Your IT Department. One Monthly Fee.

Unlimited remote IT support — phone, text, secure remote access. Servers, desktops, email, security — one flat rate, all your day-to-day IT, covered.

Everything Included. No Surprises.

Every plan includes unlimited remote support via phone, text, and secure remote access. Here's what you get:

Unlimited remote desktop & server support
Live phone support — a real person
Text & chat support for quick questions
Server monitoring & maintenance
Windows updates, patching & security
Microsoft 365 & email administration
Active Directory & user management
Virus & malware removal / prevention
Backup verification & disaster recovery
VPN setup & troubleshooting
New employee onboarding / offboarding
Printer & network issue resolution
Software installation & configuration
Vendor coordination (ISP, phone, software)
Monthly health report & recommendations
Small Business
1 – 10 users
$2,250 / month
Flat rate • No contracts • Cancel anytime
  • Everything in the included list above
  • Unlimited remote support — phone, text & remote access
  • Business hours support (8 AM – 6 PM)
  • Up to 1 server included
  • Monthly system health report
  • Same-day response guarantee
Get Started
Enterprise
50+ users
Custom
Starting at $10,000/mo • Tailored to your infrastructure
  • Everything in Mid-Size, plus:
  • 24/7 emergency support available
  • Unlimited servers & infrastructure
  • Dedicated account manager
  • Fractional CIO advisory included
  • Compliance support (HIPAA, SOX, etc.)
  • Disaster recovery planning & testing
  • On-site support as needed
Contact Us

Need a real person answering the phone at 2 a.m.? Add 24/7 live coverage as an add-on to any monthly tier — Small Business, Mid-Size, or Enterprise. The same senior team you reach during business hours, on a shift schedule that covers around the clock. Standard for manufacturing and production clients whose lines run continuously; available to any business that needs a live human at any hour.

Prefer Hourly? No Problem.

No commitment required. Pay only for the time you need.

General IT Support

Desktop, network, email, printers, troubleshooting

$150 /hr

Server & Infrastructure

Server setup, Active Directory, cloud, backups

$175 /hr

Cybersecurity

Assessments, hardening, incident response, EDR

$200 /hr

HIPAA & Healthcare IT

Risk assessments, EHR support, compliance audits

$250 /hr

Dental & Imaging Systems

CBCT, 3D scanners, intraoral cameras, CAD/CAM, practice software

$225 /hr

Financial & Legal Compliance

SEC/FINRA/SOX, eDiscovery, archiving, audit prep

$250 /hr

Government & Cleared Work

NIST, CMMC, data center projects, classified environments

$275 /hr

Fractional CIO / IT Strategy

Executive advisory, roadmaps, vendor management

$300 /hr

Emergency / After-Hours

Nights, weekends & holidays — any service category

1.5x rate

1-hour minimum per session. Remote sessions billed in 15-minute increments. On-site visits billed portal-to-portal.
Available for on-site consulting & deployment anywhere in the U.S. and internationally — including satellite offices and remote locations.

Up and Running in Three Steps

No lengthy onboarding. No complicated contracts. Here's how it works.

01

Free Consultation

Tell us about your business, your current setup, and where you're struggling. We'll assess your needs and recommend the right plan — no pressure, no obligation.

02

Environment Assessment

We remotely audit your infrastructure — servers, network, security, compliance gaps. You get a clear picture of where you stand and what needs attention first.

03

You're Covered

Support starts immediately. Call, text, or email — a real IT professional handles your issue right away. No tickets, no waiting, no runaround.

Beyond monthly support: specialty engagements.

Compliance, cybersecurity, AI, fixed-price audits, 24/7 incident response, personal IT for executives, and family office work. Senior consultants on every account, regardless of tier.

Specialty

AI Consulting

AI for compliance-sensitive businesses. Opportunity audits, compliance-safe setup, custom workflows, training, fractional AI advisor.

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Specialty

Compliance

HIPAA, FINRA, SEC, SOC 2, GLBA, NYDFS, PCI-DSS, NIST, CMMC. Audit-ready documentation, Security Risk Analysis, ongoing controls.

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Specialty

Cybersecurity

EDR, SOC monitoring, vulnerability management, MFA, incident response. NIST, CMMC, NYDFS, SOC 2 aligned. Defense-in-depth posture.

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Strategic

Fractional CIO & Consulting

Senior strategic IT leadership without hiring a full-time CIO. Three-year roadmap, vendor selection, budget, board-level reporting.

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Project · Fixed Price

Project Services

Office relocation, M&A integration, EHR/PMS migration, cloud migration, network redesign, hardware refresh, vendor disengagement.

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Audit · One Week

Fixed-Price Audits

HIPAA SRA $4,500. FINRA prep $7,500. Cybersecurity posture $3,500. AI opportunity $4,500. Multi-location IT $5,000. SOC 2 readiness $6,500.

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24/7 Emergency

Incident Response

Ransomware, breach, business-email compromise, IT disaster. Senior responders. Retainer or on-demand. Bookmark before you need it.

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Personal

Personal IT for Executives

Senior IT for executives, partners, and owners — at home, on the road, across multiple residences. The same consultant who handles your business, for everything else. By referral.

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Discreet

Family Office IT

Single- and multi-family offices. Multi-residence, multi-generational, household staff, vendor management, digital-asset estate planning. Private referral only.

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Ready to talk?

No pressure, no obligation. Tell us what you're dealing with and we'll tell you whether we're the right fit.

Contact Winston IT