O'Toole, no doubt pondering the cruelty of the muggle world.
This is the highly magical Peter O'Toole, no doubt pondering the cruelty of the muggle world.

This means that you face unique challenges for marketing your work.  You often need to educate people just as much as you need to sell to them. And just the project of figuring out who's the best audience for what you do can be a big challenge, because the usual rules of "niche" don't apply. You're not selling to a certain externally-defined demographic, you're selling to people who are open to a certain kind of experience.

The good news about this is that you have the built-in magic to broadcast that will let your right audience come to resonate with you and understand you.  The tough news about this is that you'll need to surrender to the fact that you have to work double-time: you're both an educator and a business person.  Because what you do is world-shifting, you're responsible for helping folks to shift with you.

When it comes to communicating the benefits of your experimental offering, probably nothing helps more than collecting testimonials. Don't be shy about sharing your gift with friends and letting them rave about it - and then publicizing that raving. Social proof is a great means of helping folks get over their resistances to trying the new and incredible thing you're offering.

2. Your energy and business focus changes dramatically with the seasons and with astrological happenings

Magic people can feel stressed and inadequate when trying to work in a business world that makes all sorts of demands for constant production that conflict with the cyclical rhythms of nature. It's okay. Don't let the squares get you down.

Most of the magic people I know are at their best from January to June, while the sun is gaining strength in moving towards the Summer Solstice. They also tend to be hugely more energized and decisive around the time of the full moon. They're often utterly lethargic around new moons and in the winter.

Due to their energetic openness, magic people are also more poignantly affected by astrological retrogrades and oppositions.  If you notice that you and your far-out friends absolutely always have your phones, cars, and computers break down around Mercury retrogrades while other folks you know seem to be doing just fine with their communication technologies - you have your own sensitivity to energy to thank.

If this is going on for you, it's important to recognize what's happening and cut yourself a big break.  The struggle to hustle in a world that doesn't respect magical rhythms won't end -  but at least you can be kind to yourself while it's going on.

Just conjuring up some business.
Just conjuring up some business.

3. It's hard for you to share yourself potently on social media 

As a magical person, you see and feel things that many other people don't.  Vast visions and intense synchronicities - things that are difficult to put into words.  You know that social media is fairly key to business these days: Facebook and Twitter are important means of connecting with potential customers, investors, fans.

And you know in order to really draw folks to your project,  it's important for you to be present and real. So sometimes you try to communicate a meaningful truth and get just it right. But it comes out sounding like a trite fortune cookie or an insane rant. Frustrating.

Maybe you've also had experiences in the past of posting something vulnerable and deeply felt and having people respond with indifference or even straight-up rudeness. It happens to the most intriguing of us.

This struggle to communicate with the world at large is a very common for magic people since we're accustomed to being misunderstood. Often we trip ourselves up because we expect to be misunderstood, so we can sound combative or overly pedantic. A useful way to overcome this to design all of your posts as if you're speaking directly to a person who generally understands your vibe (so you don't have to explain everything) but still has things to learn from your experience.

4. You feel that your magic should be free, so you feel guilt and worry around charging what you're worth

Oh man. This one is so huge. Most magic people have very strong spiritual commitments to kindness and generosity, and they love the feeling of giving of themselves freely.  (Yeah, there are selfish, miserable magic people in the world - but usually karma kicks their ass so hard that they wise up pretty fast and become principled.)

Charging for creations and services can feel not only scary but not fun because it seems to block the free flow. Plenty of magic people have a strong love of social justice (because they know what it's like to be oppressed and devalued for being different) and a distaste for capitalism. But eventually, there comes a point where what feels even more not fun than charging is... not charging. Because you want to give your gift to the world in a way that's sustainable for you.  And unless you're so advanced that you magic up food and housing without a hitch, that means charging for your work.

The process of overcoming hesitations around charging a sustainable rate for your work can be a long one. It's still an evolving effort for me.  But the process is so, so worth it - because it means you eventually get to a place where you're paid to do what you love by people who appreciate and value you.


5. You have so many brilliant ideas that it's difficult to zero in on your focus

Magic people get suddenly seized by strong enthusiasms - and just as suddenly, those enthusiasms can dessert you. The trick is to find the theme that underlies and weaves-through all of your enthusiasms and to focus on cultivating that as the foundation of your business and creative life.

I go through cycles of being obsessed with various projects and loves - from ancient philosophy to mystical poetry to tantra to dreams to contemporary art to teaching to Orgasmic Meditation to astrology - and I noticed that what interests me in all my enthusiasms is magic itself.

Some folks I work with notice that there underlying theme is music. Or animals. Or yoga. Or death. Or anarchy. Or sex. Whatever it is, if you accept it and embrace it it can be the unifying foundation and flavor for everything else you do.

6. You hesitate to invest money in your business and in yourself as an entrepreneur because you're used to things just coming to you.

You've manifested plenty of stuff in your life, from scholarships to dates to adventures to hot new clothes. You would prefer it if your powers of manifestation would just go ahead and effortlessly create for you a website, a fan base, a production team, and everything else your business needs.  You're magic, so you should be able to get all that stuff free and easy, right?

Well, yes and no.  It's certainly wonderful to call for synchronous, free help as you grow your business. Along my own journey I've encountered amazing people who were happy to help me build my website and promote my work just for barter or for the sheer joy of helping create something they felt good about.

And I've also noticed for myself and for my clients that part of entrepreneurial magic is being willing to invest cash in buying goods and services and education to support our businesses. When we pay for other people's services, when we invest in getting coached and healed and supported ourselves, we affirm that magical work has value.  Which helps us to more deeply believe that our own work has value and is worth paying for.

"Alas, poor Yorick - why must I use social media?"
"Alas, poor Yorick - why must I use social media?"

7. You worry about attracting negative energy from others as you grow your business and media presence.

When you become an entrepreneur and you're promoting your work in the world, you become a public person in a way that you're not when you're working a job or just hanging out.

Being a public person can feel scary because it means exposing yourself to the imaginations and projections of people who don't really know you but they believe they know you because they follow your work or your social media posts.

Magic people tend to be especially sensitive to the projections of others.  Negative projections can feel like cruel hexes and can actually cause magic people to want to run and hide.

There's a huge amount of growth in learning to stand in your power as a magical entrepreneur, to feel the high sensation of the public loving or hating you, and to welcome it all with grace and strength.  

In Conclusion

Life as a magic entrepreneur isn't all unicorns and rainbows, but it is full of savory challenge and growth. As you expand your business and put yourself out as a public person, you discover new truths about your magic, your power, and your wisdom that would never have dawned on you if you had stayed in your comfort zone at a job.  And I'm incredibly grateful for you being in the world, doing your magic thing.

If you're just starting your magical journey in business, or feeling stuck at a tough plateau, I encourage you to contact me for coaching. And if you'd just love to connect with other magical entrepreneurs from all over the world, I invite you to join the Outlaw Court.


Dangerous magic show -

Young Peter O'Toole thinking  -

Conjuring lady - Ebay

Knife juggler - Pinterest

Peter O'Toole with skull -


Posted on April 27, 2014 and filed under Creativity.