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.

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
The Good Enough Phase – How to Keep Going Before It’s Great

The Good Enough Phase – How to Keep Going Before It’s Great

The Good Enough Phase – How to Keep Going Before It’s GreatConor K Phillips
Published on: 22/08/2025

Early-stage anything feels messy. This blog dives into how to keep moving when you’re not quite polished, not quite sure, and definitely not finished...but you're building something real anyway.

The Unpaved Road - Chronicles of a Founder
Small Businesses, Big Adventures - The Backbone of Great Travel

Small Businesses, Big Adventures - The Backbone of Great Travel

Small Businesses, Big Adventures - The Backbone of Great TravelConor K Phillips
Published on: 15/08/2025

Behind every unforgettable trip is a small business making magic happen. This blog celebrates how small businesses are the unsung heroes of travel and why they deserve a standing ovation.

The Unpaved Road - Chronicles of a Founder
Tech is the New Travel Agent - Why Your Next Trip Might Be AI-Approved

Tech is the New Travel Agent - Why Your Next Trip Might Be AI-Approved

Tech is the New Travel Agent - Why Your Next Trip Might Be AI-ApprovedConor K Phillips
Published on: 08/08/2025

AI is shaking up the travel world, from personalised itineraries to seamless bookings. This blog explores how tech is becoming the go-to travel agent, and why it’s changing the game for travellers and businesses alike.

The Unpaved Road - Chronicles of a Founder

"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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