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

Jet Skiing on Lakes: Everything You Need to Know Before You Ride

Few things match the feeling of skimming across glassy lake water at full throttle, the warm air rushing past you, the shoreline a blur of green and blue. Jet skiing on a lake is one of the most exciting warm-weather activities your family or group can share together, whether you’re first-timers nervous about the controls…

Best Time to Visit Lake Placid

Choosing the best time to visit Lake Placid can greatly enhance your trip. In this guide, we'll break down the seasons, highlighting when each offers its unique charm.

Why it’s Called a Fifth-Wheel RV (and How it Works)

Unveiling Its Unique Name and Purpose Ever feel like hitting the road for an adventure but not quite ready for the commitment of a motorhome? A fifth wheel RV might be your ticket to freedom with all the comforts of a larger trailer, minus the intimidation factor. Just imagine the possibilities with a home-on-wheels hitched…

Port vs Starboard: Boat Sides Explained

Memorizing Starboard and Port Side When you’re on a ship or a plane, you often hear the terms starboard and port. These nautical terms might initially seem confusing, but they’re easy to remember once you know the trick. Port refers to the left side of the vessel when you’re facing the front (the bow). Starboard…

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, with participants…

Guys Weekend Getaway Ideas

Choosing Your Guys’ Weekend Getaway Destination Your Next Guys’ Getaway Starts Here There’s something special about gathering your closest friends, packing your bags, and escaping to a place where adventure, relaxation, and laughter rule the day. So, what are you waiting for? Dive into our ultimate guide to planning the perfect weekend escape, tailored for…

Best Time to Visit Lake Ontario

Overview of Lake Ontario’s Seasons and Climate As someone who lives in Ontario, knows the lake quite well and travels through the region, these first-hand accounts should be helpful for you, especially if you’re planning a trip to the region, be it Toronto, Muskoka, or Niagara Falls. Lake Ontario and its surrounding environs truly captivate…

Best Time to Visit Lake of the Ozarks

Your Year-Round Guide to Missouri’s Vacation Destination Lake of the Ozarks transforms with each season, offering entirely different experiences along its 1,150 miles of shoreline. Understanding when to visit can mean the difference between finding peaceful coves or joining the party scene, between scoring your dream lakefront rental or settling for what’s left. Today, we’ll…

Best time to visit Blue Mountain, Ontario

Welcome to Blue With its breathtaking vistas, diverse recreational activities, and vibrant local culture, it’s no wonder that travelers from across the globe flock to this enchanting region throughout the year. However, determining the best time to visit Blue Mountain can be a crucial decision, as each season offers its own unique charms and experiences.…

Best Time For Families To Go To Portugal

When to go and what it costs September emerges as the standout month for families visiting Portugal, delivering warm sea temperatures of 20-22°C, comfortable air temperatures around 26°C, and dramatically fewer crowds after schools resume—all while maintaining 30-50% lower prices than peak summer. This sweet spot matters because Portugal has transformed from a quiet European…