f you’re like most small or mid-sized law, accounting, or healthcare firms, you’ve likely been asked a familiar question on your cyber liability insurance application:
“Do you conduct regular security awareness training and phishing simulations?”
It’s there for a reason.
Because in the real world, your people—not your firewalls—are your biggest risk. And while email is the backbone of how SMBs work, it’s also the front door for most cyberattacks.
Even with the best cybersecurity stack in place, a single click on the wrong email link can bypass everything.
A partner rushing between client meetings
A staff member just “trying to be helpful”
An office manager unfamiliar with spoofed sender addresses
All it takes is one mistake.
Training is what builds that critical moment of hesitation—the second it takes to stop, question, and avoid clicking something they shouldn’t.
It’s required for many compliance frameworks (HIPAA, IRS Pub. 4557, ABA guidance, etc.)
It’s expected by cyber insurers (and can reduce premiums if done properly)
It gives your firm proof that you're doing your part to reduce risk
But here’s the catch:
Just having a training platform isn’t enough.
We’ve seen firms invest in great tools like Breach Secure Now, but then:
No one monitors completions
Simulations aren’t configured
Users ignore reminders
No reporting gets reviewed
Admin access is locked down to one overworked manager
End result? The box may be technically checked—but the team still doesn’t know what a phishing attempt looks like, and the risk remains wide open.
The most successful firms we support always have one thing in common:
An internal point person with admin access to the training platform.
This person:
Follows up with users who fall behind
Watches for high-risk clickers
Customizes training topics for different roles
Runs short, realistic simulations that don’t annoy people
Partners with IT to track improvements over time
We can handle the tech—but your firm needs a human advocate for security.
Audit your training platform
Are trainings actually being completed? Are simulations running monthly?
Assign an internal champion
Give them admin access and include training status in staff meetings.
Use role-based content
Partners, front desk staff, and finance teams face different risks—train accordingly.
Make it routine
Quarterly training and monthly simulations work well for most SMBs.
Cybersecurity isn’t just about having tools—it’s about using them correctly.
The human side of security is your biggest vulnerability, but also your biggest opportunity.
If you’re unsure whether your training platform is helping—or just gathering digital dust—let’s take a look together.
Big Water Technologies can help you choose, implement, and manage a training platform that actually protects your people.
📩 Reach out today if you want to reduce your real-world risk—and meet your compliance and insurance requirements in the process.
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