Blog
Insights, tools, and training straight from the team at Compass Point
BLOG | LEADERSHIP
Are you tolerating toxic productivity?
Toxic productivity. Is this a new term to you? Or did the phrase make you cringe because you KNOW it exists in your organization? While it sounds like an oxymoron, it is more prevalent than most business leaders care to admit. Toxic productivity comes from employees who are a constant source of drama...
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BLOG | FAMILY DYNAMICS / GOVERNANCE
Talking Business with Tom Garrity: The Next Generation’s Dilemma
If you want your Next Gen in the family business, read how to make it a place where capable adults can lead, grow and be trusted. Otherwise, they’ll blaze their own trail – and they won’t be wrong to do so.
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BLOG | PEOPLE / TALENT
Are You Planning to Use AI to Solve Problems — or Just to Move Faster?
AI delivers real value when leadership teams focus first on clearly defining the business problems causing friction — not on chasing new tools or moving faster for its own sake. The companies seeing meaningful results use AI to reinforce priorities, improve decision-making, and reduce variability, rather than to amplify unclear goals or inconsistent execution.
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BLOG | EXECUTION
“It Would’ve Been Faster If I Just Did It Myself”– And Other Lies Leaders Tell Themselves
Most leaders have had this thought – often more than once: ‘It would’ve been faster if I just did it myself.’ The hard truth is that skipping the investment in developing others now only builds a business that permanently depends on you.
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BLOG | TRANSITION / SUCCESSION
Talking Business with Tom: Avoiding Next-Generation Stall-Out
Thousands of family businesses will change hands in the coming decade. Some will thrive across generations. Others will stall quietly, then disappear. The difference won’t be luck. It will be preparation.
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BLOG | FAMILY DYNAMICS / GOVERNANCE
Why Every Family Business Needs a Family Constitution (Even If You Think You Don’t)
When rules live only in people’s heads, every disagreement feels personal. The irony is that most of these disputes are completely avoidable. A Family Constitution is the key to creating commitment and strengthen culture.
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BLOG | LEADERSHIP
The Leadership Gap You Don’t See… Until It’s Too Late
Is your next generation ready to lead without risking family harmony or your legacy — or will you wait until it’s too late? Learn how to identify potential, build leadership skills, and prepare future leaders before the business demands it.
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BLOG | LEADERSHIP
Building Courage Muscles: What a Podcast Can Teach Us About Raising Risk-Takers
For generations, risk and courage were woven into daily life, but something has shifted. This isn’t just about raising brave kids; it’s about building a pipeline of entrepreneurial leaders.
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BLOG | STRATEGY
Strategic Planning: Work the Maze Backward
Strategic planning has a lot in common with a maze. Leaders face the dual challenge of too many options and lots of potential dead ends. So where does one begin? Having a child's curiosity is the key.
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BLOG | FAMILY DYNAMICS / GOVERNANCE
A New Chapter
The beginning of a new chapter – one where family and business are not simply overlapping circles, but one interconnected, living story. Now, holding my own son in my arms, I see just how extraordinary this journey is.
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BLOG | TRANSITION / SUCCESSION
The Cost of Holding On Too Long in a Family Business
Many owners believe they’re doing what’s best by staying at the center of decision-making, but this approach often creates instability and risk. Delaying family business succession planning can have serious consequences – not only for the business, but for the family relationships and legacy, too.
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BLOG | TRANSITION / SUCCESSION
Family Business or Game of Thrones
You’ve built the kingdom – brick by brick, deal by deal, risk by risk. Now you’re seated at the head of the table, with years of sacrifice behind you. And all eyes are on what happens next. But it's not clear who will take over. Not clear who wants to lead. Not clear who is ready. Let the games begin...
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BLOG | FAMILY DYNAMICS / GOVERNANCE
NextGen. First Year. What I’ve Learned (So Far)
This time last year, I officially joined the Compass Point team – not just as a family member cheering from the sidelines, but as a full-fledged part of the crew. Since then, I’ve learned more than I ever expected…
Read PostWhere Family Businesses Come to Grow & Learn
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