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Man writing on a whiteboard about compliance

The Compliance Squeeze: Why Enforcement Is Getting Tougher

May 23, 20252 min read

And what growing firms need to know right now


There was a time when “good enough” compliance got the job done.

You had basic security.
Some written policies.
Your staff knew the rules (more or less).

But that time is over.

Today, regulators, insurers, and clients are demanding more.

And for accounting and legal firms handling sensitive data every day, that pressure is increasing fast.


📑 Enforcement Is Getting More Active

We’re seeing it across the board:

  • Cyber insurance policies now require detailed proof of MFA, backups, and endpoint security — or they’ll reject your claim (or your renewal).

  • Clients — especially corporate ones — are sending over security questionnaires before they’ll sign contracts or NDAs.

  • Regulators are actually showing up, asking for audit trails, documentation, and risk assessments — and fines are being issued when they’re missing.

One firm we worked with recently faced a major delay in onboarding a new client.
Why?
They couldn’t provide a basic security policy document.

They had security controls. But no proof.


❌ Passive Compliance Doesn’t Cut It Anymore

Just having antivirus and a password policy isn’t enough.

What’s expected now?

  • Documented risk assessments

  • Incident response planning

  • Vendor management policies

  • Audit logs

  • Regular staff training

  • Clear evidence that you’re actually following your procedures

It’s not about being perfect.
It’s about being able to show your work — on demand.


💸 The Cost of Falling Short

What happens if you’re not ready when the pressure hits?

  • Lost deals

  • Denied insurance claims

  • Regulatory fines

  • Client trust erosion

  • Emergency costs to scramble into compliance under the gun

In many cases, the cost of playing catch-up is far more than the cost of staying ready.


✅ How to Stay Ahead Without Blowing the Budget

You don’t need a full-time compliance officer or a team of consultants.
What you do need is a plan — and the right support.

We help firms like yours with:

  • Low-friction audit readiness checks

  • Strategic Compliance-as-a-Service plans

  • Cyber insurance prep and documentation

  • CIS Controls alignment (v8.1)

  • Staff training and policy development

It’s structured, scalable, and designed for firms just like yours.


Final Thought

The bar is rising — fast.
The question is whether your firm will stay ahead… or scramble when it’s already too late.

📩 Want to see where you stand — and how to improve without the stress?
Ask us about a low-friction audit readiness check.

We’ll make it simple, clear, and practical — just how it should be.

#VCISO#Compliance#SmarterBusiness#HIPAA#IRS4557
John Lowery is the CEO of BigWater Technologies, where he leads with a passion for innovation and excellence in delivering advanced IT solutions. With over two decades of experience in the tech industry, John specializes in strategic planning, operational efficiency, and driving customer success.

John Lowery

John Lowery is the CEO of BigWater Technologies, where he leads with a passion for innovation and excellence in delivering advanced IT solutions. With over two decades of experience in the tech industry, John specializes in strategic planning, operational efficiency, and driving customer success.

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Featured Posts

Man writing on a whiteboard about compliance

The Compliance Squeeze: Why Enforcement Is Getting Tougher

May 23, 20252 min read

And what growing firms need to know right now


There was a time when “good enough” compliance got the job done.

You had basic security.
Some written policies.
Your staff knew the rules (more or less).

But that time is over.

Today, regulators, insurers, and clients are demanding more.

And for accounting and legal firms handling sensitive data every day, that pressure is increasing fast.


📑 Enforcement Is Getting More Active

We’re seeing it across the board:

  • Cyber insurance policies now require detailed proof of MFA, backups, and endpoint security — or they’ll reject your claim (or your renewal).

  • Clients — especially corporate ones — are sending over security questionnaires before they’ll sign contracts or NDAs.

  • Regulators are actually showing up, asking for audit trails, documentation, and risk assessments — and fines are being issued when they’re missing.

One firm we worked with recently faced a major delay in onboarding a new client.
Why?
They couldn’t provide a basic security policy document.

They had security controls. But no proof.


❌ Passive Compliance Doesn’t Cut It Anymore

Just having antivirus and a password policy isn’t enough.

What’s expected now?

  • Documented risk assessments

  • Incident response planning

  • Vendor management policies

  • Audit logs

  • Regular staff training

  • Clear evidence that you’re actually following your procedures

It’s not about being perfect.
It’s about being able to show your work — on demand.


💸 The Cost of Falling Short

What happens if you’re not ready when the pressure hits?

  • Lost deals

  • Denied insurance claims

  • Regulatory fines

  • Client trust erosion

  • Emergency costs to scramble into compliance under the gun

In many cases, the cost of playing catch-up is far more than the cost of staying ready.


✅ How to Stay Ahead Without Blowing the Budget

You don’t need a full-time compliance officer or a team of consultants.
What you do need is a plan — and the right support.

We help firms like yours with:

  • Low-friction audit readiness checks

  • Strategic Compliance-as-a-Service plans

  • Cyber insurance prep and documentation

  • CIS Controls alignment (v8.1)

  • Staff training and policy development

It’s structured, scalable, and designed for firms just like yours.


Final Thought

The bar is rising — fast.
The question is whether your firm will stay ahead… or scramble when it’s already too late.

📩 Want to see where you stand — and how to improve without the stress?
Ask us about a low-friction audit readiness check.

We’ll make it simple, clear, and practical — just how it should be.

#VCISO#Compliance#SmarterBusiness#HIPAA#IRS4557
John Lowery is the CEO of BigWater Technologies, where he leads with a passion for innovation and excellence in delivering advanced IT solutions. With over two decades of experience in the tech industry, John specializes in strategic planning, operational efficiency, and driving customer success.

John Lowery

John Lowery is the CEO of BigWater Technologies, where he leads with a passion for innovation and excellence in delivering advanced IT solutions. With over two decades of experience in the tech industry, John specializes in strategic planning, operational efficiency, and driving customer success.

Back to Blog

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