Why people leave Outlook
The reasons fall into a few categories. Cost: a 5-person team on Microsoft 365 Business Basic pays $30/month. If nobody opens Word, Excel, or PowerPoint, that is $30/month for email hosting alone.
Complexity: Outlook's admin center (Exchange Online) is built for IT departments, not for a founder setting up email for a 4-person team. Shared mailbox setup requires Exchange admin access. Distribution groups, room mailboxes, mail flow rules. It is powerful but overwhelming when you just need team@yourdomain.com to work.
Interface: the new Outlook client has been polarizing. Some users find it slower than the classic version. The web interface is heavy. If you want lightweight email that loads fast, Outlook is not it.
Lock-in: Microsoft 365 integrates everything into a single ecosystem. That is a feature until you try to leave. Migrating email, contacts, and calendar data out of Exchange Online is doable but not trivial.
SHIPMAIL: best for small teams ($4/mo for 3 mailboxes)
SHIPMAIL replaces Outlook for teams that want custom domain email without a productivity suite attached to it. Pricing is flat: $4/month for Solo (3 mailboxes), $9/month for Pro (10 mailboxes, 5 team members), $29/month for Team (50 mailboxes, unlimited members).
Unified inbox. All your mailboxes (personal, support@, hello@) in a single view. Outlook treats each shared mailbox as a separate pane in the sidebar. SHIPMAIL shows everything in one stream, filterable by address.
API and SDKs. Every mailbox is accessible through a REST API with TypeScript and Python SDKs. Send transactional email, read inboxes programmatically, react to incoming messages via webhooks. If your product needs to send or receive email, SHIPMAIL handles it without a separate transactional email provider.
Shared inbox without admin setup. Microsoft 365 has shared mailboxes, but creating one requires the Exchange admin center. No assignment, no internal notes, no collision detection. SHIPMAIL shared inbox works out of the box: create a shared address, invite team members, everyone can see and reply.
A 5-person team comparison: Outlook at $6/user is $30/month. SHIPMAIL Pro is $9/month. Both include custom domain email and shared inbox capability. The difference is $252/year. If the team was also paying for Front or Missive on top of Outlook, the gap widens to over $1,000/year.
What you lose: no Word, Excel, PowerPoint, Teams, or OneDrive. If your team already uses Google Docs, Notion, Slack, and Zoom for those jobs, you are not losing anything.
Google Workspace: best if you're switching ecosystems ($7/user/mo)
Switching from Outlook to Gmail is the most common move. Google Workspace starts at $7/user/month and includes Gmail, Google Drive, Docs, Sheets, Slides, and Meet. If your team already uses Google Docs and Google Meet, consolidating email into the same ecosystem removes friction.
Gmail's search is better than Outlook's. The web interface is faster. Labels instead of folders is a different organizing philosophy, but most people adapt quickly.
The catch: you are trading one vendor lock-in for another. Google Workspace does not have a shared inbox either. The Collaborative Inbox in Google Groups is clunky and limited. No unified inbox across addresses, no API for programmatic access. If shared inbox is a requirement, you will need to add Missive ($15/user) or Front ($19/user) on top.
Zoho Mail: cheapest per-user option ($1/user/mo)
Zoho Mail starts at $1/user/month for the Mail Lite plan. Custom domain email, a calendar, contacts, and 5 GB of storage per user. For a single user who wants the cheapest possible email hosting on a custom domain, this is it.
The interface is clean and functional. Zoho's broader suite (Writer, Sheet, Show) is available at $3/user/month if needed.
The tradeoff: $1/user/month gets you one mailbox with no unified inbox, no API, and no real shared inbox. Zoho Streams adds commenting on email threads, but you cannot assign an email to someone or see whether a colleague already replied. The per-user model means a 10-person team pays $10/month, and the gap with flat-rate options narrows.
Fastmail: best email client experience ($5/user/mo)
Fastmail is what Outlook used to be: a focused email product built by people who take email seriously. The interface is fast, keyboard-friendly, and well-designed. Custom domain support is solid. The calendar uses open standards (CalDAV/CardDAV) and syncs with everything.
For solo professionals or small firms where everyone manages their own inbox, Fastmail is a clean upgrade from Outlook at nearly the same price ($5 vs $6/user/month).
No shared inbox, no unified inbox, no API. Fastmail is built for individuals who want excellent email, not for teams that need collaboration or developer tools.
Proton Mail: best for end-to-end encryption ($4/user/mo)
Proton Mail offers end-to-end encryption. Based in Switzerland, subject to Swiss privacy laws. Proton cannot read your email even if they wanted to, which is a meaningful guarantee that Outlook does not match.
The Mail Essentials business plan starts at $4/user/month (billed annually). Custom domain support, Proton Calendar, and Proton Drive included.
The tradeoff: Proton requires its Bridge app for IMAP/SMTP access, and search is limited because encryption prevents server-side indexing. No shared inbox, no unified inbox, no API. At $4/user/month for a single mailbox, it costs the same as SHIPMAIL Solo which includes three mailboxes plus unified inbox, API, and shared inbox.
Migadu: best for multi-domain setups ($9/domain/mo)
Migadu charges per domain, not per user. The Micro plan is $9/month for 1 domain with unlimited addresses. Mini is $19/month for up to 3 domains.
No webmail, no calendar, no unified inbox, no shared inbox, no API. Migadu is raw email infrastructure: IMAP/SMTP access, good deliverability, simple DNS setup. You bring your own client.
For developers managing 3+ domains with custom email, Migadu is cheaper and simpler than managing multiple Microsoft 365 tenants.
Which alternative is right for your team?
If you need custom domain email with a unified inbox, shared mailboxes, and API access, SHIPMAIL covers all three starting at $4/month for 3 mailboxes. No per-user fees, no separate shared inbox tool.
If you are switching ecosystems and your team already uses Google Docs and Meet, Google Workspace consolidates everything in one place. If you are a solo user optimizing for cost, Zoho Mail at $1/month is the cheapest option. If you want the best individual email experience, Fastmail at $5/user/month is a clean upgrade from Outlook.
If encryption is a hard requirement, Proton Mail is the only option. If you manage many domains, Migadu's per-domain pricing avoids the per-user multiplication.
If your team genuinely uses Word, Excel, PowerPoint, and Teams every day, stay on Microsoft 365. The email hosting is effectively free at that point because you would be paying for the suite regardless.
Migrating away from Outlook
Email history: use IMAP migration to transfer existing emails. Most providers support this. Expect a few hours depending on mailbox size. Contacts: export from Outlook as .csv or .vcf, import into the new provider. Calendar: export as .ics, import into the new calendar.
DNS records: update MX records to point to the new provider. Remove old SPF/DKIM records, add new ones. Most providers give you exact DNS entries to copy-paste. SHIPMAIL auto-configures SPF, DKIM, and DMARC during domain setup.
Do not cancel Microsoft 365 immediately. Keep it active for 2 to 4 weeks after switching MX records to make sure nothing breaks and all forwarding works correctly.