Can accounting software run on a Windows VPS?

Yes. QuickBooks, tax packages, and SQL-backed practice tools are the typical workload, with staff connecting over Remote Desktop. Confirm the vendor supports server or multi-user deployment for your exact product and version before migrating.

Is a Windows VPS secure enough for client financial data?

It can be, when configured deliberately: named user accounts, restricted remote access, least-privilege file permissions, tested backups with retention, and immediate offboarding. The firm's own access discipline remains part of the control set; the server alone is not the compliance story.

What size VPS does a small accounting firm need?

Three to five preparers running business applications usually start at 4 vCPU / 16 GB RAM, with storage planned for client files and backups. Lighter document-only use fits 4 vCPU / 8 GB.

What happens during tax season peaks?

Resize the VM up before the season and back down after. That elasticity is the practical advantage over office hardware, which has to be bought for the busiest week of the year and then idles.

Windows VPS for Accounting Firms

Learn when a Windows VPS makes sense for accounting firms that need remote access, QuickBooks, Sage, tax software, client files, backups, security, and cloud Windows Server hosting.

A Windows VPS can be a practical cloud server for accounting firms that need remote access to Windows accounting software, tax software, shared client folders, reports, SQL-backed tools, and backups. It works best when the firm plans user count, application support, RDS licensing, file permissions, backup retention, security, and busy-season performance before production. Raff Technologies provides Windows VMs for firms that want a cloud-hosted Windows Server environment instead of relying on one office PC, one aging local server, or scattered desktop installs.

Accounting firms do not only need “remote desktop.” They need a reliable place where the team can access the same accounting tools, the same client files, the same reports, and the same Windows environment during normal work and peak season.

That is why a Windows VPS for an accounting firm should be planned around the full workflow:

staff and seasonal users;
QuickBooks, Sage, tax software, Access, Excel, PDFs, and reports;
client folders and permissions;
backups and restore testing;
secure remote access;
vendor licensing and support;
migration from old office hardware.

A Windows VPS gives the firm the infrastructure layer. The business still needs a correct app, licensing, access, and data-protection plan.

Use Raff Windows VM when your accounting firm needs a cloud-hosted Windows Server for remote access, accounting apps, client files, and business workloads.

Explore Windows VM

Quick verdict: when accounting firms should use a Windows VPS

Use this table before moving accounting work to a Windows VPS.

Accounting firm situation	Windows VPS fit	Why
Staff need remote access to accounting apps	Strong fit	Users can connect to one hosted Windows environment.
QuickBooks Desktop or Sage is used by multiple people	Strong fit after vendor/licensing check	App, files, and users can be centralized.
Tax software needs seasonal remote access	Strong fit after testing	Peak-season users can work in a shared Windows environment.
Client files are spread across PCs or offices	Good fit	Client folders can be centralized with permissions and backups.
Local office server is old or unreliable	Strong fit	Cloud Windows VPS can replace the server role.
Firm has multiple offices	Strong fit with access planning	Branch users can work from one environment.
Firm uses simple cloud accounting only	Depends	SaaS accounting tools may be enough.
Heavy local scanning/printing workflows are critical	Depends	Test device redirection and workflow first.
App vendor does not support RDS/hosted use	Risky	Verify support before production.
Regulatory/compliance requirements are strict	Needs planning	Access, logging, backups, encryption, and policy ownership matter.

A Windows VPS fits best when the firm still depends on Windows-based accounting workflows but wants access that is less tied to one office machine.

Why accounting firms move Windows workloads to the cloud

Accounting firms usually move to a Windows VPS because one or more of these problems become painful.

Architecture diagram showing accounting firm staff accessing QuickBooks, Sage, tax software, and client files on a Windows VPS

Problem	What it looks like	How Windows VPS helps
Remote work is messy	Staff remote into office PCs or use VPN workarounds	Central Windows environment for users
Apps live on one machine	QuickBooks, Sage, tax software, or Access is installed locally	Apps can run on the hosted Windows server
Client files are scattered	Files are on laptops, desktops, USB drives, or old shares	Shared folders and permissions can be centralized
Backups are unclear	Nobody knows whether yesterday’s data can be restored	Backup and restore planning becomes part of the server model
Office server is aging	Hardware risk grows during tax season or month-end	Cloud server reduces dependency on office hardware
Multi-user access is inconsistent	Only one person can use a company file cleanly	RDS/app model can be planned properly
Seasonal staff need access	Temporary users need a secure workspace	Users can be added, removed, and documented
MSP support is hard	Every workstation is different	Central server is easier to document and support

For accounting firms, the business risk is not only downtime. It is also client-file access, missed deadlines, broken reports, failed backups, and unclear responsibility.

Windows VPS vs office PC vs local office server

Many accounting firms start with a simple setup: one main office PC, one bookkeeper’s workstation, or one local server.

That can work for a while. It becomes risky when remote users, multiple apps, client files, and backups grow.

Area	Office PC	Local office server	Windows VPS
Best fit	Very small office	On-site team with local IT	Remote or hybrid accounting team
Remote access	Usually awkward	VPN/RDP/firewall planning needed	Built around remote access
App centralization	Weak	Good on-site	Good for distributed users
Client files	Often scattered	Central on LAN	Central in hosted environment
Backups	Often inconsistent	Depends on local process	Can be designed with VM/file/app backups
Hardware risk	High	Medium/high over time	Not tied to one office machine
Multi-location access	Poor	Complex	Stronger fit
MSP support	Harder	Manageable	Easier to standardize
Growth	Limited	Hardware upgrade needed	Resize or split roles

The key question is not “cloud or local?” The key question is: where should the accounting workload live so staff can work reliably, securely, and recoverably?

Common accounting workloads on a Windows VPS

QuickBooks Desktop

QuickBooks Desktop is one of the most common reasons firms look for a Windows VPS.

Typical goals:

Goal	Planning point
Multiple users need access	Plan RDS users, Windows users, QuickBooks users, and permissions
Company file must stay centralized	Keep the company file close to QuickBooks inside the server session
Remote staff need access	Avoid opening company files across a slow WAN
Backups must be predictable	Use QuickBooks backup plus server-level backup planning
Vendor support matters	Verify your QuickBooks license, hosting rules, and support path

For a detailed workflow, use the Raff guide: Self-Host QuickBooks Desktop Multi-User on a Windows Server VPS.

Important: Raff provides the Windows VPS infrastructure. You remain responsible for your QuickBooks license, Intuit support status, application configuration, company file backups, and data integrity.

Sage 50, Sage 100, and Sage 300

Sage workloads vary by product.

Sage product	Typical fit
Sage 50	Smaller accounting teams and lighter company-file workloads
Sage 100	More planning around users, reporting, integrations, and sometimes SQL
Sage 300	More planning around database, modules, integrations, and performance

For Sage-specific planning, use: Host Sage 50, 100, and 300 on Windows VPS.

Do not treat Sage 50, 100, and 300 as the same workload. User count, database behavior, reporting, integrations, and version support can change the right Windows VPS size.

Tax software

Tax software creates seasonal pressure. The firm may have more users, more client documents, more PDF exports, more scanning/printing, and less tolerance for downtime during filing deadlines.

A Windows VPS can help when:

Need	Why it helps
Seasonal users	Add documented access for temporary staff
Client files	Keep tax files and folders centralized
Remote preparers	Users connect to the hosted Windows environment
Backup discipline	Protect data before and during tax season
App consistency	Keep software versions controlled

Use the detailed guide: Windows VPS for Tax Software.

Microsoft Access and legacy accounting apps

Some firms still depend on Microsoft Access, older billing tools, legacy reporting apps, or industry-specific Windows software.

A Windows VPS can help when the app still needs Windows but users need remote access.

Key planning areas:

Area	What to check
Access database design	Split front-end/back-end where appropriate
File paths	Avoid broken mapped drives and local-only paths
RDS support	Test with real users
Backups	Include database files and shared folders
Vendor support	Confirm support status
Migration	Test before cutover

Use: Windows VPS for Microsoft Access and Legacy Apps.

Remote access for accountants and bookkeepers

Remote access is usually the first reason accounting firms consider a Windows VPS.

But there are different access models.

Access model	Best fit
Admin RDP	One or two administrators managing the server
RDS Session Host	Staff users need daily desktop/app sessions
RD Gateway	Controlled access for remote RDS users
VPN/private access	Private network access before connecting
RemoteApp	Users need specific apps, not a full desktop

Microsoft states that each user or device connecting to an RD Session Host running Windows Server needs a Remote Desktop Services Client Access License. That means staff Remote Desktop access should be planned separately from simple administrator RDP access.

For deeper planning, use:

Review accounting users, Remote Desktop access, RDS licensing, QuickBooks or Sage needs, backups, and migration scope before choosing your Windows VPS plan.

Talk to Windows Engineer

Client files, permissions, and shared folders

Accounting firms handle client folders, statements, tax documents, reports, PDFs, exports, and working papers. The file structure matters.

A Windows VPS can work as the central place for client files when the access model is secure and backups are planned.

Plan:

File area	Recommendation
Client folder structure	Standardize naming before migration
Permissions	Use Windows groups and least privilege
Shared folders	Document shares and who can access them
Mapped drives	Keep drive letters and paths consistent where apps depend on them
PDF exports	Store reports in predictable folders
Scans/uploads	Test device workflow before production
Archive folders	Separate active and historical client data
Backup scope	Include client files, app data, and database files
Retention	Align with business and compliance requirements

Do not expose SMB file sharing directly to the public internet. Use Remote Desktop, RDS/RD Gateway, VPN/private access, or another controlled access model.

For file-specific planning, use:

Backups and restore testing for accounting firms

Backups are not optional for accounting workloads. A missed backup can become a client problem.

Layered protection stack showing permissions, backups, snapshots, off-server copies, and restore testing for an accounting firm Windows VPS

A backup plan should cover:

Backup layer	Purpose
VM backup	Recover the whole Windows VPS
Snapshot before changes	Roll back before software updates or migrations
File-level backup	Restore client folders and documents
Application backup	Protect QuickBooks, Sage, tax, or Access data using app-safe methods
SQL/database backup	Protect SQL-backed workloads correctly
Off-server copy	Reduce risk from server-level or account-level failure
Restore test	Prove that recovery works

Accounting firms should not rely on only one backup layer. Application-level backups and server-level backups solve different problems.

Use: Windows VPS Backup Strategy for Small Businesses.

Protect accounting workloads with backup, snapshot, and restore planning before client files and production apps move to a Windows VPS.

Explore Data Protection

Security planning for accounting data

Accounting firms handle sensitive client and business data. A Windows VPS should be secured before production use.

Minimum planning:

Security area	Recommendation
User accounts	Named users, not shared logins
Admin access	Separate admin accounts from daily users
Passwords	Strong credentials and offboarding process
RDP exposure	Avoid broad direct RDP exposure
RD Gateway/VPN	Use controlled remote access where appropriate
Firewall	Restrict allowed ports and sources
Permissions	Use groups and least privilege
Backups	Restrict who can delete or modify backups
Updates	Schedule Windows and app patching
Logs	Review failed sign-ins and access events
Devices	Test printers, scanners, and local drive redirection policy
Documentation	Record users, apps, backups, owners, and support process

Security is not only a technical setting. It is also user onboarding, offboarding, password discipline, access review, backup ownership, and vendor support.

Use: Windows Server Hardening Checklist.

Sizing a Windows VPS for an accounting firm

Do not size the server only by total employee count. Size it by concurrent users and workload type.

Use this as a starting point:

Accounting workload	Starting size	When to move up
1 admin or solo bookkeeper	2 vCPU / 4 GB RAM	If apps, PDFs, or reports run on the server
2-3 light accounting users	4 vCPU / 8 GB RAM	If users keep browsers, PDFs, Office apps, and accounting apps open
3-5 active app users	4 vCPU / 16 GB RAM	Better for QuickBooks, Sage, tax software, Access, and file work
5-10 active users	8 vCPU / 32 GB RAM	Useful when the server becomes a daily shared workspace
Tax season workload	Size for peak season	Seasonal users and reports increase pressure
Sage 100/300 or SQL-backed workload	8-16 vCPU / 32-64 GB RAM	Consider database load, reports, and integrations

Plan storage for:

accounting app data;
company files;
tax files;
client folders;
PDF reports;
Excel exports;
user profiles;
scanned documents;
database files;
logs;
backups;
12 to 24 months of growth.

For deeper sizing, use: Windows VPS sizing for remote users.

Pricing factors for accounting firms

The monthly VM price is only one part of the cost.

Cost factor	Why it matters
CPU and RAM	Active users, reports, accounting apps, tax tools
Storage	Client files, databases, reports, backups, growth
Backups	Retention, restore testing, off-server copies
Windows licensing	Depends on provider and deployment model
RDS CALs	Staff Remote Desktop sessions may require licensing
App licenses	QuickBooks, Sage, tax software, Microsoft 365 Apps
SQL Server	Some workloads need SQL licensing and separate backup planning
Migration	Files, apps, users, permissions, databases, cutover
Support	Windows, RDS, app, printer, and user troubleshooting
Security	Access controls, hardening, monitoring, offboarding

A very cheap Windows VPS can become expensive if it is too slow, lacks backups, or creates downtime during filing deadlines.

For the cost model, use: Windows VPS Pricing Explained.

Compare Raff Windows VM plans when sizing CPU, memory, storage, backups, and monthly cost for your accounting firm.

View Pricing

Migration path for accounting firms

If the firm currently runs accounting software on an office server or workstation, migrate carefully.

Use this path:

Inventory users, apps, client files, company files, databases, printers, scanners, and integrations.
Confirm vendor support and licensing for the planned hosted/RDS model.
Choose the Windows VPS size.
Build the Windows VPS.
Configure access, firewall, users, and backups.
Install accounting and tax applications.
Copy test data first.
Test with real users from real locations.
Test printing, scanning, PDF exports, and reporting.
Run a restore test.
Schedule cutover outside busy hours.
Move final data.
Keep the old environment available for rollback.
Monitor performance and support tickets after cutover.

Do not migrate during tax season unless there is a clear emergency and rollback plan.

Use:

When a Windows VPS is not the right fit

A Windows VPS is useful, but not universal.

Pause when:

Situation	Better next step
Firm only uses cloud accounting apps	SaaS may already solve the need
App vendor forbids hosted/RDS use	Do not proceed without support path
Internet is unreliable	Fix connectivity or design fallback
Heavy scanning/printing workflow is untested	Test devices first
Firm needs formal compliance architecture	Design access, logging, encryption, policy, and audit process
High availability is mandatory	Plan redundancy, failover, and recovery architecture
Users need local offline work all day	Cloud desktop may frustrate users
Licensing is unclear	Resolve licensing before production

The right answer may be SaaS accounting, local server, Windows VPS, or a hybrid model. Choose based on workflow, not hype.

How Raff fits accounting firms

Raff fits accounting firms that need a cloud-hosted Windows Server environment for remote staff, QuickBooks Desktop, Sage, tax software, Access or legacy apps, client folders, reports, backups, and office server replacement.

Raff’s Windows VM product page currently highlights Windows Server 2019, 2022, and 2025 options, full administrator access with RDP, a 6-month evaluation license to get started, 24/7 expert support, 99.9% uptime SLA, and Windows VPS hosting from $10.99/month.

Raff can provide the Windows VM foundation. Your firm or MSP should still plan:

application licensing;
RDS CAL requirements;
user access;
permissions;
backups;
restore testing;
vendor support;
client-file structure;
security ownership;
migration and rollback.

That is the clean way to use Raff: use the platform for the Windows Server foundation, then design the accounting workload properly.

Create a Raff Windows VM when your accounting firm is ready to run remote users, accounting apps, client files, and Windows workloads in the cloud.

Deploy Windows Now

Recommended path by accounting firm situation

Situation	Read next
You need the broad SMB decision guide	Windows VPS Hosting for Small Businesses
You need a remote desktop decision guide	Remote Desktop Server for Business
You need pricing clarity	Windows VPS Pricing Explained
You use QuickBooks Desktop	Self-Host QuickBooks Desktop Multi-User on a Windows Server VPS
You use Sage	Host Sage 50, 100, and 300 on Windows VPS
You use tax software	Windows VPS for Tax Software
You need shared client folders	Windows VPS as a Cloud File Server
You are replacing office hardware	Cloud Windows Server vs Local Office Server
You are moving files	File Server Migration to Windows VPS
You need backups	Windows VPS Backup Strategy for Small Businesses
You need secure remote access	Remote Desktop Gateway vs Direct RDP
You need hardening	Windows Server Hardening Checklist

Final accounting firm checklist

Before moving accounting work to a Windows VPS, confirm:

Check	Done
Accounting and tax applications listed	☐
Vendor support checked	☐
App licenses reviewed	☐
RDS CAL requirements reviewed	☐
Active and seasonal users estimated	☐
CPU/RAM/storage starting point chosen	☐
Client folder structure documented	☐
File permissions planned	☐
Backup layers defined	☐
Restore test planned	☐
Remote access model chosen	☐
Printers/scanners tested	☐
Security hardening reviewed	☐
Migration window selected	☐
Rollback plan documented	☐
Support owner assigned	☐

If the checklist feels unclear, do not treat the environment as production yet.

What's next

Explore Raff Windows VM when you are ready to compare Windows VM options.
Review Raff pricing before choosing CPU, RAM, storage, and monthly cost.
Read Windows VPS Hosting for Small Businesses for the broader SMB guide.
Read Remote Desktop Server for Business before rolling out remote staff access.
Read Windows VPS Pricing Explained before budgeting the full environment.
Read Self-Host QuickBooks Desktop Multi-User on a Windows Server VPS if your firm uses QuickBooks Desktop.
Read Host Sage 50, 100, and 300 on Windows VPS if your firm uses Sage.
Read Windows VPS for Tax Software if filing-season workload is the main driver.
Read Windows VPS Backup Strategy for Small Businesses before moving production data.

Sources

Raff — Windows VM product page
Raff — Pricing
Raff — Windows Server Hub
Raff — Self-Host QuickBooks Desktop Multi-User on a Windows Server VPS
Raff — Host Sage 50, 100, and 300 on Windows VPS
Raff — Windows VPS for Tax Software
Microsoft Learn — Remote Desktop Services overview in Windows Server
Microsoft Learn — License Remote Desktop Services with Client Access Licenses
Microsoft Learn — Deploy Remote Desktop Gateway role for Remote Desktop Services
Microsoft Learn — What is SMB File Sharing for Windows and Windows Server?
Microsoft Learn — Security baselines guide

Windows VPS for Accounting Firms: Remote Access, Apps, Files, and Backups