Dollars To Dreams Financial Planning Podcast


Personalized Planning with Purpose– start investing smarter, even when the market isn’t. Tune in today wherever you get your podcast.
Looking for practical advice on how to take control of your money and plan for a better future? Each episode, hosted by Tyler Hafford, CFP®, and the team at Penobscot Financial Advisors, breaks down the complex world of financial planning into clear, relatable conversations designed to help you make smarter decisions with your money.
Whether you’re planning for retirement, navigating investments, or trying to build a budget that actually works, this podcast gives you the tools to support your current lifestyle and build the future you’ve always imagined.
Latest EpisodeThree Smart Strategies to Lower Your Tax Bill
In This Episode
In this episode of Dollars to Dreams, Tyler Hafford and Hannah Tackett discuss three powerful tax-efficient investing strategies: Roth conversions, tax-loss harvesting, and asset location. With relatable explanations and smart examples, they show how being intentional with your investments and account types can reduce tax drag and boost long-term growth. Whether managing a dip in the market or planning for retirement, these strategies help you keep more of what you earn.
You’ll learn:
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Roth Conversions – When and why to consider converting traditional retirement dollars to Roth accounts for tax-free growth.
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Tax-Loss Harvesting – How realizing losses can help offset gains or income and reduce your current year’s tax bill.
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Asset Location – Optimizing where your investments live to limit tax exposure while maintaining the same overall portfolio.