Windows Upgrades Are Stacking Up

Secure Your Priority Discovery Call

With the Windows End-of-Life deadline approaching, time is running out to assess your upgrade risks. 


This Priority Discovery Call is designed to help you: 


     ✔  Identify potential issues hidden in your current systems

     ✔  Understand what your specific upgrade path looks like

     ✔  Determine if we're the right fit to help — or not


Want to get a head start? Download the Internal System Audit nowand bring it to your call.

Why a Discovery Call Matters  

Are you Rushing Into an Upgrade Without a Plan?


  • Is your current hardware even compatible with Windows 11?
  • What happens if your line-of-business software breaks post-upgrade?
  • Do you know what your compliance obligations require?


Windows 11 upgrades aren’t optional they’re mandatory to stay secure and compliant. But every business needs to upgrade, which means IT teams are booking out fast. If you wait too long, you could end up paying emergency prices for last-minute help.

Your Priority Discovery Call is the first step toward clarity. You'll get:

Reserved time with a

Windows upgrade specialist

A review of your business's 

current environment

Clear next steps, whether that's 

planning, quoting, or determining fit

Need a full inventory of your systems first?  Download the Internal System Audit and bring it to your session.

This Isn’t a Sales Call

It’s a Discovery & Strategy Planning Session


During your Priority Discovery Call,

we'll help you:

System Inventory Review 

What’s running Windows? What’s at risk?

Timeline Planning

Requirements for a smooth transition

Compliance Check 

Do you need to worry about HIPAA, PCI, or industry rules?

Compatibility Check

What hardware and software could break?

Want to understand the full upgrade process?


Get the Windows Upgrade 

Readiness Guide 

Why Businesses Are Scheduling Now? Because Delaying Creates Bigger Problems


•  IT calendars are filling faster than ever
•  Older systems are failing compatibility checks
•  Some industries (finance, healthcare) can’t afford non-compliance fines
•  Hardware shortages are still a thing — last-minute orders = expensive delays


This isn’t just about software—it’s about protecting your business.

Full Transparency

Here’s What You’re Signing Up For

This is NOT a hard sales call.

It’s a hands-on planning session designed to give you clarity on your risks, requirements, and timeline.

This is NOT a generic consultation.
It’s customized to your environment

— and gives you clarity on your path forward.

Determine whether we're a good fit. 

If you’re a fit, we’ll guide you on next steps. 

If not, you’ll still leave with valuable clarity.

Priority Scheduling = Fewer Headaches Later


  • Expert insight into your upgrade readiness
  • Clarity around systems, compliance, and risk
  • A defined path forward — whether we work together or not 


Don't leave your upgrade to chance — or to the back of the line.

What Business Owners Usually Ask

1. Will this call include an actual upgrade?
No. This is a discovery session to evaluate your current environment and discuss possible next steps.


2. What if I’m not sure I want to move forward yet?
That’s OK! This call is designed to give you insight, not pressure you.


3. What if I already work with an IT provider?
No problem — Many clients come to us for a second opinion or additional expertise.

What Our Customers Say About Us

This place always fills my needs, they never hesitate to help me. I am so thankful for being able to do business with them

Dominic Hanway

We started out with a larger service. Our neighbor had Midwest/ Rock Port and pointed out their local presence made a huge difference in support. She was right. I called because I wanted to change a router channel. The technician changed it from Midwest's office without me asking.

Several years ago another cable provider buried a fiber-optic cable in our parking. Their equipment left significant oil spills on the strip and street. Their work also damaged a newly seeded lawn. Rock Port/Midwest cleaned up the mess and threw new grass seed.

Kevin Andrews

Their technicians are the nicest people. They have dealt with my crazy calls and have always fixed the problem! 10/10 would recommend 👍

Gretchen Haer

Super helpful customer  service. Their fiber service is fast and very reliable.

Christi Whalen

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