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The Real Cost of ‘We’ll Deal With It Later’

There’s a sticky note on every business owner’s desk labeled “Later.” It sits next to the other one labeled “Eventually.” Listed underneath are updating the employee handbook, fixing the breakroom faucet, and somewhere between reviewing the health insurance renewal and calling the accountant back, you’ll find cybersecurity training.

Nobody’s judging. Running a business with 20 or 50 employees means you’re already wearing six hats before lunch. Cybersecurity feels like a problem for companies with server rooms and IT departments, not ones where the owner also unclogged the dishwasher last Tuesday.

But the thing about “later” is that it has a price tag. And it’s a lot higher than you’d think.

What “Later” Looked Like for Baltimore

In May 2019, the City of Baltimore’s government computers were locked down by ransomware called RobbinHood. The attackers demanded roughly $76,000 in Bitcoin. The city refused to pay. Smart move, but awful outcome: the final recovery bill landed north of $18.2 million, a figure that included direct IT rebuilding costs, lost revenue from systems that couldn’t process payments, and months of manual workarounds.

For over a month, city employees couldn’t access email. Residents couldn’t pay water bills or property taxes online. Real estate transactions stalled across the city. As of early June 2019, a full month after the attack, only 35% of the city’s 10,000-plus municipal employees had regained access to their accounts.

Baltimore is a cautionary tale, but it’s not a distant one. This happened just down the road. And the ripple effect made clear that the city’s vulnerability had a lot to do with outdated systems and deferred security priorities. In other words, “later.”

The Numbers Behind the Delay

Baltimore is a dramatic example, but the math works the same way for a 30-person accounting firm or a 60-person construction company. The scale is different; the pattern is identical.

According to the 2025 Verizon Data Breach Investigations Report, 60% of confirmed breaches still involve human error – people clicking phishing links, reusing passwords, or responding to social engineering. That number has hovered around the same range for years, which tells us something important: the technology isn’t the weak point. The people using it are.

The same report found that ransomware appeared in 88% of breaches affecting small and medium-sized businesses. Not 88% overall – 88% of SMB breaches specifically. Attackers know that smaller organizations tend to have fewer defenses, less redundancy, and tighter margins that make the pain of an attack far more acute.

What does that pain look like financially? Kaseya’s 2025 data puts the average cost of a phishing-related SMB breach at $140,000. That’s the kind of hit that forces a small business to choose between layoffs and shutting their doors for good.

Why This Keeps Happening

Most cybersecurity training solutions are designed for enterprises. They assume you have an IT department to manage rollout, a training budget to absorb the cost, and employees with the time and patience to sit through 45-minute modules on a Tuesday afternoon. For a 25-employee business where the office manager also handles HR, that’s a non-starter.

Because of this, the training doesn’t happen. Not because the owner doesn’t know it matters, but because the available options don’t fit the business. Meanwhile, the phishing emails keep arriving – over 3.4 billion sent globally every day. And they’re getting better. AI-generated phishing messages are harder to spot, better written, and more convincingly personalized than anything we saw even two years ago.

The gap between the threat and the response is where the real risk lives. A CyberArk study found that 49% of employees reuse the same credentials across multiple work applications, and 36% use identical passwords for both personal and work accounts. One compromised password on a personal shopping site becomes a skeleton key to your business systems.

What “Small Steps Now” Actually Means

This isn’t where we say, “Just buy our product.” This is where we point out that the smallest version of “doing something” is much smaller than most people assume.

Three minutes. That’s the length of a single training module on TTP Cyber Hub. It’s about the same amount of time your team spends waiting for the office microwave or choosing the perfect playlist to play on the speakers. Each month, a short video covers a specific topic – phishing red flags, password hygiene, social engineering tactics – followed by a few reinforcement questions. No hour-long webinars. No certification exams. No one’s pulling an employee off a project for half a day.

And the cost? $50 a month for your whole team. To put that in perspective: a single hour with an outside IT consultant runs $150–$300. That forgotten SaaS subscription you’ve been meaning to cancel costs $12.99 a month for nothing. The average SMB data breach costs $140,000. At $50 a month, you could fund over 230 years of training before you’d reach the cost of a single breach.

The Insurance Angle Worth Knowing About

Many cyber liability insurance policies now require or incentivize employee security awareness training. If your business carries cyber insurance or is considering it, having a documented training program in place can affect both your eligibility and your premium. If your business doesn’t carry cyber insurance, that’s a separate risk worth addressing, given that research from NinjaOne indicates 91% of small businesses haven’t purchased cyber liability coverage despite knowing they’d be unlikely to recover from an attack without it.

Training will create a paper trail that demonstrates due diligence, something that matters to insurers, auditors, and clients who want to know their data is in responsible hands.

“Later” Is a Bet You’re Already Losing

Every month without training is a month where every employee is one convincing email away from a six-figure problem. Sophos’s 2025 State of Ransomware report found that only 53% of ransomware victims recovered within a week, meaning nearly half were down for longer, some for months. The threats are automated, persistent, and increasingly personalized. The only thing standing between your business and a breach is whether your team knows what to look for – and whether someone has taken three minutes to show them.

The note labeled “Later” will always have something on it. But cybersecurity training, at $50 a month and three minutes per session, is the easiest thing you’ll ever tick off.

TTP Cyber Hub makes cybersecurity awareness training simple, affordable, and built for businesses like yours. Get pricing or inquire today.

Frequently Asked Questions

Phishing and business email compromise remain the most common threats, often exploiting weak MFA or poor verification processes.

Yes. Attackers increasingly target smaller organizations because they often lack enterprise-grade protections.

At minimum, quarterly internal reviews and an annual professional assessment are recommended.

Yes. Managed providers can assess gaps, deploy controls, train staff, and maintain ongoing protection.

Keith Wehr

Keith Wehr

I have led my MSP through decades of evolution—from the early days of break-fix to the sophisticated, proactive monitoring we provide today.

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