Taking the Pain Out of Cybersecurity Reporting: A Practical Guide for MSPs

Cyber Security

Cybersecurity reporting is a critical yet often overlooked opportunity for service providers managing cybersecurity for their clients, and specifically for virtual Chief Information Security Officers (vCISOs). While reporting is seen as a requirement for tracking cybersecurity progress, it often becomes bogged down with technical jargon, complex data, and disconnected spreadsheets that fail to resonate with decision-makers. The result? Clients who struggle to understand the value of your work and remain uncertain about their security posture.

But what if reporting could be transformed into a strategic tool for aligning cybersecurity with business goals? What if your reports empowered clients, built trust, and showcased cybersecurity as a driver of business success?

That’s exactly the focus of Cynomi’s new guide—“Taking the Pain Out of Cybersecurity Reporting: The Guide to Mastering vCISO Reports.” This resource helps vCISOs reimagine reporting as an opportunity to create value, improve client engagement, and highlight the measurable impact of cybersecurity initiatives. By following the strategies in this guide, vCISOs can streamline the reporting process, save time, and elevate cybersecurity’s role as a business enabler.

This guide was co-autherd with Jesse Miller, co-author of the First 100 Days playbook, and founder of PowerPSA Consulting and the PowerGRYD. Jesse is a long-time CISO/vCISO and infosec strategist who has made it his mission to help service providers crack the code for premium vCISO profits.

Why reporting matters more than ever?

According to Miller, “Cybersecurity reporting is about creating a shared vision with your clients, where they see cybersecurity as a driver of growth, efficiency, and long-term success.”

Cybersecurity reporting serves four key purposes:

  1. Communicating risk – Reports help clients understand the evolving threat landscape and how specific risks affect their organization.
  2. Facilitating decision-making – By presenting clear, actionable insights, reports empower executives to prioritize cybersecurity investments effectively.
  3. Demonstrating value – Reports connect the dots between cybersecurity initiatives and measurable business outcomes, from risk reduction to improved compliance.
  4. Building trust – Regular, transparent reporting fosters confidence in your vCISO services and strengthens long-term client relationships.

As Miller explains, “The purpose of reporting is to have a business strategy discussion that happens to be about security.

At its core, reporting isn’t only about showcasing what you’ve done—it’s about framing the client as the hero of their own cybersecurity journey. Your job as a vCISO is to provide the roadmap, measure progress, and guide them toward informed decisions that protect their business.

The biggest reporting mistake: Focusing too much on technical details

One of the most common pitfalls in cybersecurity reporting is overwhelming clients with technical jargon and raw data. Many vCISOs assume that clients want deep-dive technical analysis, but this approach misses the mark.

As Miller puts it, “Most decision-makers aren’t cybersecurity experts. They don’t care about firewalls or patch logs—they care about business outcomes.”

Executives think in terms of:

  • How secure is my business?
  • What risks are we facing?
  • How does this affect operations, reputation, or the bottom line?

For example, instead of saying: “Firewall logs identified 50,000 external threats, which were blocked based on configured rules.”

Frame it as: “We successfully prevented 50,000 external attacks this month, demonstrating the strength of your current security posture. We’re closely monitoring these threats to identify trends and anticipate future risks.”

By translating technical findings into clear business impacts, you engage decision-makers on their terms. Your reports become tools for strategic conversations, not just a list of activities.

Elements of an effective vCISO report

To make reports valuable and actionable, focus on these key components:

  1. Know your audience: Tailor your reports to different stakeholders. Executives need high-level summaries tied to business goals, while IT teams might need more granular technical details.
  2. Translate technical data into business insights: Connect cybersecurity metrics to real-world outcomes. Use clear language to explain how your initiatives:
    • Reduce risks (e.g., fewer vulnerabilities, faster incident response times).
    • Improve compliance (e.g., meeting regulatory requirements).
    • Protect business continuity (e.g., minimizing downtime from ransomware attacks).
  3. Measure success with tangible metrics: Track progress over time by using measurable metrics, such as:
    • Reduced incident response times.
    • Fewer successful phishing attacks.
    • Improved compliance scores.

      As Miller states, “Metrics are how you connect cybersecurity actions to business impact—it’s how you tell the story of value.” These metrics tell a compelling story of improvement, demonstrating a return on investment for the client’s security efforts.

  4. Structure your report strategically: Organize your reports so they’re easy to read and relevant to the client’s needs. A clear structure includes:
    • Executive Summary: A high-level overview of key findings and recommendations.
    • Risk Assessment: Prioritized risks and vulnerabilities with clear explanations of their business impact.
    • Recommendations: Actionable steps to address risks and improve security posture.
    • Strategic Roadmap: A forward-looking plan outlining next steps and long-term initiatives.
  5. Use visuals to enhance understanding: Charts, graphs, and tables help simplify complex data and highlight trends. Visual aids make reports more engaging and easier to digest for non-technical audiences.

For example, you can use visuals to show a client their threats and vulnerabilities, and their risk mitigation plan.

Sample Report: Vulnerability and Scan Findings
Sample Report: Risk Mitigation Plan

Streamlining reporting with technology

Manual reporting processes—juggling spreadsheets, extracting charts, and compiling disconnected data—are time-consuming and error-prone.

As Miller points out, “vCISOs need tools that eliminate the manual grind so they can focus on delivering insights, not crunching numbers.”

vCISO Platforms like Cynomi automate data collection, create visually compelling reports, and align findings with business outcomes. By leveraging the right tools, vCISOs can:

  • Save time and reduce manual effort.
  • Deliver consistent, professional reports.
  • Focus on strategic insights that drive client success.

The dual protection of effective reporting

A well-crafted report doesn’t just benefit the client—it also protects the vCISO or MSP. By documenting risks, actions taken, and decisions made, you create a record of due diligence. This can be invaluable in the event of:

  • Regulatory audits or compliance reviews.
  • Cyber incidents where accountability is questioned.
  • Client disputes about what actions were taken or recommended.

Effective reporting provides transparency, accountability, and peace of mind for both parties.

Your next steps as a vCISO

Ultimately, cybersecurity reporting is about creating a shared vision for success. By aligning your reports with business goals, translating technical findings into actionable insights, and leveraging automation, you position yourself as a trusted advisor and strategic partner.

In Miller’s words, “Reporting reframes cybersecurity as a business enabler, not a cost center. It’s about showing how security drives growth, efficiency, and success.”

The guide—Taking the Pain Out of Cybersecurity Reporting—walks you through how to transform raw data into compelling narratives, demonstrate measurable value, and shape the future of your client’s cybersecurity strategy.

With the right approach, you empower your clients to become the heroes of their cybersecurity journey, while showcasing your expertise as the architect of their success.

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