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Transition / Succession

BLOG | OWNER FINANCIAL GAP

Mind The Gap – Closing Financial Gaps Before They Become Crises

Financial crises in family businesses rarely appear overnight—they develop quietly when expectations about retirement, ownership transitions, and liquidity outpace realistic financial planning. By identifying potential financial gaps early and aligning family needs with the business’s actual cash capacity, owners can avoid rushed decisions and protect both the company and family relationships.

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BLOG | FAMILY DYNAMICS / GOVERNANCE

Talking Business with Tom Garrity: When the Past Shows Up and What Strong Families Do About It

Family business challenges rarely start with strategy—they often stem from inherited patterns of communication, conflict, and identity that have shaped the family for generations. The good news is that while these patterns are powerful, families that intentionally build awareness, resilience, and better governance can break the cycle and prepare the next generation to lead differently.

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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 | 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…

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BLOG | TRANSITION / SUCCESSION

Bridging Generations: Governance and Communication Ensures Long-Term Family Business Success

Working in a family can be a rollercoaster experience. It’s rewarding, exciting, and filled with purpose – but it can also get complicated, emotional, and stressful. This is why establishing proper governance in a family business is essential. Without it, the lines between family and business can blur, causing confusion, resentment, and ultimately dysfunction.

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BLOG | TRANSITION / SUCCESSION

From Empires to Enterprises: Succession strategies that make or break legacies

History provides us the benefit of hindsight and powerful lessons. Take Genghis Khan and Alexander the Great, both great conquerors. Yet one implemented a structured succession plan that ensured the survival and expansion of his empire, while the other's failure to do so led to the disintegration of his vast holdings shortly after his death. A strong succession planning is the ultimate competitive advantage.

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A family working together in family business

BLOG | FAMILY DYNAMICS / GOVERNANCE

Becoming a Family Business: This Firm Lives What They Teach

You may know the man in the photo as Tom Garrity, Founder of Compass Point, a family business consulting firm in Southeastern PA, headquartered in the Lehigh Valley; I know him as my inspiration, mentor, confidante, tennis partner, and best of all – my dad. This blog marks...

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on the left side of the image is an older man with his eyes closed, head in hand, with a stressed expression on his face. To the right of him are 3 short blank lines (as if letters need to be filled in) and then a capital T, indicating the topic he doesn't want to talk about; Exiting the Business.

BLOG | FAMILY DYNAMICS / GOVERNANCE

The 4-Letter Word Owners Can’t Afford NOT to Talk About: EXIT

I’ve had my share of family business owners who avoid discussing this four-letter word to the point of pure denial, quickly ending the conversation when this word bubbles up. The word? E-X-I-T. It sounds so final. The brutal truth is that 100% of owners exit the business, yet only 50% – just 1 out of 2 owners – will do it on their terms...

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BLOG | STRATEGY

The Speed of Change. Buckle up.

We have all heard the phrase “the only guarantees in life are Death and Taxes”. I would argue that “Change” should be added to that list.

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5Ds Recap Composite Image-web-email (1)

BLOG | FAMILY DYNAMICS / GOVERNANCE

The 5Ds of Life: Cliff Notes & Challenge

Over the last few months, I have shared blogs about the 5Ds of Life – five life events that can derail your...

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