Phase 1: Planning & Assessment
A successful migration starts with thorough planning. Before you begin, you need to understand your current environment and define your goals.
Assess Your Current Environment
- Email system: Document your current email provider, number of mailboxes, total storage used, and any custom configurations
- File storage: Map out where files are currently stored (local servers, NAS, cloud services) and total data volumes
- Applications: Identify any applications that integrate with your current email or file systems
- Users: Create a complete list of users, their roles, and access requirements
Data cleanup saves money
Every gigabyte you migrate costs time and potentially money. Before migrating, archive or delete old data that does not need to move. Most organisations find 20 to 30 percent of their data is no longer needed.
Choose the Right Microsoft 365 Plan
For most SMBs, we recommend starting with one of these plans:
- Microsoft 365 Business Basic: Web and mobile apps, 1TB OneDrive storage, Teams, SharePoint
- Microsoft 365 Business Standard: Adds desktop Office apps and webinar hosting
- Microsoft 365 Business Premium: Adds advanced security features including Defender and Intune
We recommend Business Premium for most clients. The security features alone justify the additional cost, especially if you handle any sensitive client data.
Phase 2: Preparation
Set Up Your Microsoft 365 Tenant
- Register your domain with Microsoft 365
- Configure DNS records (MX, SPF, DKIM, DMARC)
- Set up admin accounts with strong passwords and MFA
- Configure security defaults and conditional access policies
DNS changes require care
Incorrect DNS configuration is the most common cause of migration problems. If you are not comfortable with DNS records, this is a good time to involve an expert. One wrong MX record can stop all your email.
Prepare Your Data
- Clean up old emails and files before migration to reduce costs and time
- Archive data that does not need to be migrated but should be retained
- Document folder structures and permissions
- Back up everything before starting the migration
Phase 3: Migration
Email Migration Options
There are several ways to migrate email to Microsoft 365:
- Cutover migration: Best for small organisations (under 150 mailboxes). All mailboxes migrated at once.
- Staged migration: Migrate mailboxes in batches over time. Good for larger organisations.
- Hybrid migration: Maintain both on-premises and cloud mailboxes during transition.
- IMAP migration: For migrating from non-Exchange email systems.
Most SMB migrations can be completed over a weekend with minimal disruption, provided the planning has been done properly. The planning is where the real work happens.
File Migration
For file migration to OneDrive and SharePoint:
- Use the SharePoint Migration Tool for large-scale migrations
- Consider third-party tools like ShareGate or BitTitan for complex scenarios
- Plan your SharePoint site structure before migrating
- Migrate during off-hours to minimise business disruption
Phase 4: User Training & Adoption
The success of your migration depends on user adoption. Invest time in training:
- Schedule training sessions before go-live
- Create quick reference guides for common tasks
- Identify power users who can help others
- Set up a support channel for questions
Power users are your secret weapon
Identify one or two people in each team who pick up new technology quickly. Give them early access and extra training. They will become your first line of support and help drive adoption across the organisation.
Key Training Topics
- Outlook web and desktop differences
- OneDrive sync and sharing
- Teams basics: chat, meetings, and channels
- SharePoint document collaboration
- Security best practices (phishing awareness, MFA)
Common Migration Pitfalls to Avoid
- Not backing up first: Always have a complete backup before migration
- Rushing the process: Allow adequate time for testing and user training
- Ignoring security: Configure MFA and security policies from day one
- Poor communication: Keep users informed throughout the process
- Forgetting mobile devices: Plan for reconfiguring phones and tablets
Test before you switch
Run a pilot migration with a small group of users first. This catches problems before they affect everyone. A one-week pilot with five users is worth more than any amount of planning on paper.