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

Types of Buoys for Boats and Their Meanings: A Quick Guide

Before you cast off toward open water, there’s one essential element every boater—whether weekend paddler or long-distance cruiser—needs to understand: buoys. These floating markers are more than just nautical décor. Buoys are critical navigational aids that help you steer clear of danger, stay on course, and interpret the marine environment at a glance. Here are…

Lakefront Rentals: How to Beat the Rush for Your Family Vacation

How to Beat the Rush for Your Family Vacation Picture this: After weeks of scrolling through listings, you’ve discovered it,the perfect lake house perched on crystalline waters, complete with a private dock and panoramic sunset views. Your heart races as you imagine morning coffee on the wraparound porch, children’s laughter echoing across the water, and…

Cheap Cabin Rentals: How to Find Affordable Cabins for Your Next Vacation

Discovering Cheap Cabin Rentals Isn’t it great to find an affordable place to stay while enjoying nature’s beauty? Cheap cabin rentals allow you to have a perfect vacation without breaking the bank. By choosing cheap cabins, you can allocate more funds to explore nearby attractions, outdoor activities, and local cuisine. But what exactly constitutes a…

Polar Bear Plunge: A Complete Guide to Winter’s Boldest Tradition

Dive into the Polar Bear Plunge: Winter’s Boldest Tradition The Polar Bear Plunge is more than just a frigid dip in icy waters—it’s a daring winter ritual that blends exhilaration, community spirit, and a dash of wild adventure. Originating as a New Year’s tradition, the Polar Bear Plunge has become a global phenomenon, where participants…

De-winterizing a Boat: Essential Steps for a Smooth Sailing Season

As the chill of winter gives way to the warmth of spring, boat owners eagerly anticipate the return of the sailing season. However, before setting sail on open waters, it’s crucial to ensure that your vessel is in prime condition after months of dormancy. De-winterizing a boat is a vital process that prepares it for…

The Best Lakes for Canoeing in North America: Top Destinations for Paddlers

Discover North America’s Most Stunning Lakes for Canoeing Picture yourself gliding across mirror-like waters, surrounded by breathtaking vistas and pristine nature. Canoeing offers an unparalleled way to connect with the outdoors, providing serenity, adventure, and a chance to explore some of North America’s most stunning lakes. Whether you’re a seasoned paddler or a curious beginner,…

Indiana Outdoor Adventures: Best State Parks, Lakes, and Weekend Getaways

Welcome to Indiana—the Hoosier State that’s about to shatter every preconception you’ve had about Midwest adventures. Indiana uniquely blends diverse landscapes from the Great Lakes shoreline to rolling hills that locals call the “Little Smokies,” creating an outdoor playground that surprises even seasoned travelers. Discover golden sand dunes on the shore of Lake Michigan, canoe…

Massachusetts Fall Festivals: A Guide to the Best Autumn Events in 2025

Massachusetts unfolds each autumn in a symphony of scarlet maples, apple-sweet air, and harvest celebrations that stretch from the Berkshire Hills to Cape Cod’s kettle ponds. For families seeking more than a typical vacation—those who measure success in moments of genuine connection rather than passport stamps—the Commonwealth’s fall festival circuit offers something rare: experiences that…

Canada’s Best Lakeside Dining Experiences

The Best Lakeside Restaurants in Canada: A Roundup of Unforgettable Tables by the Water Canada’s vast and diverse landscapes are home to extraordinary lakeside dining destinations where impeccable cuisine is paired with stunning water views. From the rugged beauty of British Columbia to the serene waters of Ontario’s Muskoka region, here are the country’s top…

Best Heating Systems for Cabins: Keep Your Retreat Warm and Cozy All Winter

As winter’s icy grip takes hold, ensuring your cabin stays warm and inviting becomes a top priority. The right heating system not only keeps the chill at bay but also enhances energy efficiency and prioritizes safety for you and your loved ones. From traditional wood stoves to modern electric heaters, each option has its strengths…