We were lucky to catch up with Olivier Dubois-Cherrier recently and have shared our conversation below.
Hi Olivier, thanks for joining us today. When did you first know you wanted to pursue a creative/artistic path professionally?
In 2008, after having overcome my midlife crisis I decided I wanted to spend my time painting everyday. I was living then with my wife and her son in Barcelona, we were both life-coach sharing the same offices and I was at the same time the CEO of several printing companies based in the Caribbean islands, a business organization I founded 15 years earlier.
Previously, while dealing with my midlife crisis, my therapist suggested I should reconnect with my childhood passion for drawing. I did and it was so exhilarating that I started following painting classes twice a week, while keeping looking after my coaching clients and the printing businesses. I ended being confident I had enough talent with my paintings I should dedicate my full time making art.
I believed back then that it didn’t make any sense for me to be a painter in Spain where I was living at that time period, I was genuinely convinced I needed to go back to the Caribbeans where I used to live before and where my maternal family comes from.
We moved back to Dominican Republic, this time not as a professional printer but as an artist.

Great, appreciate you sharing that with us. Before we ask you to share more of your insights, can you take a moment to introduce yourself and how you got to where you are today to our readers
When I started making art everyday I knew it would be almost impossible to sustain financially my lifestyle and to provide for my family with such an activity. I organized over the years a capitalist-socialist organization in my main business of commercial printing so I could pursue my artistic journey, while the highly motivated employees were working at increasing the company revenues. I am very proud of the system I created in the organization because I had to visit the company only 2 or 3 times a year and the employees and managers appreciated the trust and the autonomy I gave them. The system was so efficient that it lasted about 14 years until I sold the company in 2018. That was the moment I started building my house and our first short term rental guesthouse in a 11 acres land that I named The Island in Tucson, located right on the edge of the Saguaro National Park in Tucson.
The eco-friendliness and the creative design of our Groovy Glamper in such an exquisite location made this project an immediate success. One year later we built another conceptually designed and decorated guesthouse which is today as successful as the first one. The incomes from those 2 tiny guesthouses rented via Airbnb are our main source of income, it allows us to enjoy a very plaisant lifestyle in the desert, allowing me to spend 70% off my time making art. Additionally to the short term rental business I took a job as an adjunct faculty, teaching one class of basic drawing at Pima Community College so I can share my passion for art with the new generations.

What do you find most rewarding about being a creative?
Freedom! The real freedom, not the illusory one that many people claim in this country while they are slave of their need for security, slave of their debts, slave of their work, slave of their leaders (politic, religious, celebrities), slave of their certainties, slave of their fragile ego. When you are free you don’t have to fight against nobody nor theories. you don’t have to assert anything either.
To be free it’s to be always open to diversity and to be grateful about everything, because life is a tremendous short and fragile experience and you want to spend most of it loving and caring.

Are there any books, videos or other content that you feel have meaningfully impacted your thinking?
The first event that radically changed my life as a man and as a businessman was when I decided to follow a vocational training for becoming a life coach. I was lucky enough to find the right school in Paris with two outstanding teachers and from them I learnt how to lose grip and to create an organization in my businesses based on trust. I followed various therapies to help me resolve some struggle or repetitive negative behaviors as well.
Lately, I’ve been able to find a complete inner peace by studying some philosophers of interest and by applying their philosophical principles in my daily life. I’m not joking! It really works, but it implies you have to be very persevering and read and write everyday for several years. Gaston Bachelard, Henri Bergson, Jean-Paul Sartre, Marcus Aurelius and Vladimir Jankélévitch have helped me reach a form of wisdom where my ego has no more destructive effect on my main goals in life.
Contact Info:
- Website: http://www.theislandintucson.org/
- Instagram: @theislandintucson

