David Ciccarelli, Chief Executive Officer

Management and Business Administration
Toronto, Canada

Expertise
Strategy, Product Development, Customer Experience
Education
Harvard Business School
  • 39 Countries visited
  • Lake Muskoka Favorite
  • Titanium Highest hotel status

If you want to go fast, go alone. If you want to go far, go together.

Highlights

  • Member of the Muskoka Lakes Association.
  • Walked 400kms and finished the Camino de Santiago three times.
  • Lived in London, San Francisco, New York and Sydney.

Expertise

My story began in Thunder Bay, a place where the forest met the lake and looked onto the Sleeping Giant. Here, my love for the outdoors was kindled. Growing up in northern Canada allowed for plenty of time outside, swimming, rafting, mountain biking and even cliff jumping. In the winter, my friends and I skated, went skiing, and heated up by campfires or a sauna. From a young age, I learned some of life’s most essential lessons such as being prepared, situational awareness and navigation and orienteering skills. My childhood was marked by summers spent at various camps, where I achieved the Eagle Award. I also honed my leadership skills at the Ontario Pioneer Camps in Huntsville. These experiences weren’t just about fun and games; they were where I discovered my potential to lead and inspire others. The leadership training I received at the Ontario Pioneer Camps was transformative. Here, I learned the true essence of being a leader: to serve, guide, and inspire.

As a camp counselor, I had the privilege of shaping young minds. Those years were about more than just teaching camping skills; they were an opportunity to pass on the values ​​of teamwork, respect for nature, and the joy of discovery. My passion for the outdoors continued to grow. I traveled the world, drawn to the beauty of lakes, oceans, valleys, and mountains. With each journey, my love for adventure deepened. Earning my boating license led me to many summers spent navigating Lake Muskoka. Navigating Lake Muskoka was not just about steering through the waters but mastering my fears and embracing the unknown. Father-Daughter Bonding: Hiking the Camino de Santiago One of my most cherished adventures was hiking the Camino de Santiago with my daughter.

This 400 km trek was a physical journey and a religious pilgrimage that brought us closer than ever. Walking 20-30 kilometers daily with nothing but a backpack, shoes, and hiking poles was a challenge that tested our limits. But the memories we made are etched in my heart forever. Becoming an outdoorsman wasn’t just a hobby but a calling to found Lake. I realize how nature has molded me. Reflecting on my adventures, I am filled with a sense of accomplishment and a thirst for more. These experiences have been about reaching destinations and the journey itself. As I look to the future, I am excited for the new adventures that await. The path ahead is uncharted, but one thing is sure: the journey is far from over.

Education

I attended Harvard Business School and completed the Owner President Management Program from 2019 to 2022. This program, delivered in three units over 24 months across three calendar years, was a transformative learning experience. It prepared me, as a CEO, to elevate both my company and my leadership expertise to new heights. Back in 2017, I completed the QuantumShift Program at Ivey Business School at Western University. QuantumShift was a unique challenge, bringing together forty of Canada’s most promising entrepreneurs. It pushed me to enhance my leadership style, inspire my business partners, and seize maximum growth opportunities. This program was designed for CEOs like me, whose businesses have moved beyond the startup phase and are poised to scale up significantly.

Recent posts

Half-Day vs. Full-Day Boat Rentals: Which Should You Choose?

Booking a boat rental for the first time comes with a surprisingly tricky question right at the start: how long do I actually need? Half-day boat rentals are more affordable and easier to fit into a mixed itinerary. Full-day rentals give you room to explore, relax, and not watch the clock. Both are great options…

Captained vs. Self-Drive Boat Rentals: Which Is Right for You?

Planning a boat rental is exciting. Then the questions start. Do you need a license? Do you know the lake? What if something goes wrong? And honestly — do you want to be the one navigating while everyone else relaxes? The choice between a captained boat rental and a self-drive rental is one of the…

Jet Ski Fishing: Everything You Need to Know Before You Head Out

Fishing from a jet ski isn’t as unusual as it sounds. In fact, it’s one of the fastest-growing ways to get on the water — and for good reason. A personal watercraft (PWC) can reach spots a full-sized fishing boat can’t. It’s cheaper to run, easier to launch, and surprisingly versatile once you add the…

How Much Does It Cost to Rent a Boat?

Renting a boat is one of the best ways to make a lake trip feel like a real vacation — not just a long weekend. But before you call the marina or send an inquiry, it helps to know what you’re actually paying for. Boat rental costs vary widely depending on where you’re going, what…

Top Things To Do in Broken Bow

Broken Bow is Oklahoma’s Little Smokies Sometime around 5 p.m. in late October, the pines along Broken Bow Lake catch the day’s last light and hold it in a way that doesn’t happen in flat country. The water goes copper. The ridgelines deepen to violet. Then a bald eagle crosses above the dam, and whoever…

Best Time to Visit Broken Bow

In Broken Bow, October Wins. Summer Just Sells Out First The honest answer is October. If you can only go once, go then — when the humidity has finally given up, daytime highs hover around 75°F (24°C), and the understory of Broken Bow Lake‘s surrounding Ouachita forest shifts from solid pine-green to a patchwork of…

Top Things To Do in Muskoka

A Local’s Top Picks In Ontario’s Cottage Country On a Thursday evening in late July, the light over Lake Muskoka turns a particular shade of amber — thick and slow, like poured honey — and the only sounds are the creak of dock boards and the faraway motor of a wooden cruiser rounding the point.…

Best Time to Go to Muskoka

Fall Is the Editor’s Choice, But Summer Built This Place Come in September — that is the honest answer, and if you read nothing else here, act on it. The window between Labour Day and Canadian Thanksgiving delivers Muskoka’s full natural spectacle — the maples along Lake Rosseau turning copper and amber, the lakes still…

Best Time To Visit Lake Lanier

Fall Is the Answer, Summer Is the Experience Come to Lake Lanier in early October, and you’ll find a lake that has, almost overnight, become a different place. The water is still warm enough to swim — it holds heat well into the season — but the jet-ski convoys are gone, the marina parking lots…

Best Time to Visit Big Bear

Big Bear is Best in the Fall, but for Many, Winter is the Favorite Season The single best window to visit Big Bear Lake is the six-week stretch from mid-September through late October. Crowds thin, the San Bernardino Mountains pull on their autumn colors — amber oak, gold aspen, deep green Jeffrey pine — and…