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Mr. Stillman's Opus

Mr. Stillman's Opus

By: John Stillman
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Financial and retirement guidance from John Stillman, founder of Rosewood Wealth Management. Serving Durham, Chapel Hill, and the rest of the Triangle. Make sure your finances are designed to deliver you a harmonious retirement.Copyright John Stillman Economics Personal Finance Politics & Government
Episodes
  • Behind on Retirement? How to Catch Up in Your 50s
    May 1 2026

    Ready to grow your wealth with confidence? Let’s talk! 👉 https://www.rosewoodwealthmanagement.com/schedule-an-appointment

    ☎️ 919-391-3446

    You can’t go back and fix the past, but you can make smarter decisions moving forward. John tackles a question a lot of people quietly wrestle with: how do you catch up after years of not saving? This isn’t about chasing quick wins or risky bets. It’s about using the position you’re in right now to make meaningful progress. The opportunity you have today might be bigger than you think.

    Here’s what we discuss in this episode:

    ⚠️ Avoid Big Bets: Chasing “home runs” can backfire

    📈 Prime Earning Years: Your 50s can be your strongest saving window

    💸 Lower Expenses: Fewer obligations create opportunity

    📊 Know Your Numbers: Understand what it costs to live

    🧾 Use Tax Advantages: Catch-up contributions can help

    Connect with us:

    Web: https://rosewoodwealthmanagement.com/

    Phone: 919-391-3446

    Schedule a Meeting: http://meetwithjohn.com

    Check us out on YouTube: https://bit.ly/46RaLvL

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    8 mins
  • Inherited a Home? Airbnb vs Sell — The Real Day‑to‑Day Breakdown
    Apr 17 2026

    Ready to grow your wealth with confidence? Let’s talk! 👉 https://www.rosewoodwealthmanagement.com/schedule-an-appointment

    ☎️ 919-391-3446

    You inherit a home, and suddenly you’ve got options. In this episode, John walks through one of the most common questions people face in this situation: whether to turn it into an Airbnb or take a different path. It’s a decision that goes beyond potential income and touches on lifestyle, effort, and long-term strategy. Before you jump in, tune in to hear the practical reality of what this commitment would look like day-to-day.

    Here’s what we discuss in this episode:

    🏠 Airbnb Opportunity: Short-term rentals may generate high income

    ⚠️ Workload Reality: Managing turnover and guests takes effort

    📉 Property Wear: Short-term guests may not treat it carefully

    📊 Tax Strategy: Step-up in basis can make selling attractive

    🏛️ Zoning Risk: Local rules could impact your ability to rent

    Connect with us:

    Web: https://rosewoodwealthmanagement.com/

    Phone: 919-391-3446

    Schedule a Meeting: http://meetwithjohn.com

    Check us out on YouTube: https://bit.ly/46RaLvL

    Show More Show Less
    8 mins
  • Should You Roll Over Your 401(k)?
    Mar 20 2026

    Ready to grow your wealth with confidence? Let’s talk! 👉 https://www.rosewoodwealthmanagement.com/schedule-an-appointment

    ☎️ 919-391-3446

    When you leave a job, one of the biggest financial questions you face is what to do with your old 401(k). Should you roll it into an IRA? Leave it where it is? Or move it somewhere else entirely? The answer isn’t always obvious, and like most financial decisions, the right move depends on your unique situation. Today, John walks through the real-world considerations behind a 401(k) rollover and helps simplify a decision that often gets overcomplicated.

    Here’s what we discuss in this episode:

    🔄 Rollover Benefits and Flexibility

    📋 Conditions for Rolling Over 401(k) to an IRA

    💵 Comparing Costs and Administrative Fees

    🧭 Planning and Investment Strategies

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    6 mins
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