Executive Summary: Remote Access and Multi-User Software Deployment

As our business grows and adopts more remote and collaborative work practices, we are evaluating two options for providing secure, shared access to our business software.

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Option 1: Windows 11 + Per-Seat Licences + File Server

  • Each user runs the software locally on their own PC
  • A shared file server holds the centralised data
  • Licensing is per user (“per seat”), simple and cost-effective
  • Works well if:
  • The application supports multi-user access to shared data
  • Each user has their own capable PC
  • Low IT overhead, but harder to control updates, security, and data consistency
  • Remote access is possible using Tailscale, but the app must run locally

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Option 2: Windows Server 2025 + RDS (Remote Desktop Services)

  • Software is installed once on the server, and all users access it via remote desktop
  • Fully centralised environment: easy to manage, secure, and update
  • Requires Windows Server licence + RDS CALs (one per user)
  • Designed for true multi-user concurrent access, even from remote locations
  • Best choice for:
  • Tight version control
  • Shared processing power
  • Simplified support and backups

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Comparison Summary

Factor Windows 11 + File Server Windows Server 2025 + RDS
Licensing Per-user, simple Requires server + RDS CALs
Simultaneous access Limited by app Fully supported
Security Decentralised Centralised and strong
Remote access Tailscale + local app Tailscale + full desktop
Cost Lower upfront Higher upfront, better scalability
Management User PCs must be maintained Single point of administration

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Recommendation

If each user has a strong PC and the application supports file-based multi-user access, continue with Windows 11 + file server.

If you need central control, simplified support, secure access from anywhere, or guaranteed multi-user concurrency, invest in Windows Server 2025 with RDS.

May 26, 2025


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