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

Flowers: Embracing the Cottagecore Charm through Picking and Arranging

Before you head out to a field or garden, know that the simple activity of picking flowers is interwoven with the beauty of the cottagecore aesthetic, the calming connection with nature, and the timeless delight found in harvesting wildflowers. Embracing The Cottagecore Aesthetic Have you ever stumbled across a photo of a rustic floral bouquet…

Wicker Chairs: Your Ultimate Guide for Comfort and Style

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Modern Lake House Decor: Tips and Trends for a Cozy Retreat

Welcome to the world of modern lake house decor, where sleek design meets the serenity of nature. Think of a place where you can unwind, surrounded by water and stylish interiors. Modern lake house decor often features clean lines and minimalist furniture. This style brings a sense of calm and order, perfect for a lakeside…

Ice Fishing for Beginners: Essential Strategies for Success

Ice Fishing for Beginners Imagine standing on a frozen lake, the icy stillness surrounding you as the early morning light reflects off the snow-covered expanse. The air is crisp, biting, but you’re bundled in layers of warmth, anticipation building. Ice fishing is more than just a winter sport—it’s an adventure that connects you to nature…

Water Skiing Vacation: Top Destinations for an Epic Adventure

Water skiing is a heart-pounding blend of speed, balance, and pure exhilaration, offering the ultimate summer thrill as you glide effortlessly across sparkling waters, pulled by the powerful rush of a speedboat. Imagine the wind in your face, the water spraying beneath you, and the freedom of skimming along a pristine lake’s surface—it’s an unforgettable…

Preparing Your Vacation Rental for Emergency Situations

While not expected, emergency situations may arise when you’re on vacation.  As such, it is crucial to prepare your guests and your property for many possible scenarios.  Planning for likely scenarios, providing guests with instruction and supplies, and taking preventative measures can minimize the damage caused by these emergency situations. Planning The most important thing…

Fall at the Cottage: Your Cozy Guide to Autumnal Bliss

As the days grow shorter and the air turns crisp, the enchanting fall season beckons us to embrace its beauty and charm. For many, there’s no better place than experiencing fall at the cottage. Nestled in nature, surrounded by vibrant foliage and the gentle sounds of the countryside, a cottage provides the perfect backdrop for…

Backyard Privacy: Quick Tips for Creating a Secluded Outdoor Space

As vacation rentals become increasingly popular, backyard privacy is essential for enhancing the guest experience. A serene backyard can be a perfect retreat for relaxation, dining, and enjoying the fresh air. Still, achieving the desired level of privacy in shared or close-knit neighborhoods can be challenging. This article shares quick and practical tips for vacation…

Snowshoeing Adventures: Unforgettable Winter Excursions for All Levels

Snowshoeing offers an invigorating way to stay active during winter while exploring the pristine beauty of snow-blanketed landscapes. Imagine it as a winter extension of hiking, but with snowshoes—specially designed footwear that allows you to walk across the snow with ease, distributing your weight to keep you on the surface. For those new to snowshoeing,…

Furnishing Your Vacation Rental: Quick Tips for a Cozy and Inviting Space

Creating a warm and welcoming environment in your vacation rental can make all the difference in attracting guests and ensuring they have a memorable stay. Whether you’re a seasoned host or new to the vacation rental market, furnishing your property thoughtfully is key to setting it apart from the competition. In this article, you’ll explore…

Lake Retaining Wall: Best Practices for Stability and Aesthetics

Living in a waterfront property means enjoying stunning views and having easy access to water activities like swimming and boating. The beautiful scenery and recreational opportunities make these homes highly desirable. However, owning a lakeside or seaside home also comes with significant challenges. Waterfront properties are particularly vulnerable to severe weather, such as storms and…