Outlook
Worth it
Confidence: Medium
Use free Outlook.com for personal email, and it's the default pick if your workplace already runs Microsoft 365.
New check
Comparison
Outlook lands on Worth it, and MDaemon Simple Secure Email lands on Depends.
Use free Outlook.com for personal email, and it's the default pick if your workplace already runs Microsoft 365.
Buy if you have IT staff and want cheap, controlled, self-hosted email instead of Microsoft 365.
| Compare | Outlook | MDaemon Simple Secure Email |
|---|---|---|
| Verdict | Worth it | Depends |
| Best for | Personal email users | SMBs with in-house IT |
| Who it's not for | Customer support teams needing shared inboxes | Teams without a dedicated mail server admin |
| Privacy | Multiple critical RCE CVEs patched 2025-2026; FBI warns of Outlook/M365 account hijacking.⁶ | Actively patched and security-focused, but a recurring CVE history means you must apply updates promptly. |
| Support quality | Feedback portals reportedly ignored; complaint threads common | No independent support evidence found |
| Public sentiment | Users value Outlook's depth and Microsoft integration, but the forced New Outlook migration drew heavy criticism.¹ | Long-time reviewers praise easy spam management and reliability, and G2 badges consistently rank it near the top of email software.13 |
| Biggest gotcha | Classic Outlook features missing in New Outlook; migration is effectively forced on Windows users⁴ | $2,307 vs $25,200 comparison excludes server hardware, Windows licenses, and admin salaries . verify total cost first. |