A hedge fund job that started with weeding a garden? Colin Page's career story is unique, but the lessons are practical for anyone building a fee-only financial planning firm.
We sit down with Colin, founder of Oakleigh Wealth Services in Charlottesville, Virginia, and trace his path from teaching high school math after the 2009 financial crisis, to more than a decade investing in distressed securities and bankruptcies, to launching his own independent practice.
We talk about what changes when you move from markets to people. Colin shares why hedge fund work can feel disconnected from real goals, and what pulled him toward fiduciary planning for retirees and near-retirees: retirement income, tax-efficient withdrawals, Medicare choices, and legacy planning. We also get specific about the messy early decisions every advisor faces around niche, marketing, compliance, and building a firm without an existing book.
Colin breaks down the mental game too: pricing "head trash," choosing between AUM, advice-only, and flat-fee models, and designing onboarding that respects your time. His document-first consultation approach is a simple filter that signals seriousness and keeps a lifestyle practice sustainable as referrals grow.
If you're trying to build a practice that supports your life, not the other way around, this one is worth your time.
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Colin's Social:
https://www.linkedin.com/in/colin-page-oakleigh/
Website:
https://www.oakleighwealth.com/
Music in this episode was obtained from bensound.