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Insights and Peninsula Road News

Insights for Owners

Whether you’re considering selling, raising capital, or passing the business on, you’re not alone. These articles are drawn from real conversations with business owners navigating the same decisions.

No hype. No fluff. Just perspective that helps you think more clearly.

 
Posts tagged Owner Transition
The Cost of Staying at the Helm Too Long

In many family businesses, the founder stays at the helm far longer than planned. It often comes from love or fear, not ego, but the cost is real: stalled leadership, rising resentment, and lost value. This article examines why it occurs and how both generations can move forward with greater clarity.

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What I Wish I Knew After Selling

Selling your business is a milestone, but leaving it can feel like losing a part of yourself. In this reflection, I share what surprised me most after our sale, what I wish I’d done differently, and why preparing for life after the deal is just as important as the deal itself.

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