
Last updated October 2026
October is Cybersecurity Awareness Month, and this year the National Cybersecurity Alliance chose a theme that fits the families we serve almost perfectly: “Don’t Make It Easy for Them.”
You’ve spent decades building something that matters: a company, a family, a reliable balance sheet that gives you choices. You’ve hired the attorneys, the CPAs, and the advisors. You have a plan for taxes, for succession, and for the next generation.
But here’s a question we ask the families we work with: If a stranger called your executive assistant tomorrow, sounding exactly like you, and asked for a $400,000 wire, what would happen?
For many successful entrepreneurs, the real answer is uncomfortable. Cybersecurity is often the one area of your financial life that has no owner, no plan, and no accountability chart. It falls into the gap between your IT person, your business, your family, and your advisors. And criminals know it.
Key takeaways
- The risk is growing. Cybercrime losses reported to the FBI reached nearly $20.9 billion in 2025, up 26%, with about $3 billion from business email compromise.
- Wealth makes you a target. You move large sums, delegate access to many people, and have more public information available about you.
- A few steps may help to stop most attacks. Use a password manager with passkeys or strong MFA, freeze your credit, and lock your phone number with your carrier.
- Verify, don’t recognize. AI can clone voices and faces, so use a family passphrase and call back on a number you already have before moving money.
- Plan before it happens. If money moves, call your bank immediately and report it at ic3.gov.
The rising cost of cybercrime
The numbers back this up. The FBI’s Internet Crime Complaint Center reported nearly $20.9 billion in losses for 2025, a 26% jump over the prior year. Business email compromise alone, the scam where criminals impersonate you or someone you trust to redirect a payment, accounted for roughly $3 billion, most of it moved by wire transfer.
This guide is a practical playbook written for you, the entrepreneur or family leader who wants to feel free, without wondering whether one convincing phone call could undo what you’ve built.
Why successful entrepreneurs and their families are prime targets
Criminals go where the payoff is large and the defenses are thin. For a family with $20 million or more spread across operating businesses, real estate, trusts, and investment accounts, both conditions are often true.
Here’s why you’re on their radar:
- You move large sums routinely. A $250,000 wire doesn’t raise eyebrows at your bank, which means a fraudulent one may not either.
- Your life is delegated by design. You’ve wisely built a team: an executive assistant, a controller, a CPA, an estate attorney, a family office. Every person with access to your accounts or inbox is another door a criminal can knock on.
- Your information is already public. Business filings, property records, charitable boards, press coverage, LinkedIn profiles, and your kids’ social media give attackers everything they need to sound credible.
- Your business and personal lives overlap. When the same email account handles a supplier invoice and a trust distribution, a single compromise exposes both.
- You trust the people around you. That’s a strength in relationships and a vulnerability in fraud. Most successful attacks hone in on this trait.
The good news? You don’t need to become a security expert. You need the same thing you’ve applied everywhere else in your life: clear ownership, a simple system, and the discipline to follow it.
The cyber threats you’re most likely to face in 2026
The tools criminals use keep changing, but the playbook stays remarkably consistent: create urgency, borrow trust, and get you to act before you think. These are the threats that are more likely to arise with entrepreneurs and multi-generational families.
| Threat | What it looks like | Your best defense |
|---|---|---|
| Business email compromise | An email from “your CFO” or “your attorney” with new wire instructions | Verify every payment change by calling a number you already have |
| Voice cloning | A panicked call from a “grandchild” or “you” asking for money | A family passphrase and a call-back rule |
| Deepfake video | A live video call with a convincing “executive” approving a transfer | Out-of-band (separate channel) verification, even for faces you recognize |
| SIM swapping | Your phone suddenly loses service while someone resets your accounts | Carrier number lock and app-based or hardware MFA |
| Phishing and smishing | A text from “your bank” or a delivery service with | Never log in from a link; go to the site directly |
| Account takeover | A reused password from an old breach unlocks your email | Password manager plus passkeys or MFA everywhere |
Why AI changed the game
Until recently, a scam email was often easy to spot: odd grammar, a strange tone, a generic greeting. That’s no longer true. Artificial intelligence now lets criminals write flawless messages in your CFO’s style, clone a voice from a few seconds of audio pulled from a podcast or voicemail, and stage video calls that look real under pressure.
You don’t need to fear technology. The lesson is to stop relying on recognition (“it sounded like him”) and start relying on verification (“I called him back on the number I already had”).
8 ways to protect your family and your business
Start at the top of this list and work down; the first four steps help to protect against common attacks.
1. Replace passwords with a password manager, passkeys, and strong MFA
Reused passwords from old breaches are still one of the easiest ways into your accounts.
- Use a dedicated password manager such as Bitwarden or 1Password on every device, protected by one long, unique master passphrase.
- Turn on passkeys wherever your bank, email, or brokerage offers them. They are phishing resistant and unique to each site or service.
- Use multi-factor authentication everywhere else, starting with your email, since that’s where password resets go. Choose an authenticator app over text-message codes, and add a hardware key like YubiKey for your most valuable accounts.
2. Lock down your financial accounts
- Freeze your credit at Equifax, Experian, and TransUnion, and encourage your adult children to do the same. It’s free. (You can “thaw” it when you want to apply for new credit).
- Turn on alerts for wires, new payees, and large transactions on every account.
- Ask your bank about Positive Pay for business and trust accounts that write checks.
- Require two people to approve large transfers in your business and family office.
3. Protect your phone number
In a SIM swap, a criminal moves your number to their phone and uses it to receive your security codes.
- Turn on your carrier’s free number lock (also called a port freeze or SIM lock).
- Set a strong, unique PIN on your wireless account.
- Move important accounts off text-message codes so your number matters less.
4. Verify, don’t recognize
AI can now clone a voice from a few seconds of audio and stage convincing video calls. Recognizing a voice or face is no longer proof.
- Create a family passphrase known only to close family, and ask for it whenever someone calls in distress asking for money.
- Adopt a call-back rule: any request involving money, secrecy, or urgency gets verified by calling back on a number you already have.
- Treat urgency as a red flag. A legitimate request will survive a five-minute phone call.
5. Extend security to your inner circle
Your protection is only as strong as the least protected person with access to your money.
- Make sure your spouse, adult children, and assistants use the same basics.
- Ask your CPA, attorney, and advisors how they protect your data and verify your instructions.
- Never send Social Security numbers, account numbers, or passwords by email or text. Ask for a secure portal instead. (iMessage can fall back to standard texting, so it’s not the place for sensitive data either.)
6. Secure your devices and home network
- Turn on automatic updates, and replace routers and modems every three to five years.
- Use WPA3 encryption on your home Wi-Fi and put smart TVs, cameras, and other gadgets on a separate guest network.
- Skip public Wi-Fi for anything financial; use your phone’s hotspot or a reputable VPN.
7. Shrink your digital footprint
- Search your family’s names to see what’s public, and consider a data-removal service for people-search sites.
- Review your family’s social media privacy settings and avoid posting travel in real time.
- Ask your estate attorney whether holding real estate in a trust or LLC makes sense, so your home address isn’t one search away.
8. Back up and insure
- Back up estate documents, tax returns, and family records, and test that you can restore them.
- Ask your insurance advisor about personal cyber coverage. Many high-net-worth homeowner policies now offer it for fraud, extortion, and recovery costs.
What to do if something goes wrong: your family incident plan
Even strong defenses can be breached. What matters most is how quickly you respond, because the first few hours often decide whether money can be recovered. Map out these steps now, while you’re calm.
- Call your bank immediately if money has moved. Ask them to initiate a wire recall and contact the receiving bank. Speed is everything.
- Report it to the FBI at gov. Reporting quickly can help law enforcement freeze funds.
- Call your financial advisor so they can watch your accounts, add restrictions, and coordinate with custodians.
- Secure your email first, then your financial accounts. Change passwords from a clean device, sign out of all sessions, and check for forwarding rules a criminal may have added.
- Contact your carrier if your phone lost service unexpectedly, and confirm your number lock is still in place.
- Notify your cyber insurance carrier and attorney before you hire outside help, since many policies require approval of vendors.
- Tell your inner circle. Let family, assistants, and key professionals know so they can watch for follow-up attempts.
Keep a short contact sheet with your bank’s fraud line, your advisor, your IT provider, your attorney, and your insurance carrier. Store it somewhere you can reach even if your email is locked, such as printed in your home office and saved in your password manager.
Cybersecurity is one gap. Are there others?
For many of the families we serve, cybersecurity reveals a bigger pattern. You’ve hired excellent specialists, but no one is looking at the whole picture. Each advisor protects their piece, and the gaps between them are where risk hides, whether that risk is a fraudulent wire, an outdated estate plan, or a tax strategy no one coordinated.
That’s the difference between being financially free and feeling free.
If you’ve hit the ceiling of complexity and want a clearer view of where your plan may be exposed, start with our guidebook, The Entrepreneur’s Guide to Clarity, Confidence & Freedom. It walks you through the freedom gaps we see most often with successful entrepreneurs and multi-generational families, and how to close them. Request your copy of this valuable guide.
This article is provided by MKD Wealth for informational purposes only and does not constitute financial or legal advice. Cybersecurity is a complex and evolving field, and guidance is subject to change as new threats and technologies emerge. MKD Wealth does not receive compensation from tools or platforms mentioned and makes no guarantees regarding the performance or security of third-party tools.
Sources
This material is for educational purposes only and is not intended to provide specific advice or recommendations for any individual and does not take into consideration your specific situation. There is no assurance that the views or strategies discussed are suitable for all investors or will yield positive outcomes. Investing involves risks including possible loss of principal. Be sure to consult with a qualified financial advisor, legal, and/or tax professional before implementing any strategy discussed here.
This material is for educational purposes only and is not intended to provide specific advice or recommendations for any individual and does not take into consideration your specific situation. There is no assurance that the views or strategies discussed are suitable for all investors or will yield positive outcomes. Investing involves risks including possible loss of principal. Be sure to consult with a qualified financial advisor, legal, and/or tax professional before implementing any strategy discussed here.







