The Hidden Tradeoffs of Retirement Planning for Entrepreneurs

January 28, 2026 |Colleen O’ Connell-Campbell
Many founders I meet have built real value inside their company. They have done the hard part - creating something that generates revenue, supports people, and carries momentum. But the path from corporate success to personal freedom is not automatic...
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Running Reflections: Permission Granted

January 21, 2026 |Colleen O’ Connell-Campbell
Permission granted. Permission to believe. Believe that it is: Plausible. Possible. Probable. Because, as the saying goes, “Whether you think you can or you think you can’t - you’re right.” - Henry Ford The pattern is familiar: Thoughts ➡️ Beliefs ➡️...
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The IPP mirror that forces founders to face the numbers

January 14, 2026 |Colleen O’ Connell-Campbell
Most entrepreneurs I meet are disciplined about the numbers in their business. They know their revenue targets. They track costs. They can tell you what is working this quarter and what needs fixing. Then we shift the conversation to their personal financial...
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Running Reflections: Is permission the hardest part?

January 07, 2026 |Colleen O’ Connell-Campbell
Let’s talk about permission The hardest part? Giving myself permission. I am willing to let go of beliefs and feelings that may be hurting me. That may be holding me back. I am willing to invite in new beliefs and feelings that will propel me forward...
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Your annual reminder that exits are built, not found

December 31, 2026 |Colleen O’ Connell-Campbell
Hi there, Every year, I notice the same pattern. Smart founders and CEOs do not need more information. They need better perspective. They need a few sharp reminders that cut through the noise. That is why I created an annual tradition on ‘The Cash Rich...
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Running Reflections: Trading Winter Wonderland for Island Vibes

December 24, 2025 |Colleen O’ Connell-Campbell
Morning moments. Coffee in hand, quiet contemplation. Followed by wandering walks with the waves along the surf. A salty breeze along the sandy shores. Paired with smiles and silliness galore. Sun shower rainbow's promise through a prism of colour. Mesmerizing...
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The Personal Readiness Gap - Why Founders Sabotage Their Own Exit

December 17, 2025 |Colleen O’ Connell-Campbell
Selling your business is a financial transaction, yes, and even more important, it is a psychological turning point. It's an identity shift and a profound life transition, often disguised in spreadsheets and legal documents. After decades of working with...
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Running Reflections: Where is the line?

December 10, 2025 |Colleen O’ Connell-Campbell
Winter weather, windy walk… Saturday, I took to the treadmill. Positive, pink, and powered through. Sunday, I took to the streets. Clear, cold, and bundled up. Movement - whether inside or out - is my meditation. A chance to process, reflect, and sift...
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Are you Building a Business or an Expensive Job?

December 03, 2025 |Colleen O’ Connell-Campbell
Most entrepreneurs set out to build a valuable business, an appreciating asset they can one day sell for a life-changing sum. Yet, a sobering truth remains - a large percentage of privately held companies are not sellable. They fail to attract serious...
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Running Reflections: One action at a time

November 26, 2025 |Colleen O’ Connell-Campbell
This morning’s miles reminded me of something simple, but not always easy. One action at a time. One task at a time. One step at a time. Life ebbs and flows - moments change, feelings shift, circumstances evolve. What didn’t fit this time may have fit...
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