Accounting and tax IT support in Eastern Massachusetts, Rhode Island and the Charlotte, NC area
IT support for accounting and tax firms, built for tax season and the IRS
Tax season doesn’t wait for a slow server, and the IRS and FTC expect you to protect every Social Security number in your files. We keep your tax software fast, your client data protected and your written information security plan current, so you can focus on returns, not IT.
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 is an independent, owner-led managed IT and cybersecurity company serving CPA, accounting, bookkeeping and tax firms across Eastern Massachusetts, Rhode Island and the Charlotte, NC area from offices in Franklin, MA and Belmont, NC. Since 1991 we’ve kept accounting firms running: tax and accounting software like CCH Axcess, UltraTax CS, Lacerte, Drake and QuickBooks, secure client file exchange, remote access for staff, backup and cybersecurity. We help firms write and maintain the written information security plan the FTC Safeguards Rule requires, run the risk assessment, provide penetration testing and vulnerability assessments, and support the firm’s Qualified Individual. Fairoaks IT won the Soteria Award for Most Trusted MSP in North America, and founder and president Tom Crossley leads our accounting work.
Sound familiar?
A normal season at a lot of accounting and tax firms we talk to.
Tax software crawls in March.
Returns that took minutes in January take forever now, and everyone is already working late.
A “new client” sent an attachment.
It looks like a referral with tax documents attached. It’s one of the oldest tricks aimed at tax pros.
PTIN renewal asks about your security plan.
Your written information security plan was written years ago, if it was written at all.
Clients email you their Social Security numbers.
Unencrypted, in a regular inbox, sitting there for years.
Your office manager is also your IT person.
Every hour spent fixing printers is an hour not spent on client work.
Seasonal staff need access by Monday.
Laptops, logins, tax software and remote access, then all of it shut off cleanly in May.
None of these are really computer problems. They’re deadline problems, client trust problems and compliance problems. And if you’re paying an IT company and still managing all of it yourself, something’s wrong. You should be serving clients, not managing your IT company.
What we take responsibility for, from tax software to client data
Tax and accounting software
CCH Axcess, ProSystem fx, UltraTax CS, Lacerte, ProConnect, ProSeries, Drake and QuickBooks, running fast on servers, hosted environments and computers sized for them, with vendor issues handled for you.
Secure client file exchange
Client portals like SmartVault, ShareFile, Canopy, Karbon and TaxDome set up and secured, so Social Security numbers stop living in email.
Remote and seasonal staff
Secure remote access, laptops and logins for staff working from home or joining for the season, and everything shut off cleanly when they leave.
Cybersecurity
Security updates, endpoint protection and 24/7 monitoring come standard. Our Core and Total Care plans add staff training and phishing simulations, and Total Secure adds a 24/7 security operations center.
IRS and FTC compliance readiness
Help writing and maintaining your written information security plan, the risk assessment, penetration testing and vulnerability assessments, and support for your Qualified Individual.
Backup and recovery
Client files, tax software data and Microsoft 365 backed up where ransomware can’t reach them, and test-restored, so a bad day in April doesn’t become a lost season.
Already have an IT person or a tech-savvy partner? Co-managed IT gives them a full team behind them instead of replacing them. How co-managed IT works
Your written security plan, done right
The FTC Safeguards Rule treats tax and accounting firms as financial institutions. That means a written information security program, a person in charge of it, and specific safeguards that have to actually be in place, not just on paper. Here’s how we help:
- Write and maintain your written information security plan (WISP), using IRS Publication 5708 and the FTC Safeguards Rule as the framework
- Run the risk assessment your plan is built on
- Put the required safeguards in place: multi-factor authentication, encryption, access controls and secure disposal
- Provide penetration testing and vulnerability assessments, along with ongoing monitoring
- Support your Qualified Individual with the reports, evidence and recommendations they need
- Build your incident response plan, including when the FTC must be notified
- Train your staff to spot phishing and “new client” scams
Tax and accounting software we support
We keep these running, along with the servers, hosted environments, networks and integrations behind them.
In our clients’ own words
“We’ve worked with Fairoaks IT for years now, and I have to say, they’re a far cry from some firms that say they can service you better, but then mold you into only what they know or offer. 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.”
Mark KilduffOwner, Remote Quality Bookkeeping“I have been working with Fairoaks IT for decades. They have always been so quick to resolve any issues I’ve had. I totally trust Fairoaks IT and I like the fact that they keep me informed of the latest cybersecurity threats.”
“I can sleep at night knowing that Fairoaks IT is diligent in ensuring the safety of my systems… whenever I call, someone always answers the phone live.”
Larry ZaharoffAttorney, Zaharoff LawHow working with us starts
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Discovery call
A straightforward conversation about your firm, your tax software 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 or hosted setup, tax and accounting software, client file exchange, Microsoft 365, backups, security tools and where your written information security plan stands. You get a plain-English report. No scare tactics, just facts.
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Plan and proposal
A plan built around your firm, your busy season and your budget, with monthly support and one-time projects clearly separated and every cost explained up front.
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Onboarding, then ownership
We schedule onboarding outside your busy season whenever possible, and never in the middle of a filing deadline, with a named point of contact and weekly check-ins until it’s done. 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.
Accounting firm IT questions, answered
Straight answers to the 31 questions partners, owners and office managers at accounting and tax firms ask us most.
Choosing IT support for an accounting firm
What should an accounting firm look for in an IT support company?
Look for a provider that already understands how a tax and accounting practice runs: tax software like CCH Axcess, UltraTax CS, Lacerte or Drake, client portals, remote access, the crunch of tax season, and the IRS and FTC rules for protecting taxpayer data. Then check four things: how fast a real person starts on your issue, whether security and backup are built into the plan, whether costs are predictable, and whether they can help with your written information security plan. Ask for references from other firms, and ask how they’d onboard you without touching tax season.
What does a managed IT provider do for an accounting firm?
A managed IT provider acts as your outsourced IT department for a predictable monthly fee. For an accounting firm, that typically covers support for partners and staff, monitoring and maintenance of servers and computers, tax software and client portal support, cybersecurity, backup, Microsoft 365, and help with the written information security plan and testing the FTC Safeguards Rule requires. It also covers planning, so upgrades happen before tax season instead of during it.
Our office manager handles our IT. Is that enough?
Usually not, and it isn’t fair to them either. One person can’t be an expert in servers, security, tax software, client portals and compliance at once, and they’re needed most in March and April, exactly when their real job is busiest. When they’re out, nobody covers. If you have someone you trust, co-managed IT gives them a full team behind them instead of replacing them.
Do you support our tax and accounting software?
Fairoaks IT supports the software accounting firms run on, including CCH Axcess, CCH ProSystem fx, UltraTax CS, Lacerte, ProConnect, ProSeries, Drake, QuickBooks Desktop and QuickBooks Online, plus client portals like SmartVault, ShareFile, Canopy, Karbon and TaxDome. We keep the servers, hosted environments, computers and integrations behind them running, handle user access and security, and deal directly with the software vendor when an issue crosses into their side.
Who provides IT support for accounting firms in Eastern Massachusetts, Rhode Island and the Charlotte, NC area?
Fairoaks IT provides managed IT and cybersecurity for CPA, accounting, bookkeeping and tax firms 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, accounting firms have been part of our client base from the start, we won the Soteria Award for Most Trusted MSP in North America, and founder and president Tom Crossley leads our accounting work.
Accounting IT in Massachusetts and Rhode IslandAccounting IT in the Charlotte, NC area
What questions should an accounting firm ask before hiring an IT company?
How fast does a real person start on an issue during tax season? Do you support our tax software and client portal today? Can you help us write and maintain our written information security plan? How will you support our Qualified Individual? When did you last test-restore a client’s backup? What isn’t included in the monthly fee? How will you onboard us without disrupting tax season? Can I talk to another accounting firm you support?
Tax season and uptime
How do we get our IT ready before tax season?
Start in the fall. Install tax software updates and confirm licenses, replace aging computers before January, test that backups actually restore, review who has access to what, turn on multi-factor authentication everywhere, refresh staff on phishing, set up seasonal staff in advance, and update your written information security plan. Our guide includes a pre-tax-season IT checklist you can work through with your team.
What happens if our systems go down in the middle of tax season?
With the right preparation, a bad hour instead of a lost week. That takes backups stored where ransomware can’t reach them and tested regularly, a recovery plan that says how fast your tax software and client files come back, and support that starts fast. Fairoaks IT’s average time to start on a support issue is under 12 minutes. Without that preparation, an outage in April can mean missed deadlines, extensions and clients calling to ask what happened.
How can remote and seasonal staff work securely?
Give them company-managed laptops or a secure hosted environment instead of personal computers, require multi-factor authentication on every login, keep client files in your portal or file system rather than on home computers, and use secure remote access you can turn off the day the season ends. A short onboarding and offboarding checklist keeps seasonal access from lingering into summer.
Should our tax software run on a server, in the cloud or in a hosted environment?
It depends on your software and how your team works. Cloud products like CCH Axcess and ProConnect run in the vendor’s cloud. Desktop products like UltraTax CS, Lacerte, ProSeries, Drake and QuickBooks Desktop can run on a well-maintained office server, or in a secure hosted environment your team reaches remotely, which makes remote work easier. We lay out the options, costs and security trade-offs side by side.
How should we exchange documents with clients securely?
Use a client portal, not email. Portals like SmartVault, ShareFile, Canopy, Karbon and TaxDome encrypt files, track who downloaded what, and keep Social Security numbers out of inboxes. Set the portal up with multi-factor authentication, ask clients to use it every time, and make it easy for them. When something must go by email, encrypt it. The FTC Safeguards Rule requires customer information to be encrypted in transit over external networks.
What happens when someone needs IT help on a late night in tax season?
Fairoaks IT provides live support during business hours, with after-hours support available, and our average time to start on a support issue is under 12 minutes. For firms that work late during the season, we plan ahead: monitoring that catches problems before morning, a clear process for urgent after-hours issues, and making sure the systems you depend on are updated and tested before the season starts.
IRS and FTC requirements
Does the FTC Safeguards Rule apply to our firm?
Almost certainly, if you prepare tax returns or provide similar financial services. The FTC treats tax preparation firms as financial institutions under the Gramm-Leach-Bliley Act, so the Safeguards Rule applies whether you’re a sole practitioner or a large firm. It requires a written information security program, a designated Qualified Individual, a risk assessment, specific safeguards like multi-factor authentication and encryption, staff training, vendor oversight, an incident response plan and breach notification to the FTC.
What is a WISP, and do we need one?
A written information security plan, or WISP, documents how your firm protects client information: who’s responsible, what risks you face, the safeguards in place, how staff are trained, how vendors are overseen and what you’ll do after a breach. The FTC Safeguards Rule requires one, and the IRS expects every paid preparer to have one. IRS Publication 5708 provides a template to start from, but a plan only helps if it reflects how your firm actually works and is kept current. We help firms write and maintain theirs.
What does PTIN renewal ask about data security?
PTIN renewal opens in mid-October each year, and PTINs expire on December 31. The renewal form, Form W-12, includes a question about the requirement for paid preparers to have a written information security plan. The requirement itself is real, so renewal season is a good time to make sure your plan exists, reflects how your firm works today and has been reviewed recently.
When do we have to notify the FTC about a breach?
Since May 13, 2024, the FTC Safeguards Rule has required firms to notify the FTC as soon as possible, and no later than 30 days after discovery, when unencrypted information about 500 or more consumers is acquired without authorization. The count is consumers, not client households, so spouses and dependents count. State breach laws, client notices and IRS reporting can apply too, so your response plan should be written before you need it.
What is a Qualified Individual, and can our IT provider be ours?
The Qualified Individual is the person the Safeguards Rule requires to oversee, implement and enforce your information security program. The rule allows an outside provider to fill the role, but your firm stays responsible and must designate a senior person of its own to oversee them. At Fairoaks IT, we support the Qualified Individual you designate with the reports, evidence and recommendations they need, rather than taking over the role.
Do smaller firms get any relief from the Safeguards Rule?
Some. Firms that maintain information on fewer than 5,000 consumers are exempt from a few requirements, including the written risk assessment, the written incident response plan, annual reporting to leadership and certain testing requirements. They still need a written information security program, a Qualified Individual, multi-factor authentication, encryption, secure disposal, staff training and breach notification. And the IRS still expects a WISP regardless of size.
What are IRS Publications 4557 and 5708?
Publication 4557, Safeguarding Taxpayer Data, is the IRS guide to protecting client information: security basics, recognizing data theft and what to do after it. Publication 5708 walks tax professionals through creating a written information security plan, with a sample template. Both are free from the IRS and a good place to start, but neither replaces actually putting the safeguards in place.
Security and fraud
Why are tax and accounting firms targeted by criminals?
Because your files hold exactly what criminals want: Social Security numbers, birth dates, bank account numbers and tax data they can use to file fraudulent returns or open accounts. Firms also handle a huge volume of email and attachments from people they don’t know well, especially in tax season, which makes phishing easier. The defense is layered: multi-factor authentication, email filtering, endpoint protection, encrypted file exchange, tested backups and trained staff.
What do “new client” scams look like?
An email arrives from someone who says they need a return prepared, often mentioning a referral, with a link or attachment that supposedly holds their tax documents. Opening it can install malware that steals passwords or gives criminals remote access to your systems. The IRS and its Security Summit partners warn tax professionals about these scams every year. Verify new clients by phone, use your portal for documents, and never enter a password from an emailed link.
What should we do if client data is stolen?
Act fast and follow your written plan. Contact your IT provider and your cyber insurance carrier immediately, preserve evidence, and contact your IRS Stakeholder Liaison so the IRS can help protect your clients’ accounts. Notify the states where you file returns and contact law enforcement. If unencrypted information about 500 or more consumers was taken, notify the FTC within 30 days, and check your state’s breach law for client and attorney general notices.
Is it safe to email tax documents?
Regular email isn’t a safe place for Social Security numbers and tax records. Messages can be intercepted, forwarded or left sitting in inboxes for years, and a single compromised mailbox can expose everything in it. Use a client portal for documents, encrypt email when something must go that way, require multi-factor authentication on every mailbox, and set retention rules so old attachments don’t pile up.
Can our staff use AI tools with client data?
Not with free or personal AI accounts. Client tax data, Social Security numbers and financial records shouldn’t go into tools that aren’t approved for that data, and doing so can conflict with your written information security plan. Business-grade AI tools, including options within Microsoft 365, can be set up with the right protections. A short AI use policy should name approved tools, list what never goes in and say who to ask first.
What security controls do cyber insurance carriers usually require?
Most carriers ask about the same core controls: multi-factor authentication on email and remote access, endpoint detection and response, backups that are offline or can’t be altered and are tested, security awareness training, timely patching and how you verify payment or banking changes. Many of these overlap with the FTC Safeguards Rule, so one well-run program can satisfy both. Make sure every yes on the application is true. Your insurance agent has the final word on your policy.
Cost, contracts and switching providers
How much does IT support cost for an accounting firm?
It depends on how many people and devices you support, whether you run servers or a hosted environment, how many offices and remote staff you have, your compliance needs, and what’s covered in the monthly fee versus billed separately. Most managed IT providers price per user or per device each month, with onboarding and projects quoted separately. Compare what’s included, not just the total, and weigh it against what a lost day in April would cost. Our IT Buyer’s Guide explains the pricing models and the contract terms to watch for.
What’s included in a managed IT plan, and what costs extra?
A good plan lists both clearly. Monthly plans typically include support for your users, monitoring and maintenance, security tools, backup and Microsoft 365 management. Hardware, software licenses, tax software subscriptions and larger projects, like a server replacement, a move to a hosted environment, or WISP and penetration testing work, are usually quoted separately. Ask every provider for their exclusions in writing. At Fairoaks IT, we explain all costs 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.
How do we switch IT providers without disrupting tax season?
Switch in the off-season. The best window is late spring through early fall, away from your filing deadlines. A good transition documents every system, password, license and vendor, including your tax software, client portal and remote access, then coordinates a handoff from your current provider. Urgent risks like backups and multi-factor authentication get fixed first. Fairoaks IT assigns a point of contact and holds weekly check-ins until onboarding is complete.
What happens during a free IT assessment?
We look at your technology the way you’d look at a client’s books: all of it, with a written report at the end. That includes your servers or hosted environment, tax and accounting software, client portal, Microsoft 365, backups, security tools and where your written information security plan stands. 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.
Is our firm big enough for managed IT services?
If you have around 10 or more people on computers every day, or your firm can’t afford to lose a day during tax season, managed IT usually makes sense. Smaller firms carry the same IRS and FTC obligations as large ones, and a single breach or outage can hurt a small firm more. A short discovery call is the fastest way to know.

Founder and President
The person behind our accounting work
Tom Crossley founded Fairoaks IT in 1991 and still leads it as president. Accounting and tax firms have been part of our client base from the start, and some have worked with us for decades. Tom leads that work today.
Before IT, Tom worked for GE as a consultant and manager across the US, the Caribbean and Asia. He’s the author of You Are The #1 Target and The Compliance Formula. Fairoaks IT is independently owned by Tom and his son, Adam Crossley, so the people who own the company are the people responsible for your IT. Under their leadership, Fairoaks IT won the Soteria Award for Most Trusted MSP in North America.
Local accounting IT support from two offices
Eastern Massachusetts and Rhode Island
Served from our office at 1000 Franklin Village Dr, Suite 303, Franklin, MA 02038. CPA, accounting and tax firms 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. CPA, accounting and tax firms 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 deadlines.
- A short conversation about your firm, your tax software 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.

