The Challenge
Boardwalk Real Estate's current IT infrastructure relies on servers and software that have reached end-of-life. This creates real business risk:
Security Exposure
Windows Server 2008 R2 and Exchange 2013 stopped receiving security patches years ago. The email server is publicly accessible on the internet with no multi-factor authentication.
Hardware Failure Risk
The Dell PowerEdge T110 II hosting critical services is over 10 years old. A single disk or power supply failure could take down email, files, and Active Directory simultaneously.
Outdated Workstations
Windows XP and Windows 7 machines remain on the production network. These operating systems are unsupported and cannot run modern security software.
No Disaster Recovery
Backups target a single NAS device that has never been tested for recovery. There is no off-site backup and no documented recovery procedure.
The Solution — v2.0 (WFH-First, No Device Management)
We will migrate Boardwalk Real Estate to a fully cloud-hosted Microsoft 365 Business Premium environment. When complete, there will be no on-premises servers to maintain, patch, or replace.
Unlike a traditional device-managed approach, the v2.0 model does not require new PCs, does not enroll devices in Intune, and does not use Autopilot. Employees keep their existing computers (or personal devices). Security is enforced at the identity and cloud layer — MFA, Conditional Access, MAM app protection, DLP, and sensitivity labels — instead of at the device level.
Dropped: Entra ID Join, Intune device enrollment, Windows Autopilot, Universal Print, mandatory PC purchases, device-based Conditional Access.
Added: MAM app protection (protects M365 apps on personal devices), identity-only Conditional Access, DLP policies, sensitivity labels, employee offboarding via MAM selective wipe.
Result: Same cloud migration, same security standards, ~$10,000–$15,500 less in upfront hardware costs, and no disruption to how employees use their devices.
Architecture: Before & After
Current (On-Premises)
Target (Cloud-Only, No Device Management)
Cost Comparison
| Category | Current (On-Prem) | After (Cloud) | Monthly Savings |
|---|---|---|---|
| Server hardware (amortized) | $300–500 | $0 | $300–500 |
| Server OS & Exchange licensing | $200–400 | $0 (included in M365) | $200–400 |
| Backup hardware & software | $100–200 | $0 (included) | $100–200 |
| Power & cooling for servers | $100–150 | $0 | $100–150 |
| Patch management labor | $200–400 | $0 (automatic) | $200–400 |
| Barracuda email filtering | $50–100 | $0 (Defender replaces) | $50–100 |
| Print server management | $50–100 | $0 (direct IP printing) | $50–100 |
| Total | $1,000–1,850/mo | ~$520/mo | $480–1,330/mo |
New Monthly Recurring Costs
| Service | Per User | Users | Monthly |
|---|---|---|---|
| Microsoft 365 Business Premium (no Teams) | ~$20 | 20 | ~$400 |
| Defender for Office 365 P1 (mandatory) | $2 | 20 | $40 |
| QuickBooks Online Plus (if QBO) | ~$80 flat | 1–5 | ~$80 |
| Total Monthly | ~$520 |
One-Time Costs
| Item | Your Cost | Client Price (10% markup) | Notes |
|---|---|---|---|
| Replacement PCs (XP/Win7 only, ~5 units) | ~$3,750 | ~$4,125 | Must-replace only — existing Windows 10/11 PCs stay |
| FIDO2 security keys for admins (2x) | ~$100 | ~$110 | Phishing-resistant MFA for admin accounts |
| Migration labor | $100/hr or flat rate (TBD after Phase 0) | Estimate after discovery scoping | |
| Estimated Hardware Total | ~$3,850 | ~$4,235 | |
v1.0 Year 1 (excl. labor): ~$6,240 recurring + $13,200–$19,800 hardware = $19,440–$26,040
v2.0 Year 1 (excl. labor): ~$6,240 recurring + ~$4,235 hardware = ~$10,475
Savings: approximately $10,000–$15,500 in Year 1. Monthly recurring costs are similar; the savings come almost entirely from not requiring 15–20 new PCs.
Project Timeline
The migration is planned across 8 phases over approximately 8 weeks. Some phases overlap to minimize the total project duration.
Migration Phases
Why Right Now
Three years of accumulated risk, two EOL deadlines, and one firewall past its replacement window. This page explains the situation before the plan.
Read the case for acting →Discovery & Assessment
Remote session to inventory servers, file shares, mailboxes, printers, and workstations. Confirm scope, budget, and device ownership.
PendingIdentity & Tenant Setup
Create the M365 tenant, set up user accounts in Entra ID, configure MFA, Conditional Access policies, and password policies.
PendingEmail Migration
Cutover weekend: migrate all mailboxes from Exchange 2013 to Exchange Online. Update DNS. Retire Barracuda.
PendingFile Migration
Move ~400GB of company files from the on-premises file server to SharePoint Online and OneDrive for Business.
PendingQuickBooks Decision
Evaluate QuickBooks Online vs. hosted Desktop based on feature requirements. Migrate or provision accordingly.
PendingSecurity Hardening
Configure MAM app protection, DLP policies, sensitivity labels, and Defender for O365 P1. Deploy self-service user onboarding.
PendingPrinter Setup
Add office printers by IP address. No print server, no cloud printing service. WFH users use their own printers.
PendingDecommission
Power off servers, simplify firewalls, remove old equipment, and clean up DNS records.
PendingHandoff & Training
Train staff on M365 self-service model, document the new environment, deploy offboarding procedures, and transition to managed support.
PendingRisk Register
| Risk | Impact | Mitigation |
|---|---|---|
| QuickBooks Desktop features required that QBO lacks | Blocks full cloud migration | Evaluate in Phase 0; hosted Desktop as fallback |
| ISP bandwidth insufficient for cloud-only | Poor user experience | Test in Phase 0; upgrade ISP if needed |
| Users resist change | Adoption issues, more support tickets | Self-service guide + training sessions; parallel operation for 2 weeks |
| Data loss during file migration | Business disruption | Full backup before migration; validate integrity |
| Mail delivery issues during MX cutover | Missed emails | Saturday cutover; keep old Exchange running 48 hours |
| Exchange 2013 migration compatibility issues | Cutover may fail | Test with pilot mailboxes first; hybrid as fallback |
| Personal device lacks endpoint protection | Malware on unmanaged PC | MAM isolates work data; Defender P1 protects email; BitLocker recommended |
| User saves sensitive data locally | Data outside cloud protection boundary | DLP warnings; MAM blocks Save As on mobile; sensitivity labels encrypt files |