Ramp Up to Retirement

Ramp Up to Retirement

You’re nearing your Ramp Up to Retirement, where work will be optional. How do you make the best decisions to set yourself up for success? Tune in to hear from Dan Reese Founder, Senior Wealth Advisor about the decisions and subtle changes you can make to ensure your retirement is successful!

Episodes

September 23, 2026 • 34 mins

Your parents’ retirement experience can reveal lessons that are difficult to see while you’re still working. What has changed between their generation and yours, and which financial habits still hold up?

In this episode, Dan Reese, CFP®, explains how retirement planning has changed across generations and what you can learn by asking your parents thou...

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Choosing between Roth and pre-tax retirement savings can feel simple until taxes, healthcare costs, income changes, and future withdrawals enter the picture.

In this episode, Dan Reese, CFP®, explains how Roth and pre-tax 401(k) contributions affect when you pay taxes and why the more appropriate choice may change throughout your career. He covers why lower-inco...

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When should you claim Social Security, at 62, full retirement age, or 70?

The answer can affect more than your first monthly payment, including your future income, taxes, portfolio withdrawals, and the benefit available to a surviving spouse.

In this episode, Dan Reese, CFP®, explains how Social Security benefits differ whe...

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If you’re approaching retirement with a large traditional IRA, deciding whether to convert to a Roth account can affect your future taxes, Medicare costs, and what your heirs receive.

How do taxes, Medicare costs, retirement income, and estate planning all connect when making this decision? The right decision depends on your situation, not just what tax ra...

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Are you getting financial advice, or are you simply getting investment updates?

Many people build strong relationships with their financial advisor, but that doesn’t always mean every part of their retirement plan is being addressed. Knowing what questions to ask can make a meaningful difference before small planning gaps become bigger problems.

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Estate planning is often treated as a task to complete later, but many of the biggest financial decisions begin long before legal documents are signed.

How can tax planning, retirement income planning, and investment decisions work together to support your long-term goals while potentially improving how assets are transferred?

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Selling your business may feel like the finish line, but for many owners, it can mark the start of a completely new chapter. One surprising statistic discussed in this episode: nearly 70% of business owners report regretting the sale within a year. In many cases, owners may feel unprepared for what comes next.

In this episode, Dan Reese wraps up the business exi...

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Selling a business involves both financial and personal considerations, and the transition path you choose may influence your long-term business, employee, and personal goals.

In this episode, the seventh in the business exit planning series, Dan Reese walks through the most common exit paths available to business owners, including strategic sales, private equit...

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What contributes to a business’s value when it’s time to step away?

Is it just the numbers, or is there something deeper that drives what buyers may be willing to pay?

In this episode, Dan Reese breaks down part 6 of the business exit series, focusing on ways to potentially enhance business value before a sale. ...

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Growth gets most of the attention, but what happens when hidden risks start to impact what an outside buyer may consider when evaluating your business?

What would an outside buyer see that you might be overlooking today?

In this episode, Dan Reese breaks down the fifth part of the business exit series, focusing on how busin...

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Most business owners assume they know what their company is worth, but that number is often far from reality. What factors actually influence value, and how can small changes today impact what you walk away with later? In this episode, Dan Reese continues the business exit series, breaking down how business owners can better understand …

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Thinking about selling a business is one thing; knowing what you actually need from it is another. How do you move from guessing a number to having greater clarity about your financial future and lifestyle? In this episode, Dan Reese breaks down Part 3 of the business exit series, focused on defining “your number” through …

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What happens when the title you have carried for decades suddenly disappears? How do you prepare for the emotional shift that comes after stepping away from your business? In this episode, Dan Reese, CFP®, continues the business exit series by focusing on the personal side of transition. He explains why identity, routine, and purpose play …

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Thinking about stepping away from your business someday? The real question is whether you are preparing to leave or preparing to grow. In this episode, Dan Reese, CFP®, kicks off a multi-episode series on exit planning for business owners. He introduces the concept of value acceleration as a proactive alternative to traditional succession planning and …

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Most people see one or two meetings a year and assume that’s the whole picture. But real planning is happening year-round, often when no one is sitting across the table. In this episode, Dan Reese, CFP, pulls back the curtain on how an annual service calendar guides financial planning throughout the year. He walks through …

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Retirement tax decisions often feel simple on the surface, but the ripple effects can last decades. The real question is not whether taxes will be paid, but when, how, and by whom. In this episode, Dan Reese, CFP®, walks through how Roth conversions, a taxable event, can fit into a broader retirement and estate plan …

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Most business owners say they feel prepared to step away, but available data suggests gaps in readiness. In this episode, Dan Reese breaks down insights from the National State of Owner Readiness Report and explains common areas where small and mid-sized business owners may lack preparation for a significant financial transition. With a large portion …

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Online platforms surface a steady stream of financial content, often from influencers whose guidance is not tailored to individual situations. In this episode of Ramp Up to Retirement, Dan Reese discusses the difference between broad online commentary and fiduciary planning, and how that gap can affect real retirement decisions. He walks through examples involving Roth …

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November 26, 2025 • 23 mins
Gold is in the headlines again.  Prices are higher this year, we see gold ads on TV, and fear-based marketing may be convincing more retirees to convert their savings into precious metals. But is gold truly as safe as it’s perceived to be, or are investors falling for glitter over substance? Dan Reese delivers a …

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Mark and Susan thought they did everything right: no debt, over a million saved, markets trending up. But one well-intentioned gift to their kids set off a chain of financial consequences they didn’t anticipate. In this episode, Dan Reese is joined by Brent Oliver for a hypothetical case study exploring how using the concept of …

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