Outlook Like a Boss — 3 Simple Tips

Outlook Like a Boss — 3 Simple Tips

Before I started working full-time in a corporate office, I was a Gmail evangelist. I loved its storage space, its customization, and how easily it integrated with Google Drive, Maps, Calendar, and everything else Google does for me on a daily basis. At work, though, we only use Microsoft Outlook for our email. Bummer!

But for those of you out there (ahem, Millennials) that are being forced to use Outlook for the first time in their real-world jobs (or anyone simply looking for help with Outlook), fear not! I have some tips to help you save time, get organized, and maybe even like Outlook for once!

I’m writing step-by-step instructions for Office 2013. They may not apply exactly to other versions of Outlook.

Schedule Emails with Delayed Delivery

Sometimes you want to get ahead of the game with your emails, but for some reason or another, you don’t really want to send that message just yet. For example, if it’s a Friday at 5:30pm and you know your recipient won’t open the email until Monday morning, sending the email now will only get it buried at the bottom of their weekend-email inbox. Instead, why not schedule the email you wrote to send on Monday morning at 8am?

How to do it:

  1. Click the Pop-Out button to open the email in a new window (if you haven’t already).
  2. Select the Options tab.
  3. Click Delay Delivery.
  4. Under Delivery Options, check the “Do not deliver before” box, and fill in the date and time you’d like your email delivered.
  5. Click Close.
  6. Send your email!

 Outlook Delayed Delivery

Caveat: the timestamp on the email will still be the time at which you clicked “send”, not the delivery time. If, for some reason, you don’t want the recipient to know the actual time you wrote the email, don’t use this method. Set a reminder for yourself instead!

Use Outlook Conversations

Most people, I find, consider and display their emails in order of date and time. But when you have a million complex things on the go, is that really the best way? I made the switch to Conversations, an email arrangement in Outlook, a few months ago, and I’m definitely never going back. Here’s what it looks like:

 Outlook Conversations arrangement

The unopened email is titled with a list of the most recent senders, and the subject line of the parent email. If you click the little arrow or press the right arrow key, a list appears below of all emails in that thread that are in the current Outlook folder. (If there is no arrow, that means that the original email has had no replies.) And if you click it again, it opens the full list of emails in the thread from all of your folders, including the Sent folder. Emails from a different folder will be greyed out That’s my favourite feature — now I don’t need to go hunting in the Sent folder for something I said weeks ago, since I can find relevant emails straight from my inbox!

How to do it:

  1. Select the View tab.
  2. Check the “Show as Conversations” box.
  3. Choose whether you’d like the arrangement to apply to this folder, or all of your folders. (I recommend all of them!)
  4. (Optional — I don’t use these) Click Conversation Settings, then Use Classic Indented View or Always Expand Selected Conversation.

Caveat: If you receive multiple replies to the same email thread before checking your inbox, you may not realize there are older messages to read. If that’s a concern for you, use the “Always Expand Selected Conversation” option mentioned above!

Folders and Filters

Please use folders. It drives me crazy to see inboxes full of emails about all sorts of things, and no folders to put them all away! Plus, if your email policy includes something like “Delete Inbox Messages After 90 Days”, like my office, then moving your emails into folders will save them from unexpected disappearance.

If you receive regular emails that you don’t necessarily need to read, such as a daily dashboard report, it might be good for you to proactively declutter your inbox using filters. Filters send all emails that meet your set criteria into a specified folder. You will find them there if you need to refer to them later.

How to do it:

  1. Create a folder to which emails will automatically be sent.
  2. Select that folder.
  3. Select the View tab.
  4. Click View Settings.
  5. Click “Filter…”.
  6. Create whatever parameters will capture the email you want to filter for (and, hopefully, nothing else). See below for an example.
  7. Accept and Close the popups.

 Outlook Folder Filter Setup


I hope these tips can help you make the most of Outlook at work!

What are your tips for using Outlook like a boss?