Dwayne Holness

Thoughts

Thinking out loud.

01

Entrepreneurship

10 April 2026, 9:00 AM · 6 min read

The 9-to-5 is the
Riskiest Bet You Can Make

Most people think entrepreneurship is reckless. But trading your one life for a paycheque you didn't negotiate, on a schedule you didn't set, for a vision you didn't write, that's the real gamble.

02

Thought Leadership

5 April 2026, 10:00 AM · 5 min read

Be Guided by Beauty.
Collaborate with the Best.

Two principles that sound simple and are rarely practiced: work with the best people you can find, and let the standard of doing it right be the aesthetic that guides everything you build.

03

Entrepreneurship

31 March 2026, 9:00 AM · 8 min read

The Doors That Changed My Life
Were Windows of Opportunity

The doors that changed my life never looked like doors. They looked like last-minute phone calls, unpaid favours, and flights I didn't book for myself.

04

Entrepreneurship

26 March 2026, 12:00 AM · 7 min read

$140 a Month Saved My Company
Over $200,000

A single AI subscription replaced six-figure costs in our agency. Here's what that actually looks like, and why 99% of companies haven't figured this out yet.

05

Entrepreneurship

24 March 2026, 9:30 PM · 8 min read

$153K in 90 Days, and
$140K of It Came in the Last 30

January was slow. February was worse. Then March happened. Here's what 15 years of entrepreneurship taught me about the gap between planting and harvesting, and the systems that made a $153K quarter possible.