Business IT - ITCM

Blog, Business, Business IT, Cybersecurity, IT ComplianceTags: Business, Business security, Cyber Insurance Requirements, TechnologyJosh Staker August 13, 2025

7 Cyber Insurance Requirements You Must Meet in 2025 to Keep Your Coverage

Are you wondering if your business will sail through its cyber insurance renewal? The good news is that meeting 2025’s cyber insurance requirements isn’t rocket science; you just need the right roadmap and partner to help you get there. For businesses in San Diego, staying ahead of the game with...

Blog, Business, Business IT, CybersecurityTags: Business security, Cybersecurity, Technology, Windows 10, windows upgradeJosh Staker August 6, 2025

Cyber Insurance in 2025: Why Unsupported Systems Could Jeopardize Your Renewal

Are you confident your business is going to pass its cyber insurance renewal this fall? If you’re still running Windows 10 or haven’t updated your cybersecurity measures lately, you could be in for a rather unpleasant surprise. The cyber insurance landscape has changed dramatically in 2025. Insu...

Blog, Business, Business ITTags: Business, Business security, Cybersecurity, Technology, windows end-of-lifeJosh Staker July 23, 2025

The Mid-Year IT Readiness Strategy for SMBs: Cyber Insurance, Compliance & Infrastructure

Most SMBs have a Q4 plan. But what they don’t have is a clear picture of how their IT risks, from outdated systems to missed insurance requirements, could derail it all without an IT readiness strategy. Windows 10 end-of-life, stricter cyber insurance audits, and patchwork remote access setups are...

Business IT, CybersecurityTags: Business security, Cybersecurity, OS migration, TechnologyJosh Staker July 9, 2025

Why Delaying Your OS Migration Is a Costly Mistake for SMBs

Still on Windows 10? You might be making the most expensive mistake your business makes this year. With the October 2025 deadline looming, many SMBs are still in “wait and see” mode. But here’s the reality: delaying your OS migration doesn’t just open you to cyber threats—it could bli...

Business, Business IT, CybersecurityTags: Business security, cyber attack, Cybersecurity, Social Engineering, windows upgradeJosh Staker June 18, 2025

What to Do When Windows Reaches EOL: A Step-by-Step Action Plan

What should you do when Windows reaches End-of-Life (EOL)? Get a complete action plan to protect your business before support ends! Are you running a business in San Diego using a Windows operating system that is approaching its End-of-Life (EOL)? If so, you’re reaching a critical decision point t...

Business, Business IT, Cybersecurity, IT ComplianceTags: Best Software, Cybersecurity, Windows 10, Windows 11, Windows MigrationJosh Staker June 11, 2025

Best Software for Windows Migration: Top Tools for a Smooth Transition

What is the best software for Windows migration? Finding the Best Software for Windows Migration in San Diego, CA Have you been avoiding an important Windows upgrade because you can’t stop thinking about the disruptions it might cause? For businesses in San Diego, this is a common and very u...

Business, Business IT, IT ComplianceTags: Business security, Cybersecurity, Technology, Windows migration toolsJosh Staker June 3, 2025

Windows Migration Tools for Businesses: The Best Solutions for a Smooth Upgrade

Why Do San Diego Businesses Need Advanced Windows Migration Tools? Are you wondering how your business can handle the next major Windows upgrade without disrupting your daily operations? For businesses in San Diego, this is a question that is coming up more and more as technology continues to advanc...

Business, Business IT, CybersecurityTags: Business security, Cybersecurity, Technology, windows upgradeJosh Staker May 21, 2025

How to Budget for a Windows Migration: Cost Breakdown & Planning Tips

Wondering how much the budget for a Windows migration really costs? Here’s what impacts your total investment: Get a complete budgeting guide to make your Windows migration smooth and cost-effective! The Complete Guide to How to Budget for a Windows Migration When was the last time you upgraded yo...

Business, Business IT, Cybersecurity, IT ComplianceTags: Business security, Cybersecurity, Outdated Technology, TechnologyJosh Staker May 14, 2025

How Does Outdated Technology Hurt Business Growth? (And What Can You Do About It?)

Learn how to future-proof your business with the right tech upgrades! The Hidden Ways Outdated Technology Hurts Business Growth Is your business running on systems that are merely “good enough”? If so, you’re not alone. Many businesses in San Diego, CA, are using outdated technology simp...

Business, Business IT, Cybersecurity, IT ComplianceTags: Business Risks, Business security, Cybersecurity, windows end-of-life, windows upgradeJosh Staker May 7, 2025

What Are the Windows End-of-Life Business Risks If You Don’t Upgrade?

Learn how to protect your business before it’s too late! Understanding Windows End-of-Life Business Risks Is your business still using an older version of Windows? This might be working out reasonably well for you, but have you ever thought about what might happen when Microsoft stops supporting i...

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