New publication–Monitoring and Reporting Microsoft Copilot Usage

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https://directorcia.gumroad.com/l/monrepcop

Unlock the Power of Microsoft Copilot: The Ultimate Monitoring & Reporting Guide for SMBs

Are you a Managed Service Provider (MSP) or IT professional seeking to maximize your Microsoft Copilot investment for small-to-medium business tenants?

Discover the definitive resource: Copilot Monitoring and Reporting for SMB Tenants.

Why This Guide Is a Must-Have
  • Step-by-Step Mastery: Learn exactly how to monitor, track, and report on Copilot usage with clear, actionable instructions—no guesswork, just results.

  • Role-Based Security: Implement best practices for administrative roles, ensuring secure and compliant access to Copilot data.

  • License Optimization: Use readiness reports and user activity analytics to assign, reclaim, and optimize Copilot licenses for maximum ROI.

  • Adoption Insights: Leverage AI Adoption Score and advanced metrics to drive digital transformation and boost user engagement.

  • Comprehensive Reporting: Export usage data, build custom dashboards in Power BI, and harness Viva Insights for executive-level analytics.

  • Security & Compliance: Enforce MFA, apply conditional access, and utilize Purview Audit Logs to safeguard sensitive information.

  • Proven MSP Workflows: Follow weekly, monthly, quarterly, and annual checklists to maintain peak Copilot performance and compliance.

What You’ll Achieve
  • Accelerate Copilot Adoption: Identify high-value users, deploy licenses strategically, and monitor real-time usage trends.

  • Transform Data into Decisions: Analyze prompts, agent usage, and app-specific metrics to inform training and business outcomes.

  • Stay Ahead of Risks: Proactively manage security, compliance, and governance with expert-recommended best practices.

  • Drive Business Value: Correlate Copilot usage with ROI, streamline reporting, and empower stakeholders with actionable insights.

Who Should Buy This Guide?
  • MSPs supporting Microsoft 365 tenants

  • IT administrators and consultants

  • Business leaders driving AI adoption

  • Anyone responsible for Copilot deployment, monitoring, or reporting


Don’t miss out on the essential guide trusted by professionals to unlock the full potential of Microsoft Copilot.
Purchase your copy today and transform how you manage, monitor, and report Copilot usage for your organization!

Now included with MSP AI Playbook bundle – https://directorcia.gumroad.com/l/mspaipb

See all the titles available at – https://directorcia.gumroad.com/

New publication–Copilot Training & User Enablement Playbook for MSPs

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https://directorcia.gumroad.com/l/flxnlj

Copilot Training & User Enablement Playbook for MSPs

Unlock the True Value of Microsoft 365 Copilot for Your Clients

The “Copilot Training & User Enablement Playbook for MSPs” is the definitive guide for Managed Service Providers who want to deliver not just Copilot deployments, but real, measurable outcomes for their clients. This comprehensive playbook empowers MSPs to transform Copilot from a shelfware add-on into a daily productivity engine—ensuring clients see rapid ROI, higher user satisfaction, and a competitive edge.

What’s Inside?
  • End-to-End Enablement Program: Step-by-step instructions for designing and delivering a structured Copilot training and change management program, including interactive workshops, ongoing coaching, and promotional strategies.

  • Ready-to-Use Collateral: Templates for reference guides, cheat sheets, workshop agendas, and communication materials that can be quickly customized for any client.

  • Proven Adoption Tactics: Practical advice on driving mindset shifts, securing executive sponsorship, and celebrating early wins to build momentum and sustain usage.

  • Pricing Models & Service Bundles: Clear guidance on how to package, price, and position your training services for maximum value and recurring revenue.

  • AI Center of Excellence Blueprint: A roadmap for offering ongoing support, Q&A clinics, and advanced user enablement as a premium retainer service.
Why Purchase This Playbook?
  • Accelerate Client ROI: Ensure your clients realize the full value of their Copilot investment—studies show that structured training and change management dramatically increase productivity and adoption rates.

  • Differentiate Your MSP: Stand out from competitors who simply “drop off” technology. This playbook positions you as a strategic partner, not just a software reseller.

  • Drive Real Outcomes: Move beyond installation to deliver tangible business results—like reduced document prep time, improved collaboration, and a culture of innovation.

  • Reusable, Scalable Assets: Save time and boost margins with ready-made, customizable materials and a repeatable delivery model.

  • Future-Proof Your Offering: Stay ahead with up-to-date best practices, ongoing support models, and strategies for evolving client needs.
Who Should Buy?
  • MSPs seeking to add high-value, high-margin services to their portfolio.

  • IT consultants and trainers responsible for Microsoft 365 Copilot rollouts.

  • Organizations that have deployed Copilot but struggle with low user adoption.


Don’t just deploy Copilot—make it indispensable.
Purchase the “Copilot Training & User Enablement Playbook for MSPs” and become the partner your clients trust to unlock the full power of AI in their workplace.

Now included with MSP AI Playbook bundle – https://directorcia.gumroad.com/l/mspaipb

See all the titles available at – https://directorcia.gumroad.com/

Need to Know podcast–Episode 359

I am joined by Andrew and Tim from Sherpatech to discuss updates and new challenges in the insurance market. If you missed last year’s episode you’ll find it here Episode 338 – Ensure to Insure. We discuss what impact AI is likely to have and how the insurance market is shaping up for 2026. I also have a few interesting updates and information from the Microsoft cloud for this first episode of 2026. So listen along and enjoy!

Brought to you by www.ciaopspatron.com

you can listen directly to this episode at:

https://ciaops.podbean.com/e/episode-359-reinsurance/

Subscribe via iTunes at:

https://itunes.apple.com/au/podcast/ciaops-need-to-know-podcasts/id406891445?mt=2

or Spotify:

https://open.spotify.com/show/7ejj00cOuw8977GnnE2lPb

Don’t forget to give the show a rating as well as send me any feedback or suggestions you may have for the show.

Resources

Explore the tools, communities, and content mentioned in this episode:

Show Notes

‘AI adoption is accelerating, but confidence is collapsing’: The more workers use AI, the less they trust it. Baby boomers show a 35% drop

Data Security Posture Management for AI | Microsoft Community Hub

GitHub Copilot CLI

Bringing work context to your code in GitHub Copilot – Microsoft for Developers

PowerShell script to extract M365 security data for your own AI analysis – CIAOPS

Essential 8 AI report via PowerShell – CIAOPS

Unlocking Microsoft 365 Security: How I Automated AI-Powered Risk Analysis with PowerShell

YouTube

Microsoft and Mercedes-AMG PETRONAS F1 Team unite to drive innovation from factory to circuit – Source

Microsoft OneDrive, a year in review: AI-powered file management and smarter collaboration

Demystifying Exchange Online Mailbox Quotas | Microsoft Community Hub

SherpaTech

Insurance Health Check

MSP/ IT Professional Insurance Quote and Policy portal

Insurance Checklists

New publication–Ongoing AI support & Optimization Playbook for MSPs

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https://directorcia.gumroad.com/l/aisupportmsp

Ongoing AI Support & Optimization Playbook (Managed AI  Services for SMB MSPs)

Introducing the Ongoing AI Support & Optimization Playbook – your ultimate guide to mastering managed AI services for SMB MSPs! This comprehensive playbook is designed to empower Managed Service Providers (MSPs) with the knowledge and tools needed to deliver continuous AI support and optimization after deploying Microsoft 365 Copilot.

Why Read This Playbook?
  1. Step-by-Step Guidance: This playbook offers a detailed, step-by-step guide for MSPs to ensure that AI solutions remain effective and aligned with client needs. It covers everything from technical operations to business practices, making it an invaluable resource for maintaining and enhancing AI capabilities.

  2. Proactive Maintenance: Learn how to proactively monitor and improve AI solutions. The playbook provides insights on leveraging Microsoft’s admin tools to track user interactions, measure impact, and gather feedback. This ensures that AI tools like Copilot are always optimized and delivering value.

  3. Business Value Delivery: Discover how to position yourself as a long-term AI partner for your clients. The playbook emphasizes the importance of engaging with stakeholders, demonstrating value, and identifying growth opportunities. This approach helps MSPs build strong, lasting relationships with their clients.

  4. Packaging and Pricing: Get practical advice on how to package, price, and integrate AI services into your existing offerings. The playbook includes best practices for defining service scope, setting clear expectations, and choosing the right pricing model to ensure profitability.

  5. Real-World Examples: Benefit from real-world examples and case studies that illustrate the successful implementation of AI support and optimization strategies. These examples provide valuable insights and inspiration for applying the playbook’s principles in your own business.

Key Benefits
  • Continuous Optimization: Ensure that AI tools like Microsoft 365 Copilot remain effective and up-to-date, providing ongoing value to your clients.

  • Enhanced Client Relationships: Position yourself as a strategic AI partner, not just a technician, by delivering continuous improvement and innovation.

  • Increased Revenue: Identify upsell and expansion opportunities to grow your recurring revenue through managed AI services.

  • Comprehensive Support: Offer a clear support channel for AI-related issues, ensuring that your clients receive timely and effective assistance.

The Ongoing AI Support & Optimization Playbook is a must-read for any MSP looking to excel in the rapidly evolving AI landscape. By following the guidance provided, you can transform a one-time AI deployment into a long-term, profitable service that continuously delivers value to your clients 1.

Don’t miss out on this essential resource – get your copy today and take your AI support services to the next level!

Now included with MSP AI Playbook bundle – https://directorcia.gumroad.com/l/mspaipb

See all the titles available at – https://directorcia.gumroad.com/

Flight School: Mastering Copilot for IT Pros–On demand

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My 10 hour virtual training is now available on demand from:

https://directorcia.gumroad.com/l/mccpitpro

Turn Microsoft Copilot from “nice to have” into a practical, revenue‑driving capability. Flight School: Mastering Copilot for IT Pros is an immersive, live online program designed for IT professionals and MSPs, delivered over a focused cohort so you get hands‑on practice, real examples, and repeatable patterns you can apply the same day. It runs as a multi‑day virtual training specifically crafted for IT Pros and Managed Service Providers, with a strong emphasis on practical usage and adoption in Microsoft 365 environments.

What sets this course apart: every session is built around real Microsoft 365 tenant scenarios—security, governance, AI agent workflows, and user adoption—so you leave with a simple, repeatable framework, not just theory.


Who this course is for

  • IT administrators, solution architects, and consultants rolling out Copilot across Microsoft 365 tenants.

  • MSP owners and engineers building Copilot-powered offerings for SMB customers.

  • Technology leaders responsible for security, compliance, and change management in Microsoft 365.


What you’ll learn (outcomes)

By the end of Flight School you will be able to:

  • Explain the practical AI stack for Microsoft 365—data → security → search → identity/licensing → Copilot/agents—and use it to make sound, risk‑aware implementation decisions.

  • Harden your tenant for AI by aligning service‑level and item‑level security, data labelling, and DLP so Copilot respects access boundaries.

  • Use Copilot Chat effectively (history, memory, attaching files from OneDrive/SharePoint) and apply prompt books and prompt engineering techniques that non‑technical users can follow.

  • Leverage advanced Copilot agents (Researcher, Analyst), Notebooks, Admin Copilot, and SharePoint/Channel agents to automate research, reporting, and routine admin work.

  • Design an adoption plan for SMB tenants: licensing choices, enablement, tips for Teams/Outlook/SharePoint usage, and how to package Copilot services in an MSP offering.


Course format & inclusions

  • Instructor‑led online cohort (multi‑day) with focused, practical sessions.

  • Session recordings and downloadable resources so you never miss a step.

  • Hands‑on demonstrations using Microsoft 365 tenants, showing exactly how to configure, test, and measure results.

  • Recommended setup: a Microsoft 365 Copilot–enabled tenant is ideal to follow along with internal data scenarios (emails, files, Teams, SharePoint).


Program snapshot (sample sessions)

  • Session 1 – The AI Stack for Microsoft 365
    Foundations of the AI stack, security posture, governance, search, licensing, identity, and how Copilot fits.

  • Session 2 – Copilot Chat, Memory & Prompt Books
    Practical workflows, attaching tenant data, creating re‑usable prompt books, and using Loop for collaborative artefacts.

  • Session 3 – Security, Compliance & Internal Data
    Item‑level protection, data labelling, DLP, safe access to internal content, and when to choose paid Copilot capabilities.

  • Session 4 – Notebooks & Agents
    Researcher and Analyst agents, Admin Copilot, SharePoint and Channel agents in Teams, and automation patterns you can adopt immediately.

Cohorts are delivered as a structured multi‑day virtual training for IT Professionals and MSPs—clear, practical, and built for real‑world use.


Why learn with CIAOPS

Flight School sessions are delivered by Robert Crane, a long‑time Microsoft 365 educator and the principal behind CIAOPS, who routinely leads live community sessions and training across Microsoft 365 and Copilot.

Some feedback received so far from attendees:

I’ve just completed a five‑day Copilot course, and I can honestly say it has been a game‑changer for the way I work. Over the week, Rob shared an incredible range of practical tools, tips, and resources that will not only help me boost productivity but also streamline my daily tasks with best‑practice approaches.
What impressed me most was how immediately applicable everything was. I’m already seeing how these new skills will dramatically reduce the amount of time I spend sitting in front of a computer entering data—freeing me up to focus on higher‑value work. The sessions were clear, insightful, and genuinely empowering.
A huge thank you to Rob for delivering such a valuable and engaging program. I’d highly recommend this course to anyone looking to work smarter, not harder.

Rob’s training is well worth the investment not only from a $ perspective, but from the time invested. Over the course of 5 days I’ve been able to glean a huge amount of things that I “thought I knew” and use them better. Can’t wait to review the recordings to see what else I can do. Thanks Rob.

New publication–Copilot Deployment Playbook for MSPs

blog

https://directorcia.gumroad.com/l/mspdeplotpb

Copilot Deployment Playbook for SMB Clients – MSP Guide

Introducing the Deployment Playbook for SMB Clients – your ultimate guide to successfully rolling out Microsoft 365 Copilot for small and medium-sized businesses. This comprehensive playbook is designed specifically for Managed Service Providers (MSPs) and IT professionals, offering a step-by-step approach to ensure a seamless and effective deployment.

Why You Need This Playbook:
  • Expert Guidance: Navigate the complexities of deploying Microsoft 365 Copilot with ease. Our playbook provides detailed instructions on licensing, technical setup, data preparation, user onboarding, and post-pilot evaluation

  • Maximize ROI: Learn how to demonstrate tangible value with a small-scale Copilot deployment, ensuring your clients see the benefits and are ready for a broader rollout

  • Security and Compliance: Ensure that Copilot respects existing Microsoft 365 policies and data access controls, protecting sensitive information while delivering value

  • User Training and Support: Equip your clients with the knowledge and tools they need to make the most of Copilot, from pilot user training to measuring success

Key Features:
  • Licensing Procurement & Setup: Ensure your clients have the correct licenses and understand the costs and commitments involved

  • Tenant Configuration: Enable and configure all required tenant settings so that Copilot can function correctly and securely within the client’s Microsoft 365 environment

  • Grounding Data Preparation: Load and organize the client’s content and knowledge to ensure meaningful, organization-specific answers from Copilot

  • Pilot Group Selection & Onboarding: Choose a small, representative group of users to participate in the pilot, assign them the Copilot licenses, and ensure they have everything needed to start using Copilot

  • Pilot Execution: Monitor, support, and iterate during the pilot run to ensure engagement and gather insights on how Copilot is being used

  • Evaluation & Reporting: Conclude the pilot with a comprehensive evaluation of results and prepare a pilot report that summarizes usage, user feedback, and the value achieved

Benefits:
  • Increase Efficiency: Help your clients streamline their workflows and improve productivity with Microsoft 365 Copilot.

  • Enhance Customer Engagement: Provide your clients with the tools they need to better manage customer interactions and improve their digital presence.

  • Stay Ahead of the Curve: Position yourself as a forward-thinking MSP by offering cutting-edge AI solutions to your clients.

Don’t miss out on the opportunity to elevate your services and deliver exceptional value to your clients. Purchase the Deployment Playbook for SMB Clients today and take the first step towards a successful Microsoft 365 Copilot deployment.

See all the titles available at – https://directorcia.gumroad.com/

Unlock New Revenue with AI: The Ultimate Playbook for MSPs Serving SMBs

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Transform your MSP business and your clients’ success with “AI as a Revenue Stream for SMB-Focused MSPs: A Step-by-Step Playbook.”
My comprehensive guide reveals how Managed Service Providers (MSPs) can harness the power of AI—especially Microsoft 365 Copilot—to create profitable, recurring revenue streams while delivering real, measurable value to small and mid-sized business clients.

What’s Inside:

  • Proven Strategies: Learn how to build in-house AI expertise, develop marketable service offerings, and position your MSP as the go-to AI advisor for SMBs.
  • Actionable Playbooks: Step-by-step instructions for AI readiness assessments, Copilot pilot deployments, custom AI solution development, and ongoing managed AI services.
  • Real-World Examples: Discover practical use cases, pricing models, and packaging ideas that have driven success for forward-thinking MSPs.
  • Marketing & Sales Tactics: Get tips on educating your market, overcoming AI skepticism, and using demos and case studies to close deals.
  • ROI-Focused Guidance: Master value-based pricing, SaaS-style subscriptions, and how to clearly demonstrate the business impact of AI for your clients.

Why This Guide?

  • Written by industry experts with deep Microsoft 365 and AI experience.
  • Packed with checklists, templates, and ready-to-use service packages.
  • Designed for immediate action—whether you’re just starting with AI or looking to scale your offerings.

Perfect for:

  • MSPs and IT consultants serving small and mid-sized businesses.
  • Business owners seeking to future-proof their services and boost client retention.
  • Anyone looking to monetize AI and Microsoft Copilot in the real world.

Don’t let your MSP get left behind.
Download “AI as a Revenue Stream for SMB-Focused MSPs” and start building your next growth engine today!

As a Boxing Day sale, I’m offering this publication for free in exchange for your joining my email list. To get your copy just provide your details here:

https://forms.office.com/r/T4ZSWhquJ8

and will be emailed out to you. This offer is valid until 1/1/2026.

I would always appreciate you supporting my work by purchasing a copy (nominate your own price) here:

https://directorcia.gumroad.com/l/airevenue

and don’t forget all my other publications can be found here:

https://directorcia.gumroad.com/

All the best for the holidays.

Step-by-Step Program to Achieve Priority #5 with Microsoft 365 Business Premium

This is part of a series on MSP priorities for 2026.

Continuous Monitoring & Improvement Program for MSPs (Microsoft 365 Business Premium)

For MSPs serving SMB clients, achieving continuous security monitoring, ongoing improvement, and user education (Priority #5 from the CIAOPS outlook) requires leveraging Microsoft 365 Business Premium’s built-in tools in a structured, repeatable way. Below is a step-by-step program focusing on technical implementation and monitoring, using only Business Premium features (Secure Score, Compliance Manager, Defender for Business, Intune, audit logging, etc.), with alerting and reporting to drive continuous improvement and informed end-users.

Overview of Key Steps (Core Actions First):

  1. Establish Security & Compliance Baselines: Use Microsoft Secure Score and Compliance Manager to assess current security posture and compliance state. Identify gaps (e.g. missing MFA, outdated policies) and define target scores. [learn.microsoft.com], [blog.apps4.pro]
  2. Deploy Continuous Threat & Device Monitoring: Enable Microsoft Defender for Business across all devices and apply Intune compliance policies. This ensures endpoints are protected (AV, EDR) and device configurations meet your security baseline (no drift).
  3. Implement Audit Logging & Alerting: Turn on Unified Audit Log and configure alert policies for suspicious activities. Monitor user/admin activity (logins, file access, mailbox changes) and get immediate alerts for anomalies (e.g. mass failed logins, external forwarding rules).
  4. Perform Regular Reviews & Improvements: Review Secure Score, Compliance Score, and Defender reports on a schedule (e.g. weekly/monthly). Track progress, address new recommendations, and adjust configurations/policies to continuously improve the security posture. Use built-in dashboards and reports for insight. [learn.microsoft.com]
  5. Ongoing User Education: Conduct continuous user security training and awareness. Leverage Microsoft 365 tools and insights (phishing simulation for those with Defender P2, or regular security tip campaigns) to reduce human risk. Incorporate user feedback and real incident learnings into training. [syncromsp.com]

Each step is detailed below, followed by a summary table of Step, Feature, Actions, and Outcomes for quick reference.


Step 1: Establish Baselines with Secure Score & Compliance Manager

Objective: Create a clear starting point and roadmap by assessing the customer’s current security and compliance posture.

  • Gather Baseline Metrics: Begin with Microsoft Secure Score in the Microsoft 365 Defender portal to measure the tenant’s security posture (score 0-100%). Secure Score scans configurations and user behaviors across identity, device, app, and data protections. A higher score means alignment with more best practices. Similarly, check Compliance Manager’s Compliance Score in the Purview compliance portal to gauge adherence to data protection and regulatory controls. [syncromsp.com] [blog.apps4.pro]
  • Identify Improvement Actions: Both Secure Score and Compliance Manager provide prioritized recommendations (“improvement actions”). For security: e.g. enable MFA for all users, disable legacy authentication, configure anti-phishing policies, etc., each worth points. For compliance: e.g. implement data retention labels, enable DLP for sensitive data, or train users on compliance policies. Document these recommended actions. [syncromsp.com], [syncromsp.com]
  • Set Target Goals: Use these baselines to set improvement targets (e.g. raise Secure Score from 50% to 80% within 6 months). Prioritize high-impact items first (Secure Score highlights actions by risk reduction). Similarly, aim to close top compliance gaps indicated by Compliance Manager’s score (e.g. resolve all “high risk” improvement actions). [learn.microsoft.com]
  • Obtain Stakeholder Buy-In: Ensure clients understand the baseline results and the plan. Secure Score provides an objective metric to justify security investments and measure progress over time. Compliance Score helps illustrate regulatory risk if not addressed. This sets the stage for continuous improvement as a collaborative effort with the client. [syncromsp.com]

Step 2: Deploy Continuous Threat & Device Monitoring (Defender for Business + Intune)

Objective: Implement 24/7 threat detection and enforce secure configurations on all user devices and services, using Microsoft 365 Business Premium’s security tools.

  • Microsoft Defender for Business (Endpoint Protection): Deploy Defender for Business (part of M365 Business Premium) to all client endpoints (Windows, macOS, mobile) via onboarding scripts or Intune integration. This provides next-gen antivirus, endpoint detection and response (EDR), and vulnerability management across the SMB’s devices. Ensure real-time protection, firewall, and automatic sample submission are enabled on all devices via security policies. Once deployed, the Defender portal will continuously monitor for malware, suspicious behaviors, and vulnerabilities (unpatched software) on endpoints.
  • Configure Security Policies in Defender: In the Defender for Business portal, review default threat protection policies (for email, files, and devices) and adjust as needed. For example, enable Safe Attachments & Safe Links for Office 365 email (Defender for Office 365 Plan 1 is included) and tune anti-phishing policies for the client’s domain. These settings ensure threats are proactively filtered. In Defender’s Vulnerability Management dashboard, monitor the “exposure score” and apply recommended patches or configurations to reduce it.[learn.microsoft.com], [learn.microsoft.com]
  • Microsoft Intune (Endpoint Manager) for Devices: Use Intune to enforce compliance and prevent configuration drift on devices. Define Compliance policies that require healthy settings – for example: require devices to have encryption enabled, require a minimum OS version/patch level, block jailbroken devices, and require Microsoft Defender anti-malware to be active. Non-compliant devices (which drift from this baseline) should be flagged and, via Conditional Access (Azure AD P1), denied access to corporate data until remediated. Also deploy Security Baselines (pre-configured baseline profiles for Windows 10/11 and Office apps) through Intune; these baseline profiles apply recommended security settings in bulk and will highlight any setting conflicts (drift) for review.
  • Integrate Device Signals: Microsoft 365 Business Premium ties these together – Intune device risk/compliance feeds into Defender and Azure AD. Ensure that Conditional Access policies leverage these signals (e.g. only allow sign-in from compliant devices and require MFA for an added layer of security). This guarantees that if a device falls out of compliance (e.g. antivirus is disabled or OS is outdated), the user’s access is limited, prompting immediate correction – effectively detecting and mitigating configuration drift in real time.
  • Outcome: With Defender for Business and Intune configured, the MSP now has continuous visibility into threats (malware, suspicious activities) on endpoints, and assurance that devices remain within the secure configuration guardrails. Any breach attempts or risky deviations trigger alerts or automatic responses (like quarantining a file or isolating a device) thanks to Defender’s EDR capabilities.

Step 3: Implement Audit Logging and Alerting Mechanisms

Objective: Gain awareness of security events and configuration changes as they happen, by enabling comprehensive logging and defining alert triggers for early warning.

  • Enable Unified Audit Log: In the Purview Compliance Center (or Defender portal’s Audit section), ensure the Unified Audit Log is turned on for the tenant. (It’s enabled by default for new tenants, but an older tenant might need manual activation.) Audit Logging records user and admin activities across Exchange, SharePoint, Teams, Azure AD, etc., into a central log. This is critical for investigating incidents and spotting unwanted changes. Verify mailbox auditing is also enabled (it is by default) so actions like mailbox access or rule creation are logged. With audit logs, you can later trace who did what (e.g. which admin changed a setting or which user deleted a file).
  • Set Up Security Alert Policies: Leverage built-in alerting in Microsoft 365 Defender/Compliance centers to detect suspicious or important events automatically. For example, configure alerts for:
    • Unusual mailbox activities – e.g. an inbox rule created to forward email externally or mass deletions. Possible compromised account – e.g. many failed login attempts, sign-ins from atypical locations (note: “impossible travel” detection requires Azure AD P2; without it, focus on obvious anomalies like multiple country logins in short time). Malware or Phish detection – e.g. when Defender flags an email with malware or multiple users report a phishing email. Admin role changes – e.g. any addition of a Global Admin role or privileges escalation in Azure AD.
    These alerts can be set in the Microsoft 365 Defender portal under Alert Policies. Tailor the policies’ sensitivity to minimize noise (e.g. require a threshold of events where applicable). Configure each alert to send email notifications to the MSP’s operations team (and/or notify via Teams channel or mobile app). This ensures no critical event goes unnoticed.
  • Implement Configuration Drift Detection: Beyond reactive alerts, proactively schedule checks for drift from baseline configurations. For instance, run a Secure Score delta review weekly – if the score drops unexpectedly, investigate which action regressed (perhaps a setting was undone). Also, periodically export or review key tenant settings (using a script or Microsoft 365 Lighthouse) to catch unauthorized changes (like security group membership changes or policy toggles). Many such changes would appear in audit logs; consider using PowerShell or Graph API to query the Unified Audit Log for specific events (e.g. Set-OrganizationConfig changes or Intune policy edits) on a regular basis. While this is not an out-of-the-box “button,” an MSP can automate these checks as part of the service.
  • Leverage Microsoft 365 Lighthouse (for MSPs managing multiple clients): Although not a direct Business Premium feature for end-customers, MSPs can use the free Microsoft 365 Lighthouse tool to unify monitoring. Lighthouse provides a single pane for alerts, user activity, and device compliance across all your SMB tenants – e.g., it can highlight which customer tenants have new alerts or which need attention (like MFA not enabled on some accounts). This complements per-tenant alerting by helping MSP teams manage scalability.
  • Outcome: With audit logs capturing all activities and well-tuned alerts, the MSP gets instant visibility into potential incidents or misconfigurations. For example, if an employee creates a forwarding rule to an external address or an admin turns off a policy, the team will know in near real-time. This step shifts the security stance from passive to proactive, allowing quick response before small issues become major breaches.

Step 4: Regularly Review Reports, Secure Score & Compliance Manager for Improvement

Objective: Continuously improve the security posture by periodic reviews, using Microsoft 365’s built-in scoring and reporting tools to guide prioritization and verify progress.

  • Weekly Secure Score Reviews: At least weekly, review the Microsoft Secure Score dashboard. Note the current score and any new improvement actions introduced (Microsoft may add recommendations as new threats emerge or as you enable new features). Track which pending actions have been completed and which remain. Use Secure Score’s feature to compare your score with industry benchmarks or similar-sized organizations, if available, to give context. For any action that was recently completed, confirm the Secure Score reflects it (points should be earned once the system detects the change). This serves as a “scorecard” for ongoing security hygiene. [learn.microsoft.com]
  • Monthly Compliance Manager Check-ins: Similarly, review the Compliance Manager each month. Check the Compliance Score progress: have more improvement actions been implemented since last review? Ensure documentation or evidence is uploaded for any completed actions (for audit readiness). If the SMB has to meet specific standards (e.g. GDPR, ISO 27001), ensure the corresponding assessment is active in Compliance Manager and track its score. Address new or pending improvement actions – for example, if Compliance Manager suggests enabling retention on a SharePoint site or conducting staff training on a policy, schedule those tasks.
  • Analyze Defender and Intune Reports: Microsoft 365 provides various security reports – e.g. threat protection reports, device health and compliance reports, user sign-in trends:
    • In the Defender portal’s Reports section, generate the Security Report which shows threat detections, top targeted users, etc., and the Defender for Office 365 reports for email threats. This helps verify that defenses are working (e.g. “X malware blocked this month”) and identify any patterns (like repeated attacks on a particular user). [learn.microsoft.com]
    • In Intune (Endpoint Manager), review the Device Compliance report – see what percentage of devices are compliant vs. not, and drill into reasons for non-compliance (maybe a new device was enrolled but missing an update). Use Intune’s Configuration Analyzer to compare device settings to recommended baselines. [learn.microsoft.com]
    • Check Azure AD sign-in logs for anomalies or trends (available for 30 days with P1) – e.g. look at successful vs failed login attempts, any legacy authentication use that should be addressed, etc.
  • Quarterly Security Posture Meetings: Every quarter (or as appropriate), compile a summary for the client: improvements made (Secure Score up X points, Y number of attacks blocked, Z compliance actions done) and list planned next steps. Use the data from reports to illustrate ROI – e.g. “Multi-factor Authentication was enabled for all users, which Secure Score shows improved our identity security. As a result, 350 suspicious login attempts were thwarted this quarter”. Also discuss any incidents that occurred and lessons learned to feed into new improvements. This not only keeps the SMB informed but also reinforces the continuous improvement cycle.
  • Adjust and Evolve: Use findings from these reviews to update the program’s policies and priorities. For instance, if Secure Score and incident trends show phishing is a major issue, perhaps prioritize rolling out Defender for Office 365 Plan 2 (add-on) for enhanced phishing protection and attack simulation training (if the client agrees). If Compliance Manager shows new regulations or if the client expands into a new industry, add those compliance requirements into the plan. The key is to treat security and compliance as an ongoing process, not a one-time project. [syncromsp.com]

Step 5: Continuous User Education and Awareness

Objective: Create a security-aware culture among end-users so that technology improvements are complemented by responsible user behavior. Users should be regularly educated to recognize and avoid threats, and to follow best practices.

  • Security Awareness Training Program: Establish a recurring training program for employees. Leverage Microsoft 365’s resources where possible:
    • If available, use Attack Simulation Training (part of Defender for O365 Plan 2; if the client doesn’t have this, consider it as an add-on or use third-party tools). This feature lets you run phishing simulation campaigns to test and teach users. For example, send a benign phishing email to see who clicks it, then auto-enroll those users in a training module. While Plan 2 is not included in Business Premium by default, MSPs can simulate similar exercises manually or via third-party if needed, focusing on the same goal – reducing phishing susceptibility. [syncromsp.com]
    • Use Microsoft Learn and productivity training content: Business Premium tenants have access to free training resources (e.g. Microsoft 365 learning pathways on SharePoint, end-user security best-practice guides). Curate short monthly tips or an internal newsletter about recent scams or new security features (“Did you know? OneDrive now has ransomware restore – here’s how to use it if needed.”).
  • Policy and Compliance Training: When you roll out new policies (e.g. a requirement to use Outlook’s “Report Phish” button, or a policy for data classification), conduct a mini training or communication so users understand why and how to comply. For instance, if external email tagging is enabled or USB usage is restricted by Intune policy, inform users in advance with guidance on alternatives. Compliance Manager can also have improvement actions that involve user training (e.g. “Provide annual GDPR training to staff”); track these and ensure they’re delivered.
  • Encourage a Security Feedback Loop: Foster an environment where users can easily report suspicious emails or incidents (Microsoft 365’s built-in Report Message add-in helps with this). When users report phishing emails, ensure IT follows up and also closes the loop by thanking or informing the organization if it was a wider campaign. This positive reinforcement encourages vigilance. Additionally, share sanitized stories of security wins/losses: e.g. “Last month, an employee spotted and reported a phishing email impersonating our CEO – great job, this prevented a potential breach!” or “We recently had an incident where a weak password led to an account compromise; as a reminder, our policies now require MFA and strong passwords.”
  • Measure and Improve User Awareness: Just as we track Secure Score, track metrics for user awareness. This could be phishing simulation success rates (if using a tool), attendance/completion of trainings, or even simple quiz scores from training sessions. Over time, aim to see improvement (e.g. phishing click rates dropping). Use these metrics to identify departments or individuals who might need extra focus.
  • Keep Training Material Fresh: Update content to cover new threats or Microsoft 365 features. For example, if a new type of phishing attack is trending or if Teams introduces a new security feature for file sharing, incorporate those. Microsoft Secure Score itself sometimes recommends “user training” activities as part of improvement – integrate those suggestions to fulfill technical and human aspects together. [syncromsp.com]

The combination of these five steps creates a continuous loop of monitoring, improvement, and education. MSPs should integrate this program into their service delivery, using automation where possible (PowerShell scripts for reporting, Lighthouse for multi-tenant views, etc.) to stay efficient. The result for SMB clients is a steadily improving security posture, high compliance standards, and a workforce that is increasingly resilient against cyber threats.

Step-by-Step Program Summary

The table below summarizes each step of the program, the Microsoft 365 Business Premium feature(s) utilized, key implementation actions, and the expected outcomes for the MSP and client:

StepBusiness Premium Feature(s)Implementation ActionsExpected Outcomes
1. Establish Baseline
Assess current state
Secure Score (Microsoft 365 Defender)
Compliance Manager (Purview)
Assess Secure Score: Record baseline and list recommended improvement actions (e.g. enable MFA) [syncromsp.com].
Assess Compliance Score: Initiate relevant compliance assessments (e.g. Data Protection Baseline) and identify gaps in controls [blog.apps4.pro].
Document & Prioritize: Compile all identified security and compliance gaps, prioritize by risk.
• Clear view of current security posture (score) and compliance status.
• List of prioritized tasks mapped to M365 features (serves as roadmap).
• Management buy-in on improvement plan (data-driven justification).
2. Deploy Monitoring
Always-on threat protection
Microsoft Defender for Business (Endpoints)
Defender for Office 365 P1 (Email/Collab security)
Intune (Endpoint Manager)
Onboard Devices to Defender: Deploy Defender for Business to all endpoints; verify AV, EDR, and vulnerability management are active Apply Intune Baselines & Compliance: Enforce security baseline configurations and compliance policies (encryption, OS updates, device health) Configure Policies: Enable anti-phishing, Safe Links/Attachments, and other threat protection policies in Defender for O365Conditional Access: Require compliant devices and MFA for user access (using Azure AD P1).• Comprehensive coverage against malware, phishing, and other threats across devices and email • Devices stay in line with security standards; non-compliant ones are flagged/blocked (prevents config drift).
• Automated threat response available (isolate infected device, etc.), reducing manual workload.
3. Enable Logging & Alerts
Detect issues early
Unified Audit Log (Purview Audit)
Alert Policies (Defender/Compliance Center)
(Azure AD P1 logs)
Turn on Audit Logging: Ensure unified audit log is enabled to record all user/admin activitiesextend log retention via Azure AD P1 (30 days by default)Create Alert Rules: Define alerts for suspicious events (e.g. new inbox forwarding rule, multiple failed logins, malware upload to SharePoint) with notifications to ITTune and Test: Adjust alert thresholds to minimize false positives; periodically test alerts (e.g. create a dummy policy change) to ensure they’re working.
Centralize Monitoring: Use Microsoft 365 Lighthouse for multi-tenant alert visibility (for MSP-scale efficiency)
.Immediate awareness of potential security incidents or policy changes – allows quick response before damage occurs
• Audit trail available for investigations and compliance audits (who did what, when).
• MSP can monitor many clients efficiently (via Lighthouse), ensuring no tenant is overlooked.
4. Regular Reviews & Improvement
Continuous enhancement
Secure Score Dashboard (weekly)
Compliance Manager (monthly/quarterly)
Defender Reports (Threat & Vulnerability reports)
Intune Reports (Device compliance)
Weekly Secure Score Review: Log improvements made, plan next actions for pending Secure Score recommendations [learn.microsoft.com]; ensure no regression (score drop) went unaddressed.
Monthly Compliance Audit: Update and review compliance score; close out completed actions and identify new gaps (if regulations changed or new MS features available).
Monthly Reports: Analyze Defender threat reports (email and endpoint) [learn.microsoft.com] and Intune device reports; address any recurring issues (e.g. frequent malware on unpatched devices -> enforce stricter update policy).
Quarterly Exec Summary: Report to client on achievements (Score improvements, incidents prevented) and next-quarter focus areas.
Measured improvement over time – higher Secure Score and Compliance Scores demonstrate progress (or reveal areas needing attention).
• Up-to-date security posture: policies and configurations are continually refined based on latest data and threats.
• Client sees value through regular reports (transparency), supporting retention and trust in the MSP partnership.
5. Continuous User Education
Empower the humans
User Training Content (Microsoft 365 Learning, SharePoint/Viva Engage)
(Optional) Attack Simulation (Defender for O365 P2 add-on)
Secure Score User Insights
Phishing Drills & Training: Conduct periodic phishing simulations and follow-up training for susceptible users (using MS Attack Simulation Training if available) [syncromsp.com]; otherwise use custom email campaigns and track responses.
Monthly Security Tips: Share short lessons or tips via email or Teams (e.g. “how to spot a phishing email”, “data classification do’s and don’ts”). Leverage Microsoft’s ready materials when possible.
Policy Acknowledgements: When rolling out new policies, require users to read and acknowledge guidelines (can use SharePoint or Intune’s compliance terms). Reinforce with a brief quiz or Q\&A session.
Measure Engagement: Track metrics like training completion rates or reduction in simulated phish click-rate. Recognize improvements and address gaps with targeted coaching.
• Users are more vigilant and informed, reducing risky behavior (the “human firewall” is strengthened).
• Fewer incidents caused by user mistakes (e.g. falling for scams), as shown by improved simulation results and real incident metrics.
• A culture of security: Users actively participate in protection (reporting suspicious emails, following policies) rather than seeing security as a hindrance.

References: The program above is grounded in Microsoft’s best practices for Business Premium. Tools like Secure Score provide visibility and guidance to improve security posture, while Compliance Manager offers a structured approach to meeting regulatory requirements. Microsoft Defender for Business and Intune deliver enterprise-grade endpoint protection and management for SMBs, enabling MSPs to implement zero-trust principles (secure identity, devices, and data) in a manageable way. Logging and alerting ensure that no change goes unnoticed, forming the backbone of a proactive security stance. Finally, ongoing user education addresses the fact that technology is only part of the equation – educated users significantly lower the overall risk. By following this program, MSPs can confidently fulfill the “continuous monitoring, improvement, and user education” mandate using the capabilities already available in Microsoft 365 Business Premium, creating a safer and more compliant environment for their SMB clients. [learn.microsoft.com] [blog.apps4.pro][syncromsp.com]