Justin Strange

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.

Justin Strange — close portraitJustin Strange — side profileJustin Strange — seated portrait

“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 Production

The 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

Building

The 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

Building

Ask The Sexes

Relationship advice from the one perspective that actually matters. Real answers from the opposite sex, unfiltered and on demand.

Fashion · Community

Building

Sophia'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 Production

Hollinger 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 Production

Hollinger 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

Building

Wander Index

A private travel intelligence platform for people who move differently. Curated itineraries, insider access, and a community that knows the difference.

Health · Performance

Building

Baseline Performance

Precision wellness for high-performers. Biometric tracking, recovery protocols, and AI-driven insights built around how serious people actually train.

Finance · Tools

Building

Clear 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

Building

Operator 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

Building

The 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

Building

Built 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

Building

Property 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

Building

Growth 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

Building

Form 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

Building

Reply Ready

AI-powered communication tools for small business. Better customer conversations, faster response times, and the polish that makes people trust you.

Operations · AI

Building

Scale Stack

Operational infrastructure for businesses that have outgrown their original systems. Built to scale without rebuilding from scratch.

Security · Tech

Building

Secure 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

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.