top of page


Leading Up: How Gen 2 Can Spark the Succession Conversation (Without Sparking Conflict)
As the rising generation, you have a front-row seat to the complexity of the wealth—whether that is a legacy operating business, a diversified holding company, or an intricate family trust. You know that if the founder were to step back tomorrow, the resulting vacuum would create immediate chaos. But broaching the subject of "succession" or "family governance" often feels like stepping on a landmine. If handled poorly, Gen 1 hears: "When are you leaving so I can take over?"


From Monarchy to Mob Rule: Is Your Family Business Following the Roman Cycle?
Gravity is real. Without active effort (Energy), every system tends toward disorder (Entropy).
The transition from a visionary Founder to a chaotic "Mob Rule" isn't malicious—it's natural. But it isn't inevitable. By building a Family Constitution today, you can lock in the best parts of your culture and protect your "Empire" for generations to come.


The Family Business "Heartbeat": How Enterprising Families Go From Chaos to Cohesion
At this point, the family recognizes that their individual strengths are amplified exponentially when harnessed collectively.


The Long Drive: Why Obsessing Over Traffic Will Make You Miss Your Destination
If you were hopping in the car for a Sunday afternoon drive with no particular place to go, you wouldn’t care much about the route. Construction? Detours? It doesn’t matter. The goal is the motion, not the arrival. Now, contrast that with driving across the city for a 5:00 PM dinner reservation. Suddenly, the route is everything. You are checking Google Maps, listening to traffic reports, and hyper-analyzing the congestion. You might even deliberately choose a longer, winding


Navigating Family Wealth: A New Approach to Planning
Learn why some families need advisory support that focuses on governance, alignment, and multi-generational decision-making—not just individual financial plans.


Gathering the Family: Why Your Legacy Begins Around the Table, Not in a Will
Your Legacy Begins Around the Table, Not in a Will


The Family Meeting That Never Happens
Avoiding the conversation doesn’t make the issues go away. It just makes them harder to untangle later.


Navigating the Terrain of Estate Planning
At Strategos, we think of estate planning as a landscape. Some families stick to the well-paved roads of simplicity. Others blaze a trail into more complex territory. And in between? That’s where the terrain gets rugged — full of potential, but also full of risk if you're not prepared.


The Accidental Millionaire: How Real Estate Quietly Builds Wealth
Welcome to the club of accidental millionaires — regular people who bought a home, paid down the mortgage, maybe updated a bathroom or two… and woke up one day to realize their house had become their biggest asset.


Building a 100-Year Family: How Canadian Families Can Use Structure to Transfer Wealth Across Generations
Great families don’t just plan for retirement — they plan for generations. Here’s how to evolve your structures from startup to legacy.


The Family Bank: A Canadian Approach to Empowering the Next Generation
What if your family could invest in each other — funding dreams, not just distributions? That’s the promise of the Family Bank.


Family First: The Quiet Power of Rituals and Governance in Multi-Generational Wealth
The strongest families don’t just share wealth — they share ways of being together. Here’s how rituals and soft governance create lasting bonds.


Letting Go Gracefully: The Role of Advisors in Generational Transitions and the Power of Making Mistakes
The hardest part of succession isn’t the technical planning — it’s stepping back so others can step forward. Advisors can help.


Why Only Those in the Arena Get to Build the Future
So here’s to the ones with dust on their boots. The ones building beyond their own timeline. The ones planning for a business they might not run, but deeply care about.


Trade War: What You Can Control
The economy is unpredictable, and headlines about trade wars, inflation, and market volatility can feel overwhelming. While these...


Compounding Results of Consistent Small Decisions: The Key to Long-Term Financial Success
When it comes to financial planning, it’s easy to think that big, bold moves are the key to success—landing the perfect investment or...


The Case for Passive Investing: What the Research Says About Individual Investor Performance
The evidence is compelling: for most investors, the best course of action is to keep it simple, stay disciplined, and focus on the long term


No-Nonsense Financial Planning:
Financial planning doesn’t have to be complicated


The Case for Fee-Only Advice: A (Somewhat Biased) Analysis
Preamble: We want to explore and explain the thought process behind our service offering. The intent is to be as neutral in the analysis...


Where did the name "Strategos" come from?
In the grand tradition of the ancient Greek 'Strategos' – revered military leaders known for their strategic focus and ability to triumph...
bottom of page
