Cloud computing services in Eastern Massachusetts, Rhode Island and the Charlotte, NC area
Cloud computing and Microsoft 365, set up right and supported
Moving to the cloud should mean fewer servers to babysit, easier remote work and better protection, not new problems. We plan, migrate, secure, back up and support Microsoft 365, Google Workspace, Azure, AWS and hosted desktops, so your team can work from anywhere.
Prefer the phone? Call 774-222-5500.
- Soteria Award winner: Most Trusted MSP in North America
- Microsoft Partner
- Certified Trust Level 2 IT provider
The short version
Fairoaks IT plans, migrates, secures and supports cloud services for small and midsize businesses across Eastern Massachusetts, Rhode Island and the Charlotte, NC area from offices in Franklin, MA and Belmont, NC. We work with Microsoft 365, including SharePoint, OneDrive and Teams, Google Workspace, Microsoft Azure and Amazon Web Services for virtual machines and hosted servers, hosted desktops and remote desktop servers, Microsoft 365 backup and virtualization. We recommend what fits your software and budget, which is sometimes a mix of cloud and on-site systems. Fairoaks IT is a Microsoft Partner, won the Soteria Award for Most Trusted MSP in North America, and is owned and run by Tom Crossley and his son, Adam Crossley.
Sound familiar?
What we hear most from businesses thinking about the cloud.
The server in the closet is out of warranty.
It holds everything, and nobody wants to be the one who decides what happens next.
Files live in five places.
The server, email attachments, personal OneDrive folders and someone’s desktop.
You pay for Microsoft 365 features nobody turned on.
Security, file sharing and backup options sit unused while you pay for them every month.
Remote access means a slow VPN.
So people email files to themselves to get work done.
Nobody is backing up Microsoft 365.
Many businesses assume Microsoft does it for them. That’s not the same thing.
The cloud bill keeps creeping up.
Virtual machines and licenses nobody uses, still running and still billing.
None of these are really technology problems. They’re planning problems. The cloud works best when someone designs it around how your business actually works, and then keeps it running.
What we take care of in the cloud
Microsoft 365
Email, Teams, SharePoint and OneDrive set up securely, with licenses matched to what your team actually uses, plus help for every user.
Google Workspace
Gmail, Drive and Workspace security set up and supported, and migrations to or from Microsoft 365 when it makes sense.
Azure and AWS
Virtual machines and hosted servers in Microsoft Azure or Amazon Web Services, sized, secured and monitored.
Hosted desktops and remote desktop servers
A secure desktop your team can reach from anywhere, a good fit for software that won’t run in a browser.
Microsoft 365 and cloud backup
Backups of email, OneDrive, SharePoint and Teams that you control, separate from Microsoft.
Virtualization
Fewer, better servers on site, with virtual machines that are easier to back up, move and recover.
Cloud services work best with the security and support around them. Managed IT covers both. Managed IT services
How a move to the cloud works
Planned around your business, with no surprises on cutover day.
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1
Assess and plan
We inventory your servers, files, email and software, then recommend what moves, what stays and what it costs, side by side.
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2
Clean up and secure
We tidy file permissions, turn on multi-factor authentication and set up backup before anything moves.
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3
Migrate
Email, files and servers move in planned stages, scheduled outside your busiest hours, with a tested way back if something goes wrong.
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4
Support and improve
We help your team with the new tools, review licenses and costs, and keep everything monitored and backed up.
Cloud, server or both?
Not everything belongs in the cloud. Some software runs best on an office server, and some businesses need systems that keep working when the internet doesn’t. We’ll tell you honestly when a hybrid setup is the better fit.
Cloud platforms we support
We set up, migrate, secure and support all of these.
In our clients’ own words
“Our server and network infrastructure is demanding. We have hundreds of clients that use RDS on our servers, and Fairoaks IT makes sure it just plain works. They spend the time to build an environment that works for us, and it shows.”
Mark KilduffOwner, Remote Quality Bookkeeping“What sets Fairoaks IT apart is how accommodating they’ve been to changes within our company. As we grow, Fairoaks IT adapts.”
Winston AndersonGlobal Information Systems Manager, KPM Analytics“Before we partnered with Fairoaks IT, we had so many issues concerning hardware, software. Everything seemed disjointed. We didn’t have a cohesive plan.”
William ShannonShannon CorporationHow working with us starts
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Discovery call
A straightforward conversation about your business and what isn’t working. No pitch and no pressure. If we’re not the right fit, we’ll tell you.
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Assessment
We review your servers, files, email, Microsoft 365 or Google Workspace setup, backups and security, and what it would take to move. You get a plain-English report. No scare tactics, just facts.
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Plan and proposal
A recommendation built around your business and budget, with monthly support and one-time projects clearly separated and every cost explained up front.
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Onboarding, then ownership
A named point of contact and weekly check-ins until onboarding is done, scheduled around your busy times. From there, we take responsibility.
What you can count on
Help in minutes, not hours
Our average time to start on a support issue is under 12 minutes, with live support during business hours and after-hours support available.
No surprises
Before you sign, you’ll know exactly what’s included, what isn’t and how every cost works. It’s all in writing, and we’ll walk you through every page.
Accountable at the top
Fairoaks IT is owned and run by Tom and Adam Crossley. If something isn’t right, the people who own the company are the people who answer for it.
From our Client Bill of Rights
- Answers to your questions in plain English.
- All costs explained up front, with no hidden fees or surprise invoices.
- A single point of contact for every technology issue, including help with your other vendors.
- Your request acknowledged within an hour, appointments kept and clear communication throughout.
Cloud computing questions, answered
Straight answers to the 20 questions business owners and managers ask us most.
Cloud basics
What does cloud computing mean for a small business?
It means running email, files, software or servers on platforms like Microsoft 365, Google Workspace, Azure or AWS instead of on equipment in your office. Done well, it makes remote work easier, takes aging hardware off your plate and turns big equipment purchases into predictable monthly costs. Done poorly, it moves the same mess somewhere else, so planning matters.
Should we move our server to the cloud?
Often, but not always. Email and files almost always belong in the cloud now. Servers depend on your software, file sizes, internet reliability and what your current hardware would cost to replace. Some applications run best on an office server, and a hybrid setup is sometimes the right answer. We lay out the options and costs side by side before anything moves.
Should we use Microsoft 365 or Google Workspace?
Both work well. Microsoft 365 is usually the better fit if your team lives in Word, Excel and Outlook, or uses software that integrates with Microsoft. Google Workspace suits teams that work mostly in the browser. What matters more is setting either one up securely and organizing files so people can find them. We support both, and migrations between them.
What’s the difference between Microsoft 365 and Azure or AWS?
Microsoft 365 and Google Workspace are ready-made services for email, files and collaboration. Azure and AWS are cloud platforms where you run your own virtual servers and applications, a replacement for the servers in your office. Many businesses use Microsoft 365 for email and files and Azure or AWS for the software that still needs a server.
What are hosted desktops and remote desktop servers?
A hosted desktop is a Windows desktop that runs on a server, in the cloud or in your office, that your team reaches from any computer. It’s a good fit for accounting, design and line-of-business software that won’t run in a browser, because the software and data stay in one secure place instead of on every laptop.
Microsoft 365 and Google Workspace
Are we getting what we pay for from Microsoft 365?
Often not. Many businesses pay for licenses that include security and file-sharing features they’ve never turned on. A quick review usually finds multi-factor authentication not enforced for everyone, files scattered across personal OneDrive folders, outside sharing left open, and no backup separate from Microsoft. We also check that each person has the right license, not more or less than they need.
How do you migrate email and files without downtime?
In planned stages. We copy email and files ahead of time, test that everything arrived, then switch over outside your busiest hours, so your team logs in to the new system with their mail and files already there. We help everyone through the first days and keep a way back if something goes wrong.
Does Microsoft back up our Microsoft 365 data?
Not the way most people assume. Microsoft keeps its service running and offers retention settings, but restoring deleted or encrypted data from a specific point in time, especially after ransomware or a departed employee’s mistake, is your responsibility. A separate Microsoft 365 backup of email, OneDrive, SharePoint and Teams gives you copies you control.
How should we organize files in SharePoint, OneDrive and Teams?
Shared company files belong in SharePoint, often reached through Teams, organized by department, client or project with permissions to match. OneDrive is for each person’s own working files. When that line gets blurred, files end up in personal folders nobody else can reach. We design the structure before migrating, so people can find things on day one.
How do we secure Microsoft 365 or Google Workspace?
Start with multi-factor authentication for everyone, separate admin accounts, sensible outside-sharing settings and alerts for suspicious sign-ins. Email filtering stops most phishing. Our advanced security option adds threat detection and response for Microsoft 365 and Google Workspace, watched by a 24/7 security operations center.
Servers, Azure, AWS and virtualization
When does Azure or AWS make sense?
When you still need servers but don’t want to own the hardware: line-of-business applications, databases, file servers for very large files or hosted desktops. You pay monthly for what you run, and capacity can grow with you. The trade-off is ongoing cost, so we size servers carefully and review them so you’re not paying for capacity you don’t use.
What is virtualization, and do we need it?
Virtualization runs several servers as virtual machines on one physical host. For businesses that keep servers on site, it means less hardware, easier backups and faster recovery, because a virtual server can be restored or moved to new hardware far more easily than a physical one. It’s also a common first step before moving servers to Azure or AWS.
How do we keep cloud costs under control?
Review them regularly. Cloud bills creep up through virtual machines that run around the clock when they don’t need to, oversized servers, storage nobody cleans up, and licenses for people who left. We right-size servers, remove what isn’t used and review licenses with you, so the monthly bill matches what your business actually needs.
What happens to our cloud systems if the internet goes down?
Your cloud services keep running, but your office can’t reach them until the connection comes back. For businesses that depend on the cloud, a backup internet connection is worth it, and some files and email remain available offline. For systems that must work during an outage, a hybrid setup with something on site can be the better design.
Can older or line-of-business software run in the cloud?
Usually. Software that won’t run in a browser can often move to a virtual server in Azure or AWS, or to a hosted desktop your team reaches from anywhere. We check with your software vendor about supported setups and licensing before anything moves.
Cost and getting started
How much does a cloud migration cost?
It depends on how much is moving: the number of mailboxes, how much data, how many servers and how much cleanup is needed first. Migrations are usually quoted as a one-time project, with ongoing support and cloud subscriptions as monthly costs. We lay out both before you decide. Our IT Buyer’s Guide explains how IT pricing and contracts typically work.
Are Microsoft 365 licenses and cloud subscriptions included in managed IT?
Licenses and cloud subscriptions, like Microsoft 365, Google Workspace, Azure and AWS, are billed separately from support with almost any provider. Support for them, including help for your users and management of settings and security, is part of our managed services. Every cost is explained up front, so there are no hidden fees or surprise invoices.
How long are managed IT contracts, and what if it isn’t working?
Many managed IT agreements run for multiple years, which locks in your rate and gives your provider reason to invest in your environment. What matters is what happens if things aren’t working, so ask every provider two questions: what happens if you don’t deliver, and how are price increases handled? Get both answers in writing. At Fairoaks IT, ours are spelled out in our agreement, and we’ll walk you through every page before you sign.
What happens during a free IT assessment?
We review your servers, files, email, Microsoft 365 or Google Workspace setup, backups and security with our proprietary 27-point assessment, and look at what a move to the cloud would involve. You get a plain-English summary of what’s working, what’s at risk and what to fix first. No scare tactics, just facts. It starts with a discovery call.
Who provides cloud computing and Microsoft 365 services in Eastern Massachusetts, Rhode Island and the Charlotte, NC area?
Fairoaks IT provides cloud computing and Microsoft 365 services for businesses throughout Eastern Massachusetts, Rhode Island and the Charlotte, NC metro area, from offices in Franklin, MA and Belmont, NC. We’ve been independent and owner-led since 1991, we won the Soteria Award for Most Trusted MSP in North America, and our average time to start on a support issue is under 12 minutes.
Managed IT in Massachusetts and Rhode Island | Managed IT in the Charlotte, NC area
Meet the owners
Fairoaks IT is independently owned by Tom Crossley and his son, Adam. The people who own the company are the people responsible for your IT.

Tom Crossley
Tom founded Fairoaks IT in 1991. Before IT, he worked for GE as a consultant and manager throughout the US, the Caribbean and Asia, then co-founded a property management company in Massachusetts. He’s the author of YOU Are The #1 Target, The Business Owner’s Essential Guide To I.T. And All Things Digital and If You’re Not Flying, You’re Falling, one of which made Amazon’s Best Seller List.

Adam Crossley
Adam is CEO of Fairoaks IT. Before IT, he worked at Sikorsky on the Navy Seahawk program and as an internal consultant and manager for United Technologies throughout the US, Europe and Asia. Adam’s books include The Compliance Formula: Successful Strategies of CMMC Compliant Companies, Cyberattack: How to Defend Your Business and Protect Your Bottom Line, and Cybersecurity: The Silent Battlefield, and he has been featured in MSP Success Magazine.
Local cloud support from two offices
Eastern Massachusetts and Rhode Island
Served from our office at 1000 Franklin Village Dr, Suite 303, Franklin, MA 02038. Businesses across Greater Boston, MetroWest, Worcester County, the South Shore and Rhode Island.
Charlotte, NC metro
Served from our office at 32 North Main Street, Suite 206, Belmont, NC 28012. Businesses across Charlotte, Gastonia, Concord, Huntersville, Monroe, Rock Hill and Fort Mill.
Contact us today to schedule your discovery call
What happens next:
- We’ll reach out to set up a time that works around your schedule.
- A short conversation about your business and what isn’t working.
- If it makes sense for both of us, we’ll plan an assessment.
Prefer the phone? Call 774-222-5500.
Schedule your discovery call
Book a time at fairoaksit.com/discoverycall or call 774-222-5500.

