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

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…

Top Things to Do in Big Bear

Big Bear is A Four-Season Alpine Guide to Southern California’s Mountain Escape The first thing that hits you isn’t the altitude — though you’ll feel it — it’s the light. At 6,752 feet in the San Bernardino Mountains, the air has a clarity that Los Angeles simply doesn’t offer: pine-filtered, thin, and bright enough on…

Best Time to Visit Branson, MO

Branson is Best in October, But Summer is Charming The best time to visit Branson, MO, is October because it’s when Silver Dollar City’s Harvest Festival is in full swing, the Ozark hills surrounding Table Rock Lake have gone amber and rust, and the crowds that defined July have mostly gone home. Fall in Branson…

Top Things to Do in Branson, Missouri

Ozark Fan Favorites Ozarks for Every Season The first thing Branson does is surprise you. You come expecting the Strip — neon marquees, dinner shows, a certain cheerful kitsch — and then someone points you toward Table Rock Lake at six in the morning, when the mist is still sitting low over 43,000 acres of…

Top Things to Do in the Finger Lakes

Eleven Lakes, One of the East Coast’s Most Complete Destinations On a July morning, before the winery tasting rooms open and the gorge trails get crowded, the Finger Lakes look the way geology intended: eleven long, narrow slashes of water lying across central New York like a giant hand pressed into the earth. The light…

Best Time to Visit the Finger Lakes

The Finger Lakes Glitter in October and Shine in Summer The Finger Lakes in early October is the clearest call this region offers: the wineries are mid-harvest and the tasting rooms are drawing from barrels that arrived days ago, the Gorge Trail at Watkins Glen is walkable without the midsummer shuffle, and the eleven lakes…

Top Things To Do in Lake Tahoe

A Four-Season Guide to North America’s Greatest Alpine Lake The alarm goes off before the sun clears the Sierra crest. By the time you’re standing on the dock with coffee going cold in your hand, the lake has already turned three different shades of blue — cobalt at the center, green in the shallows, almost…

Best Time to Go To Lake Tahoe

September Wins — Here’s Why Summer Still Has Its Defenders If there is one honest answer to when Lake Tahoe is at its best, it is the first three weeks of September. The crowds that defined August have thinned; the water is still warm enough to swim in; daytime temperatures hover in the low 70s°F…

Top Things to Do in Pigeon Forge

A Smoky Mountain Guide for Every Family By mid-afternoon in Pigeon Forge, TN, the Great Smoky Mountains have gone blue-grey above the treeline, and the Parkway below them is doing its usual complicated math: families in sandals crossing toward the next dinner show, a line forming at the Old Mill candy kitchen, a couple on…

Best Time to Visit Pigeon Forge

Fall in Pigeon Forge Takes It, But Summer Makes a Compelling Case October is the honest answer. From the second week of that month through the last, the ridgelines above Pigeon Forge burn through every register of red, copper, and gold that the southern Appalachians can produce — and the town is operating at full…