Starting and building a business is much like exploring uncharted terrain—challenging, unpredictable, and often rewarding in ways you never expected. Through this blog series, I’ll share my experiences as the founder and CEO of Roamlii, navigating the twists and turns of running a startup in the dynamic worlds of tourism and technology.
Here, you’ll find reflections on entrepreneurship, lessons learned (sometimes the hard way), thoughts on the Canadian economy and its impact on small businesses, and a behind-the-scenes look at what it takes to build something from the ground up.
My hope is that these chronicles inspire, inform, and connect with anyone blazing their own trail—whether you’re building a business, championing a cause, or simply looking for insights on resilience and innovation.
The road isn’t always smooth, but it’s always worth the journey.
Let’s get started.
Conor K PhillipsPlans go sideways, funding falls through, and perfect hires flop. But that’s where the magic happens. This blog explores how setbacks fuel growth, and how building forward (not just bouncing back) is how you turn lemons into a full-blown empire.
Conor K PhillipsWhen I launched Roamlii (or Pathfinder365, which was our MVP name), it wasn’t because I had a lifelong dream of becoming a CEO. It was because I saw a problem—one that had been bothering me for years—and I was ready to build something better. Plus, I lost my job at a local resort when the pandemic hit, so I had some free time.
Conor K PhillipsLet’s be real—travel can be magical, inspiring, perspective-shifting... But the process of planning and executing a trip? Not always quite so dreamy. Long lines. Confusing booking systems. Multiple confirmation numbers floating around in your inbox. Flights...need I say more. It’s amazing we still do it for fun.
Conor K PhillipsWe’ve all seen them—those picture-perfect vacations that look incredible on Instagram, but feel a little… flat. You know the ones. Pre-set itineraries. Crowded photo ops. The same "authentic" market stall in every destination. But something’s shifted. And not just because people are tired of tourist traps (though, yes, that too). Today’s travellers are looking for something real. Something that feels a bit more personal, a bit less polished, and a whole lot more meaningful.
"Roamlii is headquartered in Saskatoon, Saskatchewan, on Treaty 6 Territory, and the traditional homeland of the Cree, Saulteaux, Dene, Dakota, Lakota, Nakota, and Métis nations. We pay our respects to the First Nations and Métis ancestors of this great land, and reaffirm our relationship with one another."
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