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Small Business IT Insights & Resources
Explore practical articles on cybersecurity, Microsoft 365, compliance, AI governance, and technology planning for small businesses.
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Microsoft 365 Compliance for Small Business: Building a Better Environment Without Making Work Harder
Moving to Microsoft 365 is only the beginning. This article looks at how Teams, SharePoint, managed devices, backup, access controls, and documentation can work together in a compliance-first environment without making everyday work harder.

Shay
Sep 416 min read


My Small Business Was Hacked. What Should I Do Right Now?
Think your small business was hacked? Learn what to do right now if you discover a compromised computer, Microsoft 365 account, phishing attack, Business Email Compromise, ransomware or financial fraud, including when to contact IT, your bank, cyber insurance and other response resources.

Shay
Aug 2616 min read


Can You Trust AI With Your Business Data? It's the Wrong Question.
Can you trust AI with your business data? I think that's the wrong question. See how I approach AI governance, Microsoft 365 security, employee access, acceptable AI use and responsible AI adoption for small businesses.

Shay
Aug 2012 min read


CMMC Level 1 Requirements: All 15 Explained in Plain English
In my last article, I talked about a landscaping client who unexpectedly ran into CMMC while working on a bid. They were asked whether their company was CMMC Level 1, Level 2 or Level 3, and they had no idea how to answer the question. Once a small business figures out that CMMC Level 1 may apply, the next question is usually pretty straightforward. What do I actually have to do? CMMC Level 1 has 15 cybersecurity requirements. On paper, that sounds manageable, especially when

Shay
Aug 1415 min read


Microsoft 365 Tenant Security Review: What I Look for During a Microsoft 365 Audit
Your Microsoft 365 environment may be working every day, but that doesn't mean it is configured, secured or managed the way you think it is. A Microsoft 365 Tenant Audit looks beneath the surface at licensing, identity, devices, Defender, SharePoint, third-party applications, vendor access, backup, AI readiness and the controls protecting your business.

Shay
Jun 227 min read


Summer Cybersecurity for Small Business: Why Vacation Season Is Peak Attack Season
Summer travel changes how small businesses work. Learn how to protect Microsoft 365, company devices, email, remote access and business data during vacation season, plus what to review as employees return and summer winds down.

Shay
May 714 min read


Should Small Businesses Move Everything to the Cloud? What I Look at Before Recommending a Cloud Migration
Should your small business move everything to the cloud? I look at the security, workflow, compliance and technology questions I consider before recommending cloud, on premises or hybrid IT.

Shay
Sep 10, 202519 min read


7 Warning Signs Your Small Business Might Be Hacked
A cyberattack is not always obvious. Learn the warning signs I look for across Microsoft 365, email, devices and networks, plus why preserving evidence, screenshots, timestamps and logs matters when investigating a possible compromise.
Why? Because attackers count on you not having strong protections in place.
Over the years, I have helped small business owners identify threats they were unaware of. Emails were being sent from their accounts. Their systems slowed down. Cli

Shay
Apr 21, 202521 min read


Small Business IT Checklist: How Well Do You Know Your Technology?
How well do you know the technology your business depends on? This practical small business IT checklist covers devices, cloud services, networks, backups, cybersecurity, ownership, AI, documentation, lifecycle planning and cyber insurance readiness so you can identify what you know, what you do not know and what may need a closer look.

Shay
Apr 9, 202519 min read


What Is Ransomware? How Small Businesses Can Prepare, Protect and Recover
Ransomware is no longer just about an employee clicking a bad link and finding encrypted files. Learn how ransomware affects small businesses today and why identity security, endpoint protection, network segmentation, protected backups, incident response and recovery planning all need to work together.

Shay
May 5, 202216 min read


Small Business Cybersecurity: What Should You Actually Have in Place?
Many decisions affect how efficiently your business will run when it comes to your IT security. No matter how big or small your business is

Shay
Apr 19, 202217 min read
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