Let’s not sugarcoat it: Windows 10 is retiring.
As of October 14, 2025, Microsoft will stop supporting Windows 10. That means:
- No more security patches
- No more bug fixes
- No more support from Microsoft
For accounting firms in Greater Boston and the South Shore, this isn’t just an IT upgrade — it’s a compliance, security, and productivity moment of truth.
“We’ll Deal With It Later” Is a Costly Game
We know — replacing computers isn’t topping your wishlist. You’ve got taxes to file, audits to prep, and clients to keep happy.
But putting off the switch can cost you far more than new hardware. Let’s break it down.
- You Lose Your Cybersecurity Safety Net
Unsupported systems are sitting ducks.
Once Microsoft stops patching vulnerabilities, cybercriminals will start circling. If you're handling sensitive client data (and you are), this is non-negotiable.
One breach could mean:
- A ransomware lockdown
- Client trust loss
- Compliance fines
Outdated systems are the #1 soft target for cyberattacks.
- Compatibility Issues Will Sneak Up on You
Think your tax software or QuickBooks will keep running smoothly on Windows 10? Think again.
Most major business apps are already phasing out support. And it’s not just software — your printer drivers, encrypted email tools, even your remote access security might break without warning.
Picture this: Your best client’s file won’t open during a Zoom meeting. Worth it?
- Productivity Drags = Profit Drags
Old systems crash more. They lag. They irritate your staff. And they waste time — the most valuable thing during tax season.
If each employee loses 15 minutes a day? That’s hours of billable time gone every week.
- Emergency Upgrades = Emergency Prices
Wait too long, and you’ll find yourself in “panic mode”:
- Rush orders on hardware
- Overtime IT labor
- Downtime during client deadlines
Planning ahead = predictable costs. Waiting until October = chaos.
- Compliance Red Flags Are Looming
If your firm handles any regulated data — think WISP, GLBA, or IRS Pub. 4557 — unsupported systems can mean:
- Audit failures
- Insurance claim denials
- Potential fines or lawsuits
That’s not a risk any licensed firm should take.
What Smart CPA Firms Are Doing Now
We’re already helping practices from Quincy to Plymouth:
- Inventory outdated systems
- Confirm software readiness for Windows 11
- Budget for upgrades (without the October markup)
- Implement stronger security policies during the transition
Your Step-by-Step Plan
- Run a Device Compatibility Audit
Not all machines are Windows 11 ready. We’ll show you which ones make the cut. - Review Your Core Software
Ensure your tax, accounting, and compliance tools run smoothly in the new environment. - Order Hardware Early
Avoid supply chain headaches. Get what you need before demand spikes. - Lean on a Trusted IT Partner
We handle the heavy lifting: device upgrades, data transfers, cybersecurity hardening — all with zero downtime.
Don’t Let October Sneak Up On You
This Windows 10 deadline isn’t just a tech footnote — it’s a business-critical transition. One you can either control, or react to.
Let’s plan your firm’s upgrade now — proactively, strategically, and with zero stress.
Click here to book your FREE Network Assessment and we’ll help you identify what needs upgrading, what can stay and how to build a transition plan that won’t disrupt your business before the deadline.
