DiMatteo Group Financial Services

07/22/2026

⚠️ A 10 percent position in a single stock is sometimes called a concentrated position.

Most people don't realize it when they have one.

It's usually not a conscious decision.

Ten years go by, and one company’s stock is a large percentage of the portfolio.

That isn't loyalty. It's exposure.

🔍 A few questions you might consider:

🛑 If the stock dropped tomorrow, what would change for your family?

🛑 Is the position there because selling always felt premature?

🛑 Has the embedded capital gain quietly become the reason nothing has been done?

There are several ways to unwind a concentrated position without writing a large check to the IRS.

The correct path depends on the situation.

If this sounds familiar, we’d welcome a conversation to share ideas that may help. Before any action is taken, however, it’s important to consult your tax, legal, and accounting professionals so you understand the tax consequences of any decision.

07/20/2026

December is the busiest month for RMDs.

But waiting until then can mean you miss some chances with charitable giving or with estate ideas.

For anyone age 73 or older, the required minimum distribution is mandatory, and the penalty for missing a deadline can be steep. If taken before age 59½, withdrawals are taxed as ordinary income and may be subject to a 10 percent penalty.

But the timing of the withdrawal and which accounts it comes from can shape the tax bill in ways a December scramble can’t.

A few things worth knowing:

👉 Multiple IRAs can be aggregated; retirement plans cannot. Each RMD must come from that specific plan.

👉 In 2026, a Qualified Charitable Distribution may allow up to $111,000 per individual to go directly from an IRA to a qualified charity, satisfying the RMD without adding to taxable income. Check with your tax, legal, or accounting professional if you’re considering this approach.

👉 A QCD has to be a direct transfer. Once the money lands in a personal account, the option is gone.

👉 Coordinating across accounts, spouses, and inherited IRAs is where most of the value might sit.

Mid-year is when there is still room to model it.

If RMDs are part of your plan this year, this is a good time to map them.

07/17/2026

At DiMatteo Group Financial Services & Target Retirement Solutions, we believe strong relationships are the foundation of every successful business.

⚾ We recently had the opportunity to connect with fellow professionals from across the Tampa Bay area while enjoying a great evening at the ballpark.

We're grateful for the conversations, connections, and opportunities that come from being involved in such a strong business community.

07/16/2026

Summer travel season is in full swing, and unfortunately, so is travel-related fraud.

When we're focused on flights, hotels, and vacation plans, it's easy to let our guard down.

Before your next trip, consider a few simple precautions:

• Avoid public WiFi when accessing financial accounts
• Turn on transaction alerts for your bank and credit cards
• Use a credit card instead of a debit card when possible
• Be aware of card skimmers at ATMs and gas pumps

A few minutes of preparation before you leave can help prevent a much bigger headache when you return.

07/15/2026

Trump Accounts opened on July 4. A few questions are worth considering:

➡️ Our baby is 18 months old. Do we qualify for the $1,000?

Yes. Every U.S. citizen baby born since January 1, 2025, qualifies for a one-time $1,000 federal contribution.

➡️ Is there an income maximum?

No. Eligibility is based on the child's citizenship and birth date, not family income.

➡️ Our child is 7. Did we miss it?

Not entirely. Any U.S. citizen under 18 can have an account opened. The federal $1,000 payment applies only to children born in 2025 through 2028, but everything else still applies.

➡️ Can grandparents contribute?

Yes. Up to $5,000 per year combined across parents, grandparents, family, and the child themselves.

➡️ What is the catch?

State tax conformity varies; California, for example, does not currently conform.

Whether to contribute, how much, and how to coordinate it with what you already have are all worth talking through. Our team is here for that.

07/13/2026

🗓️ "Let's talk about it in December."

By December, choices can be limited. Mid-year is often the sweet spot for preparation.

✅ The bracket picture is clearer than it was in January.

Roth IRA conversion timing is flexible within the calendar year, but the bracket math can influence the outcome.

Six months of runway means scenarios can be modeled, not rushed.

If the market dips before year-end, the same tax math may change. Those windows rarely give notice. Keep your tax, legal, or accounting professional in the loop if you see an opportunity.

December conversions can be reactive.

Mid-year conversions can be designed.

If you’re wondering about timing, we welcome a discussion.

📋 To qualify for the tax-free and penalty-free withdrawal of earnings, Roth IRA distributions must meet a 5-year holding requirement and occur after age 59½. Tax-free and penalty-free withdrawals can also be taken under certain other circumstances, such as the owner's death. The original Roth IRA owner is not required to take minimum annual withdrawals.

07/09/2026

Markets posted solid second-quarter gains as investors responded to upbeat economic reports, continued diplomatic efforts in the Middle East, and strong first-quarter corporate numbers. The S&P 500 rose 14.87%, the Nasdaq gained 21.41%, and the Dow picked up 12.90%, while Canada’s S&P/TSX Composite added 6.37%. Looking ahead, markets may continue to react to Middle East updates, oil prices, inflation trends, and the pace of global commerce through the Strait of Hormuz. From U.S. home price growth to Canadian housing forecasts, this quarter’s by-the-numbers highlights the data behind one of North America’s most closely watched markets.

Stocks saw solid gains in the second quarter, riding a wave of enthusiasm over upbeat economic reports, ongoing diplomatic efforts in the Middle East, and strong first-quarter corporate numbers.

07/09/2026

🚨 A quick reminder:

Not every party invitation is actually an invitation.

Scammers are using fake event invites that appear to come from friends or trusted platforms in an attempt to steal login credentials and access personal accounts.

Before clicking RSVP:
• Verify the sender
• Check the email address
• Be cautious of unexpected login requests

A few extra seconds of caution can go a long way when it comes to protecting your personal and financial information.

07/08/2026

Making Cents: How Do Pooled Employer Plans Reduce Fiduciary Liability?

Retirement plan sponsors continue to face increasing fiduciary and administrative responsibilities. As a result, many advisers are reevaluating Pooled Employer Plans (PEPs)—not as a constraint on flexibility, but as a strategic solution for managing fiduciary risk and strengthening plan governance. More than 80% of advisers surveyed cited risk mitigation as the primary factor driving their positive view of PEPs. [planadviser.com]

In our latest Making Cents video, Michael DiMatteo explores:
• How PEPs work
• Why they are gaining traction among employers and advisers
• The potential benefits of delegated fiduciary oversight and streamlined plan administration

Watch the full video here:

What role do you see PEPs playing in the future of workplace retirement plans?

Explore DiMatteo Financial's Vlogs for experienced financial guidance and insights. Stay informed with our latest videos on wealth management, investment strategies, and financial planning.

07/07/2026

If something happened tomorrow, would your family know where to start? 🔐

In most households, one person handles the money. The bills, the logins, the insurance, the auto-pays.

The other believes it's being handled, which is fine until it isn't.

Here’s a suggestion:

👉 Build one shared document with every account and explain how to access it. Update it periodically.

👉 Consider having both names on the accounts you say are jointly owned.

👉 Check out a password manager you both can access.

👉 Keep a one-page summary in a safe place with what to do, who to call, and where to look.

The couples who do this often say the same thing afterward: “We should have done it sooner.”