The Unpaved Road:

Chronicles of a Founder

The road isn’t always smooth,

but it’s always worth the journey

Welcome to

The Unpaved Road: Chronicles of a Founder

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.

The Discovery Problem - Why Most Travellers Aren’t Finding You

The Discovery Problem - Why Most Travellers Aren’t Finding You

The Discovery Problem - Why Most Travellers Aren’t Finding YouConor K Phillips
Published on: 19/09/2025

Great experiences shouldn’t be buried five clicks deep. This blog explores why visibility is still the biggest barrier in tourism, and what to do about it.

The Unpaved Road - Chronicles of a Founder
Tourism isn’t Broken, it’s Just Misunderstood

Tourism isn’t Broken, it’s Just Misunderstood

Tourism isn’t Broken, it’s Just MisunderstoodConor K Phillips
Published on: 12/09/2025

From art to sport to food to festivals, tourism is woven into everyday life. This blog explores how the industry is misunderstood, why that matters, and how we can start recognising its full value.

The Unpaved Road - Chronicles of a Founder
Don’t Wait for Perfect – Start With Useful

Don’t Wait for Perfect – Start With Useful

Don’t Wait for Perfect – Start With UsefulConor K Phillips
Published on: 05/09/2025

So many founders wait until it’s shiny before they ship. This blog breaks down why 'useful now' beats 'perfect later'—and how to build trust (and traction) while you're still iterating.

The Unpaved Road - Chronicles of a Founder
Build What’s Missing, Not What’s Trending

Build What’s Missing, Not What’s Trending

Build What’s Missing, Not What’s TrendingConor K Phillips
Published on: 29/08/2025

You don’t have to chase what’s hot, you just have to solve what hurts. This blog explores how to spot real gaps in your industry and create solutions that actually matter.

The Unpaved Road - Chronicles of a Founder

"Everything you ever wanted is on the other side of fear." - George Adair

"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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