Does Outlook support the dot trick?

No, unlike Gmail, Outlook treats "j.o.h.n" and "john" as different addresses.

Is plus-addressing on by default?

Yes, for all personal Outlook/Hotmail accounts and modern M365 tenants.

In Outlook, go to Settings > Rules and create a rule where "To" contains the alias text.

Recent Outlook updates allow "Send as" from some plus-addresses, but it varies by account type.

Microsoft does not set a specific limit on the number of plus aliases you can use.

Generate alternative Outlook/Hotmail addresses using plus-addressing.

Outlook and Microsoft 365 support "Plus Addressing" to help you create unique versions of your email for different services.

1

Automated plus-sign variants

2

Vendor-specific alias ideas

3

M365 compatibility check

4

Bulk generator for testing

5

Folder routing instructions

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