If you're approaching age 65, Medicare can feel overwhelming fast. Between Parts A, B, C, and D and the timing rules tied to each—it's easy to make a costly mistake if you don't understand how the pieces fit together.

In this episode, I walk through the Medicare "alphabet," explaining what each part does, when enrollment matters most, and how your decisions interact with the rest of your retirement plan. We also cover common questions that come up when clients transition from employer-sponsored coverage to Medicare for the first time.

Whether retirement is right around the corner or still a few years away, this episode is designed to help you avoid penalties, coverage gaps, and surprises down the road.

[00:00] Understanding Medicare Parts A, B, C, and D
[01:00] When you can delay Medicare without penalties
[02:30] How late enrollment penalties actually work
[06:00] Timing Medicare enrollment to avoid coverage gaps
[07:30] What Medicare does—and does not—cover
[10:00] Medicare Advantage vs. supplemental coverage
[14:00] How state rules can affect your long-term options

Medicare isn't just about what coverage you choose it's also about when you enroll. Missing key enrollment windows can trigger penalties that last for life, even if the mistake was unintentional. In this episode, I explain the rules around initial enrollment, special enrollment periods, and why employer coverage plays such a critical role in determining your options.

Once you enroll in Parts A and B, you still need to decide how to fill the gaps. Medicare Advantage plans and Medigap policies take very different approaches to coverage, costs, and flexibility. I outline how these options compare, what tradeoffs to be aware of, and why the "best" choice depends heavily on your health, preferences, and where you live.

Medicare decisions don't exist in a vacuum. Premiums, out-of-pocket costs, and coverage choices all affect cash flow in retirement. In this episode, I explain how to think about Medicare as part of a larger retirement strategy, not just a healthcare decision—so your plan stays aligned as you transition out of the workforce.

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Have you ever fallen victim to a RAT attack? No, not the furry kind, a Remote Access Trojan attack.

I'm discussing how cybercriminals use social engineering to target victims, and the real-world impact these threats can have on your investment accounts and personal information. I reveal the latest tactics scammers use, and, most importantly, offer practical tips to help you recognize warning signs, safeguard your accounts, and minimize your risk, whether you're an individual managing your retirement nest egg or a business owner overseeing company assets.

• [00:00] What is a RAT attack?
• [02:45] Avoid clicking unknown links.
• [06:28] Preventing fraud through active monitoring.
• [09:44] Enhancing network security strategies.
• [10:48] Tips for staying secure online.

There are an estimated 2,200 cyberattacks every day, or one every 39 seconds. Global financial damages from cybercrime are projected to rise from $9.5 trillion (2024) to an estimated $10.5 trillion in 2025. It's no longer a matter of if, but when, the next attack will happen.

Most RAT attacks begin with "social engineering", that is, psychological manipulation designed to get you to act against your best interest. This can look like an email or text from what appears to be a trusted company (think Schwab, Amazon, or EZ Pass), urging you to click a link or download an attachment.

Do not click these links or download unknown files, even if the message creates a sense of urgency or familiarity. Even a simple PDF can be the Trojan horse that installs malware without you noticing.

Once delivered, the RAT malware quietly installs itself, evading your detection. It can come bundled with software downloads, or even through "drive-by" downloads, just visiting a compromised website can infect your device without any clicking at all.

Recently, cybercriminals hacked a client's phone and attempted to transfer money from their investment account. Because my team actively monitors accounts and receives real-time alerts from Schwab, we caught the fraudulent activity before funds were lost. But not everyone is so lucky, if hackers compromise your credentials and accounts aren't closely watched, money could be transferred out, leaving you to face a lengthy investigation to recover your hard-earned savings.

Most successful attacks don't involve sophisticated hacking, they leverage human error. Train yourself (and if you're a business owner, your staff) to recognize phishing emails and suspicious texts. Verify unexpected requests directly with the company, never through the provided links.

Implement "least privilege" access, using strong, unique passwords and two-factor authentication for every account. For investment platforms and email, enable notifications for any account activity, so you're alerted instantly to suspicious changes.

Secure remote connections with a Virtual Private Network (VPN) and avoid unsecured public Wi-Fi. If you must work remotely, use your cell phone's secure hotspot rather than free Wi-Fi at a coffee shop. And never log on to bank or brokerage accounts on shared or public networks.

Constant vigilance is your shield. Regularly monitor account activity and set up a system of alerts. Layer your security by combining access controls, firewalls, and regular updates. Always verify new contacts or software installations, adopt a "zero trust" mindset: trust, but always verify.

Stay One Step Ahead

No single solution can prevent all RAT attacks, but a combination of awareness, good digital habits, and layered security makes a world of difference. Being informed is your best defense. Activate two-factor authentication, review your notifications and account alerts, and approach every digital interaction with a healthy dose of skepticism.

• Retirement Readiness Review
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• Download my entire book for FREE

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