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.

A Longer Visitor Season Can Create a Longer Employment Season

A Longer Visitor Season Can Create a Longer Employment Season

A Longer Visitor Season Can Create a Longer Employment SeasonConor K Phillips
Published on: 25/09/2026

When demand stretches further into fall and returns earlier in spring, operators have more reason to keep good people longer, bring them back sooner and create positions that extend beyond the traditional summer rush.

The Revenue You’ll Never See If You Only Wait for Inquiries

The Revenue You’ll Never See If You Only Wait for Inquiries

The Revenue You’ll Never See If You Only Wait for InquiriesConor K Phillips
Published on: 18/09/2026

Marketing helps people discover you, builds credibility and gives interested buyers somewhere to learn more. Outbound sales lets you decide who you’d genuinely like to do business with and introduce yourself directly.

How Personalisation Creates Economic Value

How Personalisation Creates Economic Value

How Personalisation Creates Economic ValueConor K Phillips
Published on: 11/09/2026

One of the things I’ve become increasingly convinced of while building Roamlii is that personalisation has economic consequences.

You Can’t RFP Your Way to Innovation

You Can’t RFP Your Way to Innovation

You Can’t RFP Your Way to InnovationConor K Phillips
Published on: 03/09/2026

You can’t RFP your way to innovation. RFPs aren’t inherently stupid. They’re being asked to do a job they’re terrible at.

"May the algorithms be ever in your favour." — CKP

"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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