Vancouver, Canada
Justin
Strange
Founder · Builder · Creator · Operator
Twenty years building businesses from first principles. Currently at the intersection of technology, human confidence, and what AI can do for the businesses most people forgot to automate.


About
The Long Game
I have been self-employed since 2004. That is not a boast. It is context. It means I have never had the option of waiting for someone to hand me a plan. Every business I have built started with a problem I could not stop thinking about and a decision to do something about it.
The Confident Man came from watching something happen in real time. A generation of young men losing their footing. Not dramatically, but quietly. Confidence eroding, relationships fracturing, the social architecture that has held communities together for generations starting to give way. Less marriage. A distorted picture of what family life looks like. A deep uncertainty about what a man is even supposed to be. I built something to address it directly.
Hollinger is the infrastructure around the things I believe are worth building. A holding company for technology and AI ventures, and a consulting arm. Hollinger AI takes the tools most small businesses have never accessed and makes them operational. The businesses that need AI the most are not in Silicon Valley. They are on Main Street, and most of them are still running on spreadsheets and goodwill.
Outside of work I fly, I train, I spend as much time outdoors as possible. Ideally somewhere warm, preferably somewhere new. I give back where I can. I have been a member of the Entrepreneurs' Organization and served on the Business Leaders Council advising the Premier of British Columbia on small business policy. My children are the best thing I have ever built.



“The best businesses I have ever seen were not built on an idea. They were built on a refusal to accept the way things already were.”
Justin Strange
Ventures
What I Am Building
Live and in development across technology, lifestyle, and AI.
AI · Coaching
In ProductionThe Confident Man
An AI-powered confidence coach for men. Built in response to a cultural shift that nobody was talking about. A generation that needed a direct answer.
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AI · Coaching
BuildingThe Confident Woman
The female counterpart to The Confident Man. An AI coach designed for women navigating confidence, dating, and the social dynamics that nobody talks about directly.
Relationships · Media
BuildingAsk The Sexes
Relationship advice from the one perspective that actually matters. Real answers from the opposite sex, unfiltered and on demand.
Fashion · Community
BuildingSophia's Closet
Clothing swap built for women. A curated marketplace to trade, share, and discover wardrobe pieces without the waste of buying new.
Holding Company
In ProductionHollinger Holdings
A holding company focused on emerging technologies and AI. Built to acquire, incubate, and operate ventures at the leading edge of what is possible.
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AI Solutions
In ProductionHollinger AI
Custom AI integrations for brick-and-mortar businesses. Taking tools reserved for enterprise and making them operational for the businesses that need them most.
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Travel · Lifestyle
BuildingWander Index
A private travel intelligence platform for people who move differently. Curated itineraries, insider access, and a community that knows the difference.
Health · Performance
BuildingBaseline Performance
Precision wellness for high-performers. Biometric tracking, recovery protocols, and AI-driven insights built around how serious people actually train.
Finance · Tools
BuildingClear Ledger
Financial clarity for independent operators. A smarter way to track, plan, and protect the money you built without the overhead of a family office.
Productivity · AI
BuildingOperator Desk
An AI workspace built for founders and operators who run lean. Everything you need to think, plan, and execute in one clean environment.
Media · Intelligence
BuildingThe Brief Room
Business intelligence for people who do not have time to read everything. Signal without the noise, delivered with the context that actually matters.
Creator · Tools
BuildingBuilt Independent
A platform for independent creators who are serious about their work. Tools, community, and infrastructure built for people who create on their own terms.
Real Estate · Tech
BuildingProperty IQ
A smarter way to find, evaluate, and move on residential real estate. Built for the buyer who does their homework and moves fast when it counts.
Education · AI
BuildingGrowth Track AI
Adaptive learning for driven adults who never stopped wanting to get better. Courses and coaching that meet you where you are and move at your pace.
Fitness · Community
BuildingForm Lab
A fitness platform built around accountability and real results. Structured programming, peer competition, and coaching that does not let you off the hook.
Communications · AI
BuildingReply Ready
AI-powered communication tools for small business. Better customer conversations, faster response times, and the polish that makes people trust you.
Operations · AI
BuildingScale Stack
Operational infrastructure for businesses that have outgrown their original systems. Built to scale without rebuilding from scratch.
Security · Tech
BuildingSecure Layer
Digital security built for individuals and small teams. Enterprise-grade protection without the enterprise-grade complexity or price tag.
20+
Years Self-Employed
EO
Entrepreneurs' Organization Alumni
BLC
BC Business Leaders Council, Premier's Advisory
Writing
Recent Thoughts
May 2026
Confidence
Always Wear Black
Before you say a word, before she hears your name, she has already made a read. Here is how to make sure it is the right one.
May 2026
Confidence
Why Tension Is The Only Thing That Actually Works
Comfort is not attraction. Tension is. Here is what that means and how to create it without trying to create it.
May 2026
Entrepreneurship
Why I Build
Twenty-five years into building businesses, the question I get asked most is why I keep going. The honest answer is simpler than most people expect.
If you have something worth building, let's talk.
Whether it is an investment conversation, an AI pilot for your business, or a collaboration worth exploring. The contact form is short and I actually read it.