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The New Outlook Setup Checklist: Settings Worth Configuring on Day One

Nick Ross4 min read
Getting started with the NEW Outlook | Top Tips for being Productive

TL;DR

  • The new Outlook puts signatures, Bookings pages, themes, and automatic replies under Settings > Accounts, and configuring them takes minutes.
  • Schedule send, polls, message recall, and slash-key file attachment are the new Outlook features that save the most time per email sent.
  • The sweep feature deletes or moves all mail from a sender and doubles as a fast way to create inbox rules for future messages.
  • Right-clicking any message exposes the security actions worth teaching users: report phishing, report junk, and block sender.
  • Teams, To Do, Loop, Viva Insights, and Copilot are built into the new Outlook, including drag-and-drop from email to calendar events and tasks.

The new Outlook lands with a modern design, tighter Microsoft 365 integration, and a pile of settings that most users will never find on their own. That is a missed opportunity, because ten minutes of setup unlocks features that pay off on every email afterward. This checklist walks the settings in the order worth doing them, as of March 2024: identity and appearance first, then the sending features, inbox control, the security actions every user should know, and the integrations that turn Outlook into more than a mail client.

Make the account yours in the first ten minutes

Four quick settings personalize the experience and save questions later.

Signature. Add a personalized signature with your name, title, contact information, even a logo or image. Go to Settings > Accounts > Signatures > + New Signature.

Signature editor in new Outlook settings under Accounts

Bookings with Me. Outlook can automatically create your bookings page and link it from your email signature, so anyone can book time with you in a slot where you are both free.

Bookings with Me page linked from an Outlook email signature

Theme and dark mode. Choose a theme to change the look and feel, and enable dark mode to reduce eye strain and save battery. Go to Settings > View all Outlook settings > General > Appearance.

Appearance settings in new Outlook with theme and dark mode options

Automatic replies. Before any time away from email, set an auto-reply that says when you will be back and who to contact for anything urgent. Go to Settings > Accounts > Automatic replies.

Which sending features actually save time?

Email stays the most common workplace communication channel and one of the most time-consuming. These four features cut the per-message cost.

Schedule sends. Write the email now, deliver it later at a time that suits you and your recipient. No more sending at inconvenient hours or forgetting entirely. Click the arrow next to the Send button and choose Send later.

Send later scheduling option in the new Outlook compose window

Polls. Create and send polls to recipients and collect responses in real time, which beats a reply-all thread for gathering feedback, opinions, or preferences. Click the Poll button in the message toolbar and choose New poll.

Creating a poll from the message toolbar in new Outlook

Recall emails. Sent something by accident? If the recipient has not opened it yet, you can pull it back. Go to Sent Items, open the email, and click Message tab > Actions > Recall This Message.

Recall This Message action on a sent email in new Outlook

Attach documents the fast way. Attach files or insert links to files in OneDrive or SharePoint, which shares documents more securely and saves mailbox space. Click Attach in the message toolbar and choose Browse this PC, Browse web locations, or Browse cloud locations. Faster still: type a forward slash in the message body and start typing the file name.

Quick file attachment using the forward slash shortcut in new Outlook

Three habits that keep the inbox under control

Categories. Assign colors and names to categories of email, then use them to group and sort. Create or edit categories under Settings > View all Outlook settings > Accounts > Categories; apply one by right-clicking an email and choosing Categorize.

Sweep. Delete or move all email from a specific sender, or keep only the most recent message from them. Sweep is also a new, fast way to create inbox rules that apply to future messages. Right-click an email and choose Sweep.

Sweep options for cleaning up mail from a sender in new Outlook

Flag and pin. Flag emails that need follow-up; pin the ones that should stay at the top of the inbox. Both live in the right-click menu.

Flag and pin actions on an email in new Outlook

The security actions every user should know

These are the toggles worth covering in any end-user training, because each one protects data or identity.

Report phishing and junk. Reporting suspicious mail helps Outlook improve its filters and keeps users out of scams and malware. Right-click the email and choose Report phishing or Report junk.

Report phishing and report junk options in the new Outlook right-click menu

Block senders. Stop mail from a specific sender from ever reaching the inbox. Right-click the email and choose Block.

Encrypt messages. Make sure only the intended recipients can read sensitive or confidential content. Click the Encrypt button in the message toolbar and choose Encrypt or Encrypt and prevent forwarding.

Encryption options in the new Outlook message toolbar

Apply sensitivity labels. Labels mark the level of protection or disclosure a message requires and keep users inside organizational policy. Click the Sensitivity button in the message toolbar and choose a label.

Applying a sensitivity label from the message toolbar in new Outlook

Five Microsoft 365 apps now live inside Outlook

The integration story is the strongest argument for the new client. Teams, To Do, Loop, Viva Insights, and Copilot all work without leaving the app.

Microsoft Teams. Chat, call, and meet with colleagues from inside Outlook, send emails to Teams channels, and create Teams meetings from the Outlook calendar.

Teams integration inside the new Outlook

Microsoft To Do. Create and manage tasks synced with Outlook tasks, create tasks from emails, or add emails to existing tasks. You can now drag and drop an email directly onto a calendar event or To Do item.

Dragging an email into a To Do task in new Outlook

Microsoft Loop. Create and edit components such as tables, lists, notes, and calendars, embed them in emails, and collaborate on them in real time. Click the Loop button in the message toolbar and choose New component or Insert component.

Inserting a collaborative Loop component into an email

Microsoft Viva Insights. Track and improve well-being, productivity, and collaboration with personalized recommendations like break reminders and focus time. Click the Viva Insights icon in the left sidebar.

Microsoft Copilot. Get writing tips, grammar checks, tone analysis, and sentiment scores on drafts, plus a dashboard of email performance and feedback. Click the Copilot button in the message toolbar and choose Show Copilot or Show dashboard.

Work through the checklist once and the new Outlook stops being a different mail client and starts being a faster one.

Frequently asked questions

How do users link a Bookings page to their signature?

The new Outlook can automatically create a bookings page and link it from the email signature, so recipients can book time in slots where both calendars are free.

Can a sent email be taken back in the new Outlook?

Yes, if the recipient has not opened it yet. Open the message from Sent Items and choose Message tab > Actions > Recall This Message.

Where do encryption and sensitivity labels live?

Both are in the message toolbar when composing. Encrypt offers Encrypt or Encrypt and prevent forwarding; the Sensitivity button lists the labels your organization has published.

Rolling new Outlook out across clients?

User-facing features are the easy half. CloudCapsule checks the tenant settings underneath, 250+ controls in about 60 seconds, so mail flow, sharing, and labeling policies are verified before the migration tickets arrive.

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Nick Ross

Written by

Nick Ross

CEO · Microsoft MVP · Founder, T-Minus 365

Nick is not just a CEO, he's a respected thought leader and influencer in the MSP space. Tens of thousands of MSPs learn through his YouTube channel, T-Minus365. Nick has been honored as a three-time Microsoft MVP for his educational content; his expertise and influence are the backbone of our mission, ensuring that you are in the best hands when it comes to security.

Nick joined Pax8 in 2017, where he would ultimately oversee product management for PSA and Microsoft integrations. Following his tenure at Pax8, Nick has continued to demonstrate his leadership prowess as an executive at various MSPs, culminating in his most recent role at Sourcepass.

Nick holds a Bachelor's Degree in Business Management from Florida State University, as well as a Minor Degree in Entrepreneurship. In his free time, Nick is an avid hiker, reader, and fitness-junkie.

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