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

Lodgify Review 2025: Elevate Your Vacation Rental Business

Overview Of Lodgify Curious about the platform that’s revolutionizing the vacation rental industry? Let’s dive into Lodgify, your go-to solution for vacation rental management. It’s all about empowering you, the vacation rental professional, with robust property management software. Ready to meet the brains behind it and its inspiring journey to the heart of Barcelona’s tech…

Gatlinburg vs Pigeon Forge: Which Mountain Town Wins Your Heart?

Gatlinburg’s Wilderness Mystique vs. Pigeon Forge’s Spirited Showmanship Nestled in twin valleys where the ancient Appalachian ridges cradle Tennessee’s most beloved gateway to the Great Smoky Mountains, two mountain towns wage a gentle rivalry for the hearts of travelers seeking refuge from the everyday. Gatlinburg is an intimate, walk‑friendly gateway that wraps right around the…

Sit-On-Top Kayaks: A Beginner’s Guide to Open Deck Adventures

Why Choose a Sit-On-Top Kayak for Your Next Paddling Adventure If you’re new to kayaking or prefer a hassle-free experience on the water, a sit-on-top kayak might be your perfect match. With an open deck design, these kayaks are easy to board, beginner-friendly, and ideal for warm-weather paddling. Whether you’re gliding through calm lakes or…

Experience the Vibrant Spirit of New Hampshire: Top 7 Fall Festivals to Celebrate Autumn’s Beauty

Discover the Beauty of New Hampshire’s Fall Festivals As autumn arrives, New Hampshire transforms into a vibrant wonderland where the colors of the season come alive in a spectacular display. This is when New Hampshire’s charming towns and scenic routes, like the famous Kancamagus Highway, invite visitors to immerse themselves in the crisp, refreshing air…

Why Lakefront Rentals Book Up Fast

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…

Weekend Getaways in Missouri

Missouri’s Hidden Escapes Revealed in a Connoisseur’s Guide to Midwest Magic The American Midwest has long harbored a secret: beneath its reputation for pragmatic landscapes lie some of the continent’s most enchanting escapes. Missouri, that crossroads of culture and geography, serves as your gateway to discoveries that rival any coastal retreat or mountain sanctuary. From…

Family RVing in Missouri

8 Lakeside Campgrounds Around Branson & the Ozarks That Keep Kids Smiling and Tanks Full Table Rock, Bull Shoals, and the sprawling Lake of the Ozarks form a watery triangle of fun in southern Missouri. Roll in with your rig and you’ll discover polished resorts where cannonball-ready pools, live‑show shuttles, and even laser‑tag arenas sit…

Love on the Lake: Your Ultimate Guide to Romance in the Ozarks

Where Missouri’s pristine waters and rolling hills create the perfect backdrop for every chapter of your love story Tucked away in the heart of Missouri, Lake of the Ozarks spans 54,000 acres of shimmering water surrounded by verdant bluffs and intimate coves that seem designed by nature herself for romance. With 1,150 miles of shoreline…

Things To Do at Lake of the Ozarks for The Whole Family

The Ultimate Destination for Multi-Generational Adventures Tucked away in Missouri’s heart, Lake of the Ozarks beckons families with its 1,150 miles of shoreline, crystal-clear waters, and endless opportunities for creating lasting family memories. Whether you’re planning a massive family reunion with 15+ relatives or a cozy weekend getaway with the grandkids, this sprawling reservoir offers…

Best Time To Visit Lake of the Ozarks

Your Year-Round Guide to Missouri’s Vacation Destination When to visit Missouri’s serpentine lake paradise for the perfect getaway, from summer boat parties to winter eagle watching Deep in Missouri’s rolling hardwood hills lies an unlikely treasure: Lake of the Ozarks, a 54,000-acre aquatic playground with more shoreline than California’s entire coast. This serpentine wonder transforms…