Tailored Cybersecurity Solutions

For Mid-Market Businesses That Need Both Security & Compliance—Fast.
We offer three proven service tiers to help you tackle security risks, meet compliance demands, and grow confidently—with or without a security team.

Quick Fix 30
Fast, Targeted Security Help — Delivered in 30 Days

Ideal for: Urgent issues, insurance needs, or launching your security program

What's included:
•   Risk Assessment
•   Penetration Testing
•   Security Policy & Roadmap
•   Configuration or Procedural Reviews
•   Email Phishing Simulations
•   Vendor Questionnaire Support
•   Security Awareness Training
•   Tabletop Exercises & Threat Modeling
•   Data Security Review
What You Get:
Expert help fast
Completion in 30 days
Actionable summary report
Audit Ready 90
Compliance Fast-Track in 90 Days

Ideal for: Startups growing fast, showing security maturity, or closing big contracts

What's included:
•   Configuration or Procedural Reviews
•   Email Phishing Simulations
•   Vendor Questionnaire Support
What You Get:
Expert help fast
Completion in 30 days
Actionable summary report
Securely Ever After
All-in-One Security & Compliance. On-Demand. Ongoing.

Ideal for: Teams needing full cybersecurity leadership without full-time hires

What's included:
•   Penetration Testing
•   Security Policy & Roadmap
•   Configuration or Procedural Reviews
•   Email Phishing Simulations
•   Vendor Questionnaire Support
•   Security Awareness Training
•   Tabletop Exercises & Threat Modeling
•   Data Security Review
What You Get:
Expert help fast
Completion in 30 days
Actionable summary report
Careful Security: Tailored Cybersecurity Solutions | Careful Security

Services FAQ

Summary on Service Offerings

What services do you offer?

A structured evaluation of technical, procedural, and compliance-related risks—prioritized by likelihood and impact, aligned to your framework (ISO, SOC 2, NIST, etc.).

How long does the assessment take?

Typically 10–15 business days, depending on complexity.

Will you help fix the risks you find?

Yes. We offer hands-on remediation planning and implementation support.

Can this satisfy insurance or vendor requirements?

Yes. Our deliverables include board-level summaries and evidence for third-party assurance.

What's the difference between a pen test and a vulnerability scan?

Pen tests simulate real-world attacks and validate exploitable issues, whereas scans just list potential flaws.

What's included in your pen testing service?

Testing across web apps, networks, cloud, APIs — with a clear report, prioritized risks, and remediation steps.

Will you disrupt our systems?

No. All testing is safe, scheduled, and agreed on in scope.

How much does it cost?

Starts at $6K. We price by scope (IPs, apps, cloud), not just hourly.

Do you provide templates or write policies from scratch?

Both. We use proven templates but tailor every document to your environment and compliance needs.

What policies are included?

Access control, incident response, asset management, encryption, acceptable use, and more—depending on your framework.

Who signs off on the roadmap?

We work closely with your leadership or IT team to ensure technical feasibility and business alignment.

Will this prepare us for audits?

Yes. Our policies and roadmap are audit-ready and mapped to control frameworks.

What systems do you review?

Firewalls, EDR, M365/Google Workspace, cloud security settings (AWS/Azure), backups, and more.

Do you use automated tools?

Yes, but we also manually verify findings and apply human judgment.

Can you help us harden configurations?

Yes. We deliver step-by-step recommendations—or implement them directly with permission.

Will this reduce risk?

Yes. Misconfigurations are a top cause of breaches. This review closes critical gaps fast.

What is a phishing  simulation?

A phishing  simulation mimics real-world email attacks to test how employees respond to  suspicious emails and helps organizations gauge and improve their security awareness.

What do I get from  a phishing simulation?

You’ll receive a  detailed report showing how many employees opened the email, clicked the  link, entered credentials, and reported the email—along with recommended next  steps.

How often should I  run simulations?

We recommend  running simulations at least quarterly, especially after on-boarding new hires  or launching new systems.

Can this satisfy insurance or vendor requirements?

No. Our approach is  educational, not punitive. Simulations are followed by just-in-time training  to reinforce awareness in a supportive way.

What is security  awareness training?

It’s a structured  program that teaches employees how to identify and respond to common security  threats—like phishing emails, password risks, and social engineering—so they  don’t become the weakest link in your security chain.

Why do we need it?

Over 80% of  breaches involve human error. Training empowers your team to act as a first  line of defense and is often required for compliance with SOC 2, ISO 27001,  HIPAA, and cyber insurance policies.

How does this help meet compliance requirements?

Yes. Our training  can be mapped to SOC 2, ISO 27001, HIPAA, CMMC, and other standards—and we’ll  provide participation logs and reports for your auditors.

How often should we  train our employees?

Best practice is at  least once annually, with quarterly refreshers and phishing simulations. New  hires should receive training within their first 30 days.

How can you help us  with vendor questionnaires?

We can complete  questionnaires on your behalf, identify gaps in your current security  posture, and draft strong responses that demonstrate due diligence—especially  aligned to SOC 2, ISO 27001, or HIPAA requirements.

How quickly can we  get this done?

We can respond to questionnaires within 3–5 business days, depending on the  complexity and how quickly your team can provide any required inputs.

Will this help us  close deals faster?

Yes. Responsive and  complete answers signal trust and maturity—removing roadblocks in procurement  and helping you close enterprise deals faster.

Can this satisfy insurance or vendor requirements?

Yes. We evaluate your security posture, controls to provide satisfactory technical responses.

Product Comparison Chart

Feature / Offering
Purpose
Delivery Time
Frameworks Covered
Penetration Testing
Policies & Templates
Staff Training
Compliance Maintenance
Dedicated Advisor
AI-Powered Risk Prioritization
Executive Reporting
Quick health check & hardening
vCISO Guidance
Best For
Quick Fix 30
Quick health check & hardening
30 Days
N/A


✅ (Final Report)
Fast security wins
Audit Ready 90
Audit readiness for compliance frameworks
90 Days
ISO 27001, SOC 2, HIPAA, PCI DSS
Optional Add-on
Optional Add-on
Optional
Teams preparing for audits
Securely Ever After
Managed cybersecurity + strategic guidance
Ongoing
All compliance frameworks (via vCISO)
✅ (Monthly + Dashboard)
Companies cybersecurity leadership.

Download our detailed service sheet now!

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