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KNOWLEDGE CENTRE
The Outsiders Law Knowledge Centre equips business and non-profit
leaders with the essential insights.


You can't wellness-program your way out of a structural problem
We care about your mental health. Here's a mindfulness app. Now go bill 2,000 hours." Big Law offers yoga while maintaining the exact structure causing burnout. Lawyers show stress at 1,200 billable hours—yet firms demand 1,700-2,000 annually.
Sebastian Elawny
11 hours ago2 min read


There is a “Big Law” attrition crisis that nobody knows how to fix
According to HR Law Canada, 47% of Canadian professionals report burnout, with legal professionals among the hardest hit. That's up from 33% in 2023. Nearly half who left “Big Law” cited burnout or stress. The trend is accelerating.
Sebastian Elawny
Jan 132 min read


The suitcase full of cash: When shotgun clauses backfire
If you’re drafting a shareholder agreement, think carefully about whether a shotgun clause is right for your situation. Because once you pull that trigger, you’d better be prepared for whatever comes next.
Sebastian Elawny
Dec 3, 20252 min read


Tag-along or drag-along? Who controls your exit?
Tag-along or drag-along? Most shareholders have no idea what these mean until it's too late. When a majority shareholder wants to sell, minority shareholders can get left behind, stuck with new owners they never chose, or forced to sell at terrible terms.
Sebastian Elawny
Nov 25, 20251 min read


Your partner isn't a "Monet": Why shareholder agreements can't wait
In my experience, most business relationships show cracks within 12 to 24 months. That's when you realize the other person isn't the right fit. That they're—let's be honest—not a Monet. And yet, most entrepreneurs wait until after that point to think about shareholder agreements.
Sebastian Elawny
Nov 18, 20251 min read


When business partners go their separate ways: Why every company needs a shareholder agreement
After years of practicing law, it still surprises me that the number one reason shareholder agreements fail is that most companies simply don't have one.
Sebastian Elawny
Nov 12, 20252 min read


The legal profession needs a specialization revolution
When I graduated from law school, I did what most new lawyers do. I traipsed around the office, asking everyone with an open door if they...
Sebastian Elawny
Oct 6, 20253 min read


I tried teaching ChatGPT the Canadian Income Tax Act. It failed miserably.
Last week, I was experimenting with ChatGPT for tax calculations and interpretations. Even with detailed prompts and guidance from...
Sebastian Elawny
Sep 11, 20252 min read


Stop putting lawyers on pedestals. Start putting clients first.
The legal profession's biggest problem isn't technology, regulation, or competition. It's ego. We've spent centuries building a...
Sebastian Elawny
Sep 4, 20251 min read


Why the legal profession is both "trusted" and "hated"—and what it means for your practice
Legal services consistently rank among the least trusted professions.
We have a collective branding problem that's destroying individual success. The issue isn't competence—it's communication.
Sebastian Elawny
Aug 27, 20251 min read


We have a monopoly on legal advice, yet we're giving away our most valuable services
Let me blow your mind: The legal profession is the only industry where competitors literally cannot enter the market (thanks, Law Societies!), yet we consistently undervalue and underprice our core services.
Sebastian Elawny
Aug 19, 20251 min read


We're selling trust, but clients aren't buying loyalty
Are lawyers really trusted advisors, or are we just telling ourselves that story?
Sebastian Elawny
Aug 11, 20251 min read
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