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

Top Things To Do In Switzerland for Kids of All Ages

Switzerland’s Lakes, Peaks, and Alpine Thrills Switzerland transforms family vacations into unforgettable Alpine adventures where crystal-clear lakes meet soaring peaks, historic paddle steamers glide past medieval villages, and world-record cable cars whisk you to glacial wonderlands. This compact alpine nation delivers year-round outdoor experiences that captivate everyone from toddlers to grandparents, with spring 2026 bringing…

Top Things To Do in Sweden

Sweden beckons families with an extraordinary blend of pristine wilderness, crystal-clear lakes, and world-class attractions that transform every season into an adventure playground. From the Stockholm archipelago’s 30,000 islands to Swedish Lapland’s Arctic wonders, this Scandinavian gem offers year-round experiences where children paddle through glassy waters, explore fairytale castles perched on lakeshores, and discover Nordic…

Hiking Equipment, Essential Gear for Your Next Adventure!

Setting out on a hiking adventure is an exhilarating opportunity to connect with nature, push your limits, and discover breathtaking landscapes. As someone who has hiked the Camino de Santiago across Northern Spain twice, I know how your choice of equipment can make the difference, all to ensure you’re prepared for the terrain and the…

7 Wisconsin Fall Festivals to Check Out This Season

Discover Wisconsin’s Fall Festivals: A Celebration of Autumn Wisconsin’s fall season is filled with colorful festivals highlighting the state’s natural beauty and rich local culture. From the lively Sister Bay Fall Fest to the famous Bayfield Apple Festival, these events offer a mix of family fun, delicious food, and unique crafts. Experience and explore the…

Pricing Strategies for Vacation Rentals: Mastering Your Revenue Management

Understanding Vacation Rental Pricing Let’s dive straight into what makes a successful vacation rental pricing strategy tick—it’s all about nailing the sweet spot where your rates reflect the value of your property while staying competitive in the market. Fundamentals of Vacation Rental Pricing Strategy What’s the trick to setting rates that keep both you and…

Top Things To Do In The Netherlands The Kids Will Love

Discover the Netherlands with your family The Netherlands transforms into a family playground where grandparents, parents, and children discover electric boats gliding through fairy-tale villages, millions of tulips carpeting spring gardens, and windmill-dotted landscapes begging to be explored by bicycle. This compact country delivers extraordinary diversity within easy reach—you can breakfast beside Amsterdam’s canals, lunch…

Fall Festivals in Arizona: Your Guide to the Best Seasonal Celebrations

Discover the State’s Top Autumn Festivals and Cultural Events Arizona’s autumn transforms the state into a vibrant festival destination, blending crisp desert air with colorful community traditions. From pumpkin patches and corn mazes to Oktoberfest beer gardens and artisan markets, Arizona’s fall festivals offer a diverse lineup of seasonal experiences for locals and visitors alike.…

Advanced Ice Fishing Tactics: Tips for the Intrepid Angler

Understanding Ice Fishing Environments When you’re on the ice, the environment is everything. Each ice fishing location, from frozen lakes to remote waterways, has unique conditions that can make or break your fishing trip. If you’re planning your next fishing trip, here are advanced ice fishing tactics to use. Lake Ice Fishing Lake ice fishing…

Hostfully Guidebook Platform: Unleashing the Power of Personalized Guest Experiences

Overview of Hostfully Ever wonder how vacation rental owners manage their properties so effortlessly? Hostfully might be their secret. It’s your one-stop platform for automating the grunt work and lifting the heavy burdens from the shoulders of property managers. Meet the CEO, Margot Schmorak Margot Schmorak leads the way as CEO of Hostfully, steering the…

Lake Como: Italy’s Breathtaking Alpine Gem You Need to Visit

Discover Lake Como Are you ready for an unforgettable Italian adventure? Lake Como, or Lago di Como as the locals call it, is waiting to enchant you with its breathtaking beauty. This stunning destination in northern Italy offers a perfect blend of natural wonders and cultural delights. You’ll find Lake Como nestled at the foot…

Top Things To Do In Italy Your Kids Will Love

From Alpine Lakes to Ancient Ruins Italy transforms family travel into pure magic. Picture your kids racing down Europe’s most spectacular cliff-edge bike path, suspended 80 meters above Lake Garda’s crystalline waters, or standing slack-jawed as Mount Etna shoots fountains of molten rock into the Mediterranean sky. This boot-shaped peninsula delivers outdoor adventures that’ll have…

RV Driver License Requirements: Navigating State Regulations and Classes

Wondering whether you need an exclusive RV driver license to hit the road? The consensus is simple: most motorhomes don’t require you to hold anything beyond your standard driver’s license. As long as the vehicle is under 26,000 pounds—a benchmark that most RVs don’t tip—you’re legally set to drive with what’s already in your wallet,…