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.

Some Bookings are Captured. More Bookings are Created.

Some Bookings are Captured. More Bookings are Created.

Some Bookings are Captured. More Bookings are Created.Conor K Phillips
Published on: 19/06/2026

Some Group bookings arrive through marketing, referrals, and word of mouth. Others are created through deliberate outreach and relationship-building. Strong Group revenue usually comes from understanding both.

Chronicles of a Founder: The Unpaved Road
The Wealth of Wellbeing: Why Uncomplicated Fun Still Matters

The Wealth of Wellbeing: Why Uncomplicated Fun Still Matters

The Wealth of Wellbeing: Why Uncomplicated Fun Still MattersConor K Phillips
Published on: 12/06/2026

Some of the most valuable experiences in life aren’t complicated, luxurious, or transformational in obvious ways. Simple activities, shared experiences, and a little bit of play can create confidence, connection, and a wealth of wellbeing.

Chronicles of a Founder: The Unpaved Road
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

"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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