IT Compliance for Non-Technical Executives

Why Phishing Still Works (Even on Smart People)

Written by Brent Kenreich | Feb 19, 2026 4:19:45 PM

If you think phishing scams only fool “careless” employees, think again.

Some of the most successful cyberattacks in recent years started with highly educated, experienced professionals clicking the wrong link at the wrong time.

For businesses in Columbus and Central Ohio, phishing remains one of the biggest cybersecurity risks—because it doesn’t target technology first.

It targets people.

Let’s look at why phishing still works… even on smart, cautious teams.

What Is Phishing?

Phishing is a cyberattack where criminals impersonate a trusted person, company, or system to trick someone into:

  • Clicking a malicious link
  • Downloading infected files
  • Sharing passwords
  • Sending money
  • Approving fraudulent requests

Most phishing attacks arrive through email, but they also appear in:

  • Text messages (smishing)
  • Phone calls (vishing)
  • Collaboration tools (Teams, Slack, SharePoint)

And they’re getting harder to spot.

1. Phishing Attacks Look Legitimate Now

Modern phishing emails don’t look “suspicious.”

They often include:

  • Real company logos
  • Correct branding
  • Accurate language
  • Personal details
  • Familiar sender names

Many are copied directly from real messages that attackers previously intercepted.

To the recipient, they look completely normal.

2. Attackers Exploit Trust and Authority

Phishing works because it mimics people you trust.

Common impersonations include:

  • CEOs and executives
  • HR departments
  • IT support
  • Vendors
  • Banks
  • Microsoft / Google

Examples:

“Can you review this quickly?”
“Urgent payroll update”
“Your account has been locked”
“Please approve this invoice”

When authority is involved, people respond faster—and think less critically.

3. Timing Is Everything

Phishing messages are often sent when people are:

  • Busy
  • Tired
  • Rushed
  • Multitasking
  • Stressed

Attackers know this.

Monday mornings.
Friday afternoons.
End of month.
Tax season.
During major projects.

They strike when attention is lowest.

4. Fear and Urgency Override Logic

Many phishing emails are designed to trigger emotional reactions.

They use language like:

  • “Immediate action required”
  • “Account suspended”
  • “Final warning”
  • “Security breach detected”
  • “Payment overdue”

Fear causes people to act first and verify later.

That’s exactly what attackers want.

5. Familiar Tools Are Being Weaponized

Phishing no longer relies only on fake websites.

Today’s attacks often use:

  • Microsoft 365 login pages
  • SharePoint links
  • DocuSign requests
  • Teams messages
  • Google Drive shares

These platforms are trusted—so employees assume links are safe.

They aren’t always.

6. Smart People Assume They’re “Too Smart” to Fall for It

Ironically, experience can increase risk.

Why?

Because people think:

“I’d recognize a scam.”
“That wouldn’t fool me.”
“I know what phishing looks like.”

Attackers adapt faster than awareness does.

Confidence can lower defenses.

7. One Click Is All It Takes

Many employees think:

“I didn’t download anything.”
“I didn’t enter my password.”

But modern phishing doesn’t always require that.

Sometimes, one click can:

  • Install malware
  • Launch background scripts
  • Open credential harvesters
  • Enable session hijacking

No obvious warning.
No pop-up.
No alert.

Just silent compromise.

What Happens After Someone Falls for Phishing?

A successful phishing attack can lead to:

  • Email account takeover
  • Internal impersonation
  • Ransomware deployment
  • Data theft
  • Financial fraud
  • Vendor compromise
  • Reputation damage

Often, the breach isn’t discovered for weeks.

By then, the damage is done.

Why Technology Alone Isn’t Enough

Many businesses rely only on:

  • Spam filters
  • Antivirus software
  • Firewalls

These are important—but not sufficient.

No system catches 100% of phishing attempts.

That’s why layered protection matters.

How Columbus Businesses Can Reduce Phishing Risk

Effective phishing defense includes multiple layers:

✅ 1. Advanced Email Security

Filtering that analyzes links, attachments, and sender behavior.

✅ 2. Multi-Factor Authentication (MFA)

Even if credentials are stolen, attackers can’t log in.

✅ 3. User Awareness Training & Testing

Employees learn how to spot modern phishing tactics. Learn about our phish testing and training program and try it for a month, free. 

✅ 4. Conditional Access Policies

Restricts risky logins automatically.

✅ 5. Monitoring & Response

Quick detection limits damage.

✅ 6. Regular Security Reviews

Ensures protections stay current.

Learn more about our approach:
➡️ /cybersecurity-services-network-assessments

How Secure Is Your Email Right Now?

Ask yourself:

  • Do all users have MFA enabled?
  • Is phishing training ongoing?
  • Are suspicious logins monitored?
  • Is email filtering actively managed?
  • Have we tested our defenses recently?

If you’re unsure, you’re not alone.

That’s where an Cyber Risk Assessment helps.


➡️ Request one: /risk-assessment

Frequently Asked Questions

Why does phishing still work on smart people?

Because attacks exploit trust, timing, and emotion—rather than technical ignorance. Even experienced users can be fooled under pressure.

Can antivirus stop phishing?

No. Antivirus helps with malware, but phishing often targets credentials and behavior, not files.

Is Microsoft 365 secure against phishing?

Microsoft provides strong tools, but they must be properly configured and managed to be effective.

How often should employees receive training?

At least annually, with periodic refreshers and simulated tests. Our training program consists of weekly mini trainings to keep security top of mind. And then an annual more in depth training to really educate our clients.

Final Thoughts

Phishing works because it doesn’t attack computers first.

It attacks people.

And people are busy, human, and imperfect.

That’s normal.

The solution isn’t blame—it’s better systems, smarter training, and proactive security.

If you want to reduce phishing risk for your business, start with visibility.

➡️ /free-trial-phish-testing