Ramp Up to Retirement

Dan Reese

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!

  1. 5d ago

    How to Know If Your Financial Advisor Is Really Helping You Plan for Retirement (Ep. 34)

    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. In this episode, Dan Reese, CFP®, explains how to evaluate whether your financial plan is covering the areas that matter most. He shares the 3-lane planning framework, covering investments, retirement income, and tax planning, and discusses how Social Security, Medicare, estate planning, and long-term tax decisions work together. Dan also explains why planning performance often matters just as much as investment performance when preparing for retirement. Key takeaways: How fiduciary advice differs from investment-focused conversations and why that distinction matters Why retirement income, tax planning, and investments should work together instead of separately Questions to ask when evaluating whether your advisor is addressing your complete financial plan How Social Security and Roth conversion decisions can influence lifetime retirement taxes Why planning performance may have a greater financial impact than investment returns alone And more! Converting from a traditional IRA to a Roth IRA is a taxable event. Resources: Carson Wealth Retirement Readiness Quiz Website: CFP Board Connect with Dan Reese CFP®: Avery Wealth LinkedIn: Avery Wealth LinkedIn: Dan Reese

  2. Jul 8

    Tax-Focused Estate Planning Before Retirement (Ep. 33)

    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? In this episode, Dan Reese explains why estate planning is much more than wills and legal paperwork. He shares how investment planning, retirement income planning, and tax planning all influence one another through what he calls the three lanes of the financial highway. Dan also explores how Roth conversions, beneficiary designations, charitable giving, and account positioning can affect taxes during retirement and for future generations.  Throughout the conversation, he emphasizes creating a coordinated strategy while there may still be more planning flexibility. Key takeaways: How investment, retirement income, and tax planning work together instead of as separate decisions Why estate planning begins with strategy before legal documents are created and updated How Roth conversions may influence taxes paid by both retirees and future beneficiaries Why beneficiary designations and asset location can change long term tax outcomes How coordinated planning may uncover opportunities across multiple financial decisions And more! Resources: Carson Wealth Retirement Readiness Quiz Connect with Dan Reese CFP®: Avery Wealth LinkedIn: Avery Wealth LinkedIn: Dan Reese

  3. Jun 10

    What Happens After You Sell Your Business? (Ep. 32 | Pt. 8)

    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 exit-planning series by exploring the emotional, financial, and personal realities that follow a business sale. From the shift in identity that happens after stepping away from daily operations to the challenge of transitioning from entrepreneur to investor, Dan explains why many business owners find that a successful transition involves more than just the valuation. Dan discusses: Why many business owners experience emotional challenges after selling The difference between building wealth and preserving it How fear and emotion can impact investing after a liquidity event Why tax planning can play an important role before and after a sale And more! If you’re a business owner thinking about an exit, or already navigating life after one, this episode offers perspective on navigating the transition after a business sale.  Whether you’re years away from selling your business or already thinking about life after work, this episode offers insight into building a retirement plan designed to align with your financial goals, personal priorities, and long-term legacy. Resources: Carson Wealth Retirement Readiness Quiz Connect with Dan Reese CFP®: Avery Wealth LinkedIn: Avery Wealth LinkedIn: Dan Reese

  4. May 27

    Choosing the Right Exit Path for Your Business (Ep. 31 | Pt. 7)

    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 equity, ESOPs, management buyouts, and family transitions. He breaks down the pros and cons of each, explains how payment structures like earnouts and lump sums work, and addresses what buyers are actually looking for.  Dan also highlights the biggest mistakes owners make, from waiting too long to ignoring tax planning and cultural fit. Dan discusses: How a strategic sale may result in higher valuations when a buyer sees immediate synergies with your existing business and processes Why private equity may involve a larger upfront payment structure, and how earnouts and equity shares factor into the deal structure How ESOPs may provide tax-related considerations, employee ownership opportunities, and continuity planning benefits for some companies for owners who want a gradual exit Why the highest purchase price may not align with an owner’s broader priorities when legacy, culture, and employee impact matter to you How procrastinating on exit planning and value acceleration may limit flexibility and preparation during a future transition And more! Resources: Carson Wealth Retirement Readiness Quiz Connect with Dan Reese CFP®: Avery Wealth LinkedIn: Avery Wealth LinkedIn: Dan Reese

  5. May 6

    Managing Business Risk Before an Exit (Ep. 29 | Pt. 5)

    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 business owners can help address risks that may affect value before a sale. He explains how risks like key person dependency, customer concentration, and weak systems may influence what buyers are willing to pay.  The conversation highlights practical ways help to identify and manage these risks, including building leadership depth and improving processes. Dan also shares why viewing your business through a buyer’s lens can change how you prepare for an exit. Key takeaways: How reliance on one person can limit business value and create challenges when transitioning ownership Why customer concentration and inconsistent revenue streams raise concerns for potential buyers The impact of undocumented processes on hiring, training, and overall operational stability How regulatory and legal exposure can influence valuation and ongoing profitability considerations Practical steps to help reduce risk, including leadership depth, audits, and working with specialists And more! Resources: Carson Wealth Retirement Readiness Quiz Connect with Dan Reese CFP®: Avery Wealth LinkedIn: Avery Wealth LinkedIn: Dan Reese

About

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!