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Matthew R. Harris (aka Safe Money Matt)

Safe Money Weekly - 09.26.25


Happy Friday Reader!

Below is a weekly recap of my most newest videos and blogs. As always, feel free to reach out to me directly if I can ever be a resource for you (via email, or through my social media channels).

Or, if you'd prefer schedule your free Retirement Income Analysis.

🚀 New Tool: The Roth Conversion Blueprint

If you’ve ever wondered whether a Roth conversion makes sense for you, I now have a brand-new tool that shows the long-term tax impact of different strategies — clearly, visually, and in dollars you can understand.

Here’s the big idea:

Imagine you have a $1,000,000 IRA.

What if I could show you how to convert it to tax-free dollars…

✅ With no direct out-of-pocket costs
✅ Without ever letting your balance dip below $1,000,000
✅ Without bumping you into a higher tax bracket

Wouldn’t you want to see the numbers for yourself?

That’s exactly what the Roth Conversion Blueprint does.

It maps out how much you could save in lifetime taxes, how much more income you could keep, and how much more tax-free wealth you could leave to your family.

For many retirees, this is the most powerful strategy available to protect against rising taxes — and the earlier you start, the bigger the benefits.

👉 If you’d like me to run a personal Roth Blueprint analysis for you, let’s connect.

New Blogs This Week:

Featured Blog of the Week

7 Questions You MUST Ask Yourself Before Transitioning Into Retirement

Retirement isn’t just a date on the calendar — it’s one of the biggest financial and lifestyle shifts of your life.

For decades, you’ve been in accumulation mode: earning, saving, investing. Then suddenly the paycheck stops… and your nest egg becomes your new paycheck.

That shift brings a new set of risks — and too many people walk into retirement without asking the right questions.

Here are 7 questions every retiree must answer with clarity:

  1. How much after-tax income do you actually need?
  2. How much income do you want guaranteed?
  3. How comfortable are you with market risk once the paycheck stops?
  4. What’s your plan for long-term care?
  5. How tax-efficient is your withdrawal strategy?
  6. What’s your longevity plan if you live into your 90s?
  7. How will your plan adapt to market surprises?

The best retirement plans aren’t about chasing the highest return — they’re about clarity, confidence, and flexibility.

👉 [Read the full article]

Safety-first Income Planning Blog

The Hidden Benefit of Safety-first Retirement Planning: A Rising Growth Portfolio

For decades, the rule was simple: as you age, move money out of stocks and into bonds.

But in today’s environment, bonds aren’t nearly as “safe” as they sound. Yields hover around 3–4%, and when interest rates rise, bond values fall. That means the very asset class meant to protect you can still lose money.

👉 The better alternative? Safety-first planning.

By locking in guaranteed income (through tools like fixed indexed annuities), you solve your #1 risk in retirement: outliving your money. And here’s the hidden benefit most people miss:

  • With income covered, you don’t have to sell stocks in downturns
  • Your portfolio compounds longer and often grows larger over time
  • By your 70s or 80s, you may naturally hold more equities — without taking on extra risk

The tradeoff is clear: bonds provide uncertain income. Safety-first planning provides guaranteed income and frees your portfolio to grow.

The result? More income. More growth. More flexibility.

👉 [Read the full article]

Social Security Blog

The Truth About Working & Claiming Social Security Early (It’s Not a Total Loss❗️)

One of the most common questions I get: “What happens if I claim Social Security before full retirement age and keep working?”

At first glance, it looks like a penalty:

  • Before FRA: $1 withheld for every $2 earned above $23,400
  • Year you reach FRA: $1 withheld for every $3 earned above $62,160

But here’s the truth most people don’t realize: those benefits aren’t lost — they’re withheld.

Once you hit full retirement age, Social Security recalculates your benefit and raises your monthly check for life. In other words, you get the money back over time.

Still, many retirees delay claiming for other reasons:

  • Built-in growth: Benefits increase ~7–8% annually until age 70
  • Tax efficiency: Delaying helps minimize taxes and avoid IRMAA surcharges
  • Income flexibility: Guaranteed income sources can bridge the gap while Social Security grows

⚠️ Don’t forget the tax trap: up to 85% of benefits may be taxable if your provisional income exceeds $32k (single) or $44k (married).

Bottom line: Claiming early while working isn’t a total loss — but the best strategy for you often involves pairing Social Security with a broader income plan.

👉 [Read the full article]

Helpful Tools & Resources:

  • NEW Roth BluePrint Analysis

💡 Want to see how a Roth conversion could work for your retirement? My new Roth Conversion Blueprint shows the long-term tax savings, income benefits, and legacy potential — all without reducing your account value or bumping you into a higher tax bracket. 👉 Let’s run the numbers together.

  • Complete Guide to Long-term Care Planning (New One-pager)

Long-term care isn’t just a future concern—it’s a planning opportunity today. This all-in-one guide breaks down the costs, risks, and strategies to help you protect your wealth and leverage LTC solutions before you need them.

  • Retirement Income Insider (free VIP group)

Here I'll share additional retirement planning tips + exclusive access to future Masterclasses, live Q&A's, and many other retirement resources!

  • Future, Guaranteed Income Calculator (free)

Run your own retirement income projections to see approximately how much, guaranteed income you can secure (now or in the future).

Note: this is done through 1 company I work with, so while it may be a good estimator for your situation, there may also be a better option with a different company (and a higher payout) for you

As always, thanks for allowing me into your inbox. If there is any way that I can be a resource for you, please don't hesitate to reach out.

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P.S.S. some helpful links & resources you might enjoy

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Matthew R. Harris (aka Safe Money Matt)

Retirement Planner Specializing in Safety-First Income Planning — protecting retirement savings, minimizing market risk, and creating lifetime peace of mind.💰 Tax-Efficient Income Strategies | Tax-free Wealth Transfer | Long-Term Care Planning | Social Security Optimization 📚 Author | 💕 Jesus Follower | ⚾️ Ex-NCAA Athlete 👇🏻Subscribe to Safe Money Weekly for simple, effective strategies to retire with confidence 📰

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