Chronicles of a Founder Blog:

The Unpaved Road

The road isn’t always smooth,

but it’s always worth the journey

Welcome to

The Chronicles of a Founder:
The Unpaved Road

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 Opportunity Cost of Being Invisible

The Opportunity Cost of Being Invisible

The Opportunity Cost of Being InvisibleConor K Phillips
Published on: 05/06/2026

I explored what communities need right now from a digital presence and connectivity perspective. The research pointed toward stronger connective infrastructure, and the more I sit with that idea, the more I think it reflects a broader shift.

Chronicles of a Founder: The Unpaved Road
A Reply Is Not a Follow-Up

A Reply Is Not a Follow-Up

A Reply Is Not a Follow-UpConor K Phillips
Published on: 29/05/2026

Most businesses respond to inquiries, but very few follow up. This post explores the difference, why it matters more than you think, and how missed follow-ups turn into lost revenue.

Chronicles of a Founder: The Unpaved Road
Why Visibility is Still Tourism’s Biggest Problem

Why Visibility is Still Tourism’s Biggest Problem

Why Visibility is Still Tourism’s Biggest ProblemConor K Phillips
Published on: 22/05/2026

Canada is full of incredible tourism experiences, but visibility remains one of the industry’s biggest barriers. This post explores why discoverability has become operationally complex, and why great experiences alone are no longer enough.

Chronicles of a Founder: The Unpaved Road
The Market Can’t Respond to What it Can’t See

The Market Can’t Respond to What it Can’t See

The Market Can’t Respond to What it Can’t SeeConor K Phillips
Published on: 15/05/2026

There’s bravery required to put useful work into the world before it feels 100% ready.

Chronicles of a Founder: The Unpaved Road

"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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