Outlook guide: settings, signatures, calendar and fixes

Outlook settings open from the Settings gear at the top right in new Outlook and Outlook on the web, and from File > Options in classic Outlook for Windows.

This guide covers where each setting lives, signatures, calendar sharing, encryption, new vs classic Outlook, and the fixes for the problems readers hit most often.

Outlook settings and email setup on a Windows laptop keyboard
Outlook settings, signatures, calendar sharing and fixes for new Outlook, classic Outlook and Outlook on the web. (Image: pexels.com)

Step-by-step guide to accessing Outlook settings

Each Outlook version keeps its settings in a different place, so find your version in the left column first.

Outlook version Where settings live What you change there
New Outlook for Windows Settings gear at the top right, or View > View settings Accounts, signatures, layout, appearance, compose format, rules
Classic Outlook for Windows File tab > Options (Mail, Calendar, General, Trust Center, Add-ins) Fonts, signatures, encryption, add-ins, new Outlook options
Classic Outlook account settings File > Account Settings > Account Settings Server names, ports, password, sync window, profiles
Outlook on the web and Outlook.com Settings gear at the top of the page Same layout as new Outlook: Accounts, Mail, Calendar, General
Windows Control Panel Mail icon > Email Accounts Classic Outlook account and profile settings without opening Outlook

Work mail lives at outlook.office365.com and personal mail at outlook.live.com, and both use the same Settings pane once you open Outlook on the web.

Feature comparison between new Outlook and classic Outlook versions

New Outlook is built on web technology (WebView2) and shares its code with Outlook on the web, which is why it gets fixes within hours instead of monthly builds.

New Outlook vs classic Outlook availability timeline with opt-in, opt-out and cutover stages
New Outlook and classic Outlook move through opt-in, opt-out and cutover stages in Microsoft’s timeline. (Image: Microsoft)

Classic Outlook is the Win32 app from Microsoft 365 and Office, and Microsoft supports it until at least 2029. The table compares the features that decide which one fits you.

Feature New Outlook Classic Outlook
COM add-ins, VBA macros and the Outlook Object Model Not supported Supported
Web add-ins Supported (not for third-party accounts) Supported (not for third-party accounts)
PST files Partial support Full support
Working offline Partial support Full support (Cached Exchange Mode)
Rules Partial; no rules import or export Full, including rules import and export
Quick Steps, mail merge, search folders Partial Full
Pin, snooze, schedule send, undo send Yes Not available as built-in features
Copilot and Microsoft Teams integration Native, with extra Copilot features Copilot available, without the new-only extras
iCloud and Gmail accounts Supported Gmail supported; iCloud partial
Updates Service-delivered within hours Monthly or semi-annual channel builds

Most complaints about new Outlook come from the first rows: missing COM add-ins, partial PST support and no rules import or export. The full breakdown of new Outlook vs old Outlook explains each gap.

Should you switch to new Outlook now?

Classic Outlook is still widely used because businesses depend on COM add-ins, macros and local PST archives. New Outlook has improved on speed, search and features such as snooze and undo send.

Your situation Use this version Why
You rely on a COM add-in, VBA macro or mail merge Classic Outlook New Outlook cannot run COM add-ins or macros
You archive mail in local PST files Classic Outlook New Outlook supports PST files only partially
You use Outlook.com, Gmail or iCloud on a home PC New Outlook Free, preinstalled on Windows 11, and adds pin, snooze and schedule send
You want Copilot and Teams inside your mail New Outlook Copilot and Teams are built in
Your company has not enabled the toggle Classic Outlook Admins control the switch for work accounts

Some Microsoft 365 users prefer classic Outlook simply because their workflow depends on features that new Outlook marks as partial or not supported.

How to switch between new Outlook and old Outlook

Classic Outlook shows a Try the new Outlook toggle at the top right. New Outlook shows a New Outlook toggle in the same place.

Outlook guide: settings, signatures, calendar and fixes
Switch from new Outlook to classic Outlook from the Help tab with Go to classic Outlook. (Image: Microsoft Q&A)
  1. In classic Outlook, turn on Try the new Outlook at the top right to try new Outlook now.
  2. To go back, turn off the New Outlook toggle in new Outlook.
  3. Choose Switch back to classic Outlook to stay there, or Use classic Outlook this time for one session.
  4. If the toggle is gone, open the Help tab in new Outlook and select Go to classic Outlook.
  5. To stop the automatic switch to new Outlook, go to File > Options > General in classic Outlook.
  6. Under New Outlook options, clear Automatically switch me to new Outlook.

Microsoft moves Microsoft 365 Personal and Family users to new Outlook automatically. You can switch from Outlook (new) to classic at any time, and new PCs without the desktop app can still install classic Outlook on Windows 11.

How to add a signature in Outlook’s new version

An Outlook email signature puts your name and contact details in every message without retyping them. You can save several signatures, for example one internal and one external.

  1. Select Settings at the top right of new Outlook.
  2. Select Accounts > Signatures.
  3. If you have more than one account, pick the account for this signature.
  4. Select Add signature and give it a distinct name.
  5. Type your signature in the editing box and format the font, color and style.
  6. Use the checkboxes to add it to new messages, replies and forwards, or leave them blank.
  7. Select Save.

To insert a saved signature by hand, open New mail, go to the Insert group on the Message tab and select Signature. To change one later, select the Edit signature button next to it under Accounts > Signatures.

How to add a signature in Outlook’s classic version

These steps work in classic Outlook for Microsoft 365, Outlook 2016, Outlook 2019 and Outlook 2021, and they let you add an image or logo.

  1. Open a new email message.
  2. On the Message tab, select Signature > Signatures.
  3. In the E-mail account box, choose the account for the signature.
  4. Under Select signature to edit, select New, then type a name.
  5. Compose the signature under Edit signature.
  6. To add a logo, select the image button, pick the file and select Insert.
  7. Under Choose default signature, set New messages and Replies/forwards.
  8. Select OK.

To insert a signature manually in classic Outlook, select Signature on the Message tab and pick one from the flyout. To resize a logo, right-click it, choose Picture, open the Size tab and keep Lock aspect ratio checked.

How to create a signature in Outlook for the web

Outlook on the web and Outlook.com store their own signature, separate from the desktop app, so create one in each place you send from.

  1. Select Settings at the top of the page.
  2. Select Accounts > Signatures.
  3. Select Add signature and enter a name.
  4. Type and format the signature in the editing box.
  5. Tick the boxes for new messages, replies and forwards as needed.
  6. Select Save.

In the Outlook app for Android, iPhone and iPad, open Settings, tap Signature under Mail, and turn on Per Account Signature to give each account its own. Outlook for Mac has its own signature settings in the app.

How to encrypt emails in Microsoft Outlook

Encryption turns a message into cipher text that only the intended recipient can read. You need a qualifying Microsoft 365 subscription, and S/MIME also needs a digital ID (certificate) installed.

What you want Outlook version Path
Encrypt a single email with Microsoft Purview (Office 365 encrypted email) Classic Outlook In the message, Options > Encrypt, then pick Encrypt or Do Not Forward
Encrypt a single email with Microsoft Purview New Outlook Options > Encrypt, then choose an option (needs an Office 365 Enterprise E3 license)
Encrypt one email with S/MIME certificates New Outlook Options > More Options, tick Encrypt this message (S/MIME)
Encrypt one email in Outlook on the web (OWA) Outlook on the web More options > Message options, tick Encrypt this message (S/MIME)
Set all emails to encrypt by default Classic Outlook File > Options > Trust Center > Trust Center Settings > Email Security, tick Encrypt contents and attachments for outgoing messages
Set all emails to encrypt by default New Outlook and the web Settings > Mail > S/MIME, tick Encrypt contents and attachment for all messages I send (the web needs the S/MIME control installed)
Encrypt email in Outlook mobile (iOS and Android) Outlook mobile Turn on S/MIME in the app first; Purview-encrypted mail opens on both platforms

Encrypting protects sensitive data such as contracts and personal details from anyone who intercepts the message. Any message with a digital signature or an IRM restriction such as Do not forward is encrypted automatically.

Encrypt vs. digitally sign: what’s the difference?

Encryption hides the content. A digital signature (S/MIME) proves the sender's identity and shows the message was not tampered with, using a digital ID from a certification authority.

The security options you get depend on your account type. This table lists each one and who can use it.

Security option Work or school account with Microsoft 365 Microsoft account with Microsoft 365 Microsoft account without Microsoft 365
Use encryption to prevent unauthorized access Yes Yes No
Send messages with a digital signature to verify sender identity Yes No No
Protect messages with Information Rights Management (IRM) Yes No No
Apply sensitivity labels to your emails Yes No No
Open encrypted or protected emails sent from others Yes Yes Yes

Sensitivity labels only classify a message, such as Confidential or Public; they do not stop recipients acting on it. Recipients on other mail services get a link that opens the protected message in the Microsoft Purview Message Encryption portal.

Update or change your email settings in Outlook for Windows

Change account settings after a password change, when your provider asks for new server details, or when sending and receiving stops working.

Outlook email settings in the classic Account Settings menu with Server Settings
Outlook email settings: select Account Settings, then Server Settings to correct the server, port, encryption or password. (Image: Microsoft)
  1. Open classic Outlook and select File.
  2. Pick the account from the drop-down under Account Information.
  3. Select Account Settings, then Server Settings.
  4. Select Incoming mail or Outgoing mail and update the password, server name, port or authentication.
  5. Select Next > Done.

The same menu holds Account Name and Sync Settings, Change Profile and Manage Profiles. Server names and ports for each provider are listed in the walkthrough to set up a POP3 or IMAP account.

Changing email account settings via Control Panel

Outlook account settings are stored in your mail profile, which the Mail applet in Control Panel edits even when Outlook will not open. You need the account type, server names, and SSL and port settings.

  1. Type control panel in the taskbar search box on Windows 11 or Windows 10 and open Control Panel.
  2. Search for and open Mail.
  3. In Mail Setup – Outlook, select Email Accounts.
  4. Select the account and choose Change.
  5. Check the incoming and outgoing mail servers, user name and password.
  6. Select More Settings > Advanced and compare the port numbers and encryption type.
  7. Select OK, then Test Account Settings; green check marks mean the settings work.

Change settings for mail

Most Outlook mail settings sit in the same Settings pane in new Outlook, Outlook on the web and Outlook.com. Classic Outlook spreads them across the View tab and File > Options.

Outlook mail settings in classic Options with delivery and read receipt tracking
Outlook mail options: the Tracking area of File > Options > Mail holds the delivery and read receipt checkboxes. (Image: Microsoft)
Setting New Outlook and the web Classic Outlook
Dark mode and theme Settings > General > Appearance File > Office Account > Office Theme > Black
Default message font and format Settings > Mail > Compose File > Options > Mail > Stationery and Fonts
Read receipts Settings > Mail > Message handling File > Options > Mail > Tracking
Conversations Settings > Mail > Layout > Message organization View > Show as Conversations
Message list and Focused Inbox Settings > Mail > Layout View > Show Focused Inbox
Reading pane position View > Layout > Reading pane View > Layout > Reading Pane
Message options such as missing-attachment warnings Settings > Mail File > Options > Mail

Outlook on the web offers three read receipt choices: Ask me before sending a response, Always send a response and Never send a response. Each one is explained with the steps to turn read receipts on or off.

You can also enable dark mode in Outlook per device, and change the default font for every new message.

What you can do with Outlook settings

Beyond layout and signatures, everyday sending features each have a menu path. The table gives the path and the full walkthrough.

Task Where to start Full walkthrough
Schedule an email Send drop-down > Schedule send in new Outlook and the web schedule an email in Outlook
Hold every message before it goes A classic Outlook rule that defers delivery delay send for all emails
Recall a sent message Works only inside one Microsoft 365 organization recall an email in Outlook
Set automatic replies File > Automatic Replies (classic) or Settings > Accounts > Automatic replies set an out of office reply
Hide recipients Show the Bcc field in the message window use BCC in Outlook
Add emojis Open the emoji panel while the cursor is in the message insert emojis in Outlook email
Mail a group in one address Contact groups (classic) or contact lists (new Outlook) create an email group or add members to a distribution list

How to share Outlook calendar

Calendar sharing in new Outlook adds one person at a time and lets you choose how much they see.

Share Outlook calendar permission levels from Not shared to Can edit
Sharing an Outlook calendar: pick a permission level from Can view when I’m busy up to Can edit. (Image: Microsoft Q&A)
  1. Select Calendar in the navigation pane.
  2. On the Home tab, select Share Calendar.
  3. On Sharing and permissions, enter the person's name or email address.
  4. Open the drop-down next to their name and pick Can view when I'm busy, Can view titles and locations, Can view all details, Can edit or Delegate.
  5. Select Share.

In classic Outlook, delegates are added under File > Account Settings > Delegate Access, and they get Editor rights to your calendar by default. A team that needs one shared schedule can create a group calendar through a Microsoft 365 group.

To find a meeting time, the Scheduling Poll in Outlook sends attendees time options and books the slot once required attendees agree. Apple users can add iCloud Calendar to Outlook on Windows.

Outlook desktop app, Outlook on the web and Outlook mobile app setup

Before any setting matters, Outlook needs to be installed and signed in. The desktop app gives full control, Outlook on the web runs in any browser, and the mobile app keeps the essentials.

Outlook setup in new Outlook for Windows Add account dialog
Outlook account setup: pick a suggested account or type a different email address, then select Continue. (Image: Microsoft)
Starting point What to do
No Microsoft address yet Create an Outlook email account free at outlook.com
Old Hotmail address Sign in at Outlook.com with the same address; the Hotmail sign-in steps cover recovery
Signing in safely Add a passkey or two-step verification to your Outlook.com login, or sign in with a QR code from the mobile app
Windows 11 PC without Outlook Install Outlook on Windows 11 from the Microsoft Store
Windows Mail app user Mail and Calendar support ended on December 31, 2024, so reinstalling the Mail app no longer gives a working client
Existing Gmail or work address Add an existing email account through Accounts > Add account
Browser only Install Outlook on the web as an app; the Outlook PWA explained covers Edge and Chrome, and you can pin the PWA to your desktop
Linux PC There is no desktop app; run Outlook on Linux through the web version

Advanced customization options (all platforms)

Power users and admins change Outlook configuration beyond the Settings pane. These are the advanced options most people look for.

Option What it does Details
Add-ins Add features from Get Add-ins or Add apps install and manage add-ins; the Mimecast tab in Outlook is a common example
Shared mailbox An admin creates it and adds you; it appears after a restart add a shared mailbox
Alias A second address that delivers to the same inbox create an alias in Outlook
PST data files Local archive of mail, contacts and calendar items in classic Outlook Outlook PST files and when to avoid them
Message size limit Exchange Online sends up to 35 MB and receives up to 36 MB by default Admins can configure the max email size up to 150 MB

How to check which Outlook version you have

Check Outlook version in Office Account Product Information with Update Options
Outlook version and updates: File > Office Account shows Product Information and Update Options. (Image: Microsoft)
  1. Look at the top right of the Outlook window.
  2. A New Outlook toggle that is on means you run new Outlook for Windows.
  3. A Try the new Outlook toggle, or a File tab with Options, means classic Outlook.
  4. A browser address of outlook.office365.com or outlook.live.com means Outlook on the web.
  5. Pick the matching tab in any Microsoft support article before following its steps.

The most common new Outlook complaints (and what to do)

Match the symptom to its usual cause, then apply the fix in the right column. These cover new Outlook and classic Outlook.

Symptom Likely cause Fix
Outlook only opens in Safe Mode A COM add-in or a /safe switch in the shortcut Turn off the add-in and fix Outlook stuck in Safe Mode
Not all emails show in the inbox A filter, Focused Inbox, a rule or a short sync window Clear the filter and find missing inbox emails
New mail does not arrive Sync paused or Work Offline turned on Press F9 to refresh the Outlook inbox
Messages stuck in the Outbox Large attachment, offline mode or a password prompt Open the Outlook Outbox folder and resend
Attachment too large to send Size limit on the client or the Exchange mailbox Raise the attachment size limit
"The name cannot be matched to a name in the address list" Stale nickname cache or a hidden mailbox Clear the nickname cache error
"Cannot open the set of folders" or a corrupt data file Damaged .pst or .ost file Repair it with the Inbox Repair tool
Copilot buttons missing in classic Outlook An Outlook build issue Microsoft has since fixed Update Outlook and check the classic Outlook Copilot buttons fix

Potential issues with Outlook settings

Why do my Outlook view settings keep changing?

An update moved a layout option, or Outlook switched you to new Outlook, which keeps view settings separately.

Outlook settings problems: start Outlook in safe mode with the Run command
Outlook safe mode: right-click Start, select Run, type Outlook.exe /safe and select OK. (Image: Microsoft)
  1. Check the toggle at the top right to confirm which Outlook you are in.
  2. In classic Outlook, use View > Change View to pick your view again.
  3. Select Apply Current View to Other Mail Folders so every folder matches.
  4. In new Outlook, reset the layout under Settings > Mail > Layout, or change the inbox view back step by step.

The Try the new Outlook toggle doesn't appear

Classic Outlook is a one-time purchase version or standalone license, the work account is not supported, or an admin hid the toggle.

  1. Confirm you run Outlook from a Microsoft 365 subscription.
  2. Install the latest Outlook updates.
  3. Ask your IT admin whether new Outlook is allowed for your account.

Troubleshooting common Outlook encryption issues

The recipient's public key is missing, or your account lacks a qualifying Microsoft 365 subscription.

  1. Confirm your subscription includes encryption.
  2. For internal recipients, check your connection so Outlook can read the key from the global address list.
  3. For external recipients, exchange a digitally signed email first and install their certificate.
  4. Send again; if Outlook warns that some recipients cannot decrypt, remove them or send unencrypted.

Outlook will not start, or the folder pane is broken

A faulty add-in or a damaged navigation pane file.

  1. Press Windows + R, type Outlook.exe /safe and select OK to open Outlook in safe mode.
  2. If it starts, turn off COM add-ins under File > Options > Add-ins > Go.
  3. If the folder pane is the problem, close Outlook and run Outlook.exe /resetnavpane from the Run box.

How to reset Outlook to default settings

Classic Outlook has no single reset button. Command-line switches reset one area each, and a new profile resets account settings.

  1. Close classic Outlook completely.
  2. Press Windows + R to open the Run box.
  3. Type Outlook.exe /cleanviews and select OK to restore default views; custom views are lost.
  4. To rebuild the folder pane, close Outlook again and run the /resetnavpane command the same way.
  5. To reset account settings, run Outlook.exe /profiles, select New, name the profile and add your email account.

Run one switch at a time. New Outlook keeps its settings in your account online, so it has no equivalent local reset.

Outlook settings FAQ

Where is Outlook settings menu?

In new Outlook and Outlook on the web, select the Settings gear at the top right. In classic Outlook, open the File tab and select Options. Account server settings in classic Outlook sit under File > Account Settings > Account Settings.

Where is Outlook settings in Windows 11?

On Windows 11, new Outlook is preinstalled and its settings open from the gear icon at the top right or from View > View settings. Classic Outlook account settings can also be changed from Control Panel > Mail > Email Accounts.

How do I reset Outlook to default settings?

Close classic Outlook, press Windows + R and run Outlook.exe /cleanviews to restore default views, or Outlook.exe /resetnavpane to rebuild the folder pane. For account problems, create a new profile with Outlook.exe /profiles and add your account again.

How do I change Outlook font settings?

In classic Outlook, go to File > Options > Mail > Stationery and Fonts and set the font for new mail and replies. In new Outlook and on the web, set the default font under Settings > Mail > Compose.

Why did my Outlook settings change?

The usual reason is that Outlook switched you to new Outlook, which keeps its own settings, or an update moved a layout option. Check the toggle at the top right, then set the view again under View or Settings > Mail > Layout.

Why is Outlook asking for IMAP settings?

Outlook asks for IMAP settings when it cannot detect your provider's servers automatically. Enter the incoming and outgoing server names, ports and encryption type from your email provider, then test the account.

How do I share my Outlook calendar?

In new Outlook, open Calendar, select Share Calendar on the Home tab, enter the person's address, pick a permission such as Can view all details or Can edit, and select Share. Each person is added one at a time.

How do Outlook calendar polls work?

A Scheduling Poll sends attendees a set of proposed times to vote on. Outlook limits the options to working hours and schedules the meeting automatically once the required attendees agree on a slot.

How do I add a calendar to Outlook?

In Outlook on the web or Outlook.com, select Add calendar, then Subscribe from web and paste the calendar's URL. Work accounts can also choose Add personal calendars to connect an Outlook.com or Google calendar.

Why do I have Mail and Outlook settings?

Windows has a Mail icon in Control Panel that edits classic Outlook profiles and accounts, separate from the settings inside Outlook. The old Windows Mail app is a different program whose support ended on December 31, 2024.

Bottom line: which Outlook should you use?

Use new Outlook for personal accounts and stay on classic Outlook only if you depend on COM add-ins, macros or PST archives. New Outlook puts settings, signatures and calendar sharing in one Settings pane and updates within hours, while classic Outlook still runs the add-ins and local data files that many businesses need.

Philip Celasco

Philip is a Texas-based technology writer and IT administrator at Techdows.com with more than 10 years of experience creating practical content for everyday users and professionals. He specializes in web browsers, particularly Chromium-based platforms such as Google Chrome, Microsoft Edge, Brave, and Opera. Through his work as an IT administrator, Philip has hands-on experience managing devices, configuring browser policies, troubleshooting software and network issues, and helping people resolve problems that affect productivity and security. His articles are based on practical testing and real-world technical experience. He covers browser settings, extensions, performance problems, privacy controls, security features, and Windows troubleshooting. Outside work, Philip enjoys the quieter side of life in Texas and stepping away from the screen when he can. He has two kids, two cats and loves to play golf with his mother during the weekends.

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