Meet Cortana: The ultimate guide to Windows 10's helpful digital assistant

Windows 10's Cortana digital assistant is pretty darn easy to use, but she becomes even more powerful with some tinkering.

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What can Cortana do?

Whew! Now that Cortana’s tweaked and tuned, let’s spend some time talking about what she’s actually capable of in Windows 10. You can find a full list by asking Cortana “What can you do?” but here are the highlight features.

One cool tidbit: Because Cortana’s smarts are based in the cloud and tied to your Microsoft Account, all of your settings and reminders will carry over to other Windows 10 PCs, Windows Phone 8.1 devices, and (one day) Windows 10 Mobile phones that you log into. Microsoft will release standalone Cortana apps for Android and iOS soon, too.

Search

Most crucially, Cortana handles all search functions for the operating system—and she has a few tricks up her sleeve.

windows 10 cortana search

Cortana’s search results for “Windows 10.” I have a ton of Windows 10-related pictures and photos on my PC and in OneDrive, but they’re only surfaced if you click the “My stuff” button at the bottom.

First of all, Cortana doesn’t only search your local files and system settings, but also the web, the Windows Store, and any files stored in the OneDrive cloud storage associated with your Microsoft Account. Finding your personal files about a topic takes a few extra clicks, however. Searching for something basic like “Windows 10” shows Bing search findings by default—even if you have a ton of pictures and documents about Windows 10. You’ll need to click on the “My stuff” button at the bottom of Cortana’s search suggestions—which unfortunately can’t be set as a default—to scour your local files.

Unless you take advantage of Cortana’s awesome natural language search support, that is.

windows 10 cortana find pictures june

Windows 10’s Cortana’s results after scanning my files for “pictures from June.”

Cortana groks commands you issue in natural language, so saying “Find pictures from June” or “Find documents about Windows 10” will immediately scan your files for matching results. You can even get fancy, mixing and matching modifiers with searches like “Find documents about Windows 10 from June.”

Reminders

Cortana can also schedule reminders for you, tied not just to specific times but also specific locations (pulled from the Maps app) and contacts (pulled from the People app). When you tie a reminder to a location, it’ll appear the next time you visit the place, while contact-based reminders kick in the next time you communicate with the person.

windows 10 cortana reminders

Cortana arranging a reminder after being told “Remind me to call mom Friday at 5”.

You can set reminders two ways: By opening Cortana and clicking the light bulb “Reminder” icon in the left-hand pane, or by once again using natural language commands starting with “Remind me to...”

For example, you could say “Remind me to call Mom Friday at 5” or “Remind me to get my keys when I’m home” and Cortana will intelligently handle the dirty work, asking you to verify that the details are correct. If you say something like “Remind me to pick up eggs at the supermarket,” Cortana will locate the nearest one and ask if that’s the location you’re asking about, allowing you to tweak it if not.

windows 10 cortana reminder at supermarket

Alas, Cortana doesn’t handle people-based reminders very well with natural language. Saying “Remind me to tell Jennifer about eggs” results in a reminder with “Tell Jennifer about eggs” as the status, and nobody filled in as the contact.

Need to wake up? Cortana can set proper alarms with commands like “Set an alarm for...” and “Wake me up in 30 minutes,” too.

Notifications and cards

Cortana pulls information from your various connected accounts to pop up notifications from time to time. If you have a meeting or event scheduled that day, for example, it’ll appear at the top of the “at a glance” card interface that appears whenever you open Cortana. (Cortana can also theoretically tell you when it’s the best time to leave for a scheduled event based on traffic conditions, but I’ve yet to see that work in practice.)

windows 10 cortana cards at a glance

Cortana’s personalized card interface, which appears when you click on the search bar or summon Cortana with your voice.

The “at a glance” card interface when you open Cortana is really the digital assistant’s bread and butter, beyond search and reminders. That’s where the interest options you specified during setup will appear—news, stock info, restaurant reminders, etc.—as well as personal information you need to know, like flight statuses for your travel arrangements and meeting reminders.

One issue: Cortana’s card interface can become pretty crowded if you’ve selected several topics of interest, so you’ll need to scroll down quite a bit to see everything. Fortunately, the assistant does a good job of placing more important personal information at the top.

Edge browser integration

Cortana’s also baked into Windows 10’s new Edge browser. When you visit certain websites or search for certain topics, a small blue Cortana logo in the browser bar will pulsate, letting you know that Cortana has additional details. Select it and the assistant will pop in via a right-side pane, with supplemental information like travel distance to the location you’re looking at, Yelp reviews, and photos of the place.

windows 10 cortana edge browser

Cortana sometimes pops up with supplemental results when you’re using Windows 10’s new Edge browser.

Try it for yourself! Open Edge and browse to the website for Trattoria Cuoco, a Seattle area restaurant, to see an example. Sadly, there’s no way to tell when a website will feature additional details from Cortana—visiting the websites for several popular New Hampshire restaurants proved fruitless.

Identify and play music

Cortana does a pretty mean Shazam impersonation. If you want to know the name of the tune that’s playing right now, either say “Find song” or ask Cortana “What is this song?” She’ll listen for a minute, then spit out the answer.

Alternatively, Cortana can kick off your playlists by using commands like “Play music,” “play all artists,” “play all albums,” et cetera, though only “play music” seems to work consistently right now. You can also tell Cortana to play the next track or the previous track, to pause or resume the jams, or shuffle the songs you’re listening to.

Open things

You can tell Cortana to “Open <program name>” and she will. “Show me the weather” will cause the weather forecast to appear in Cortana’s interface. 

Fun stuff

Cortana will also goof around with you if you’re feeling playful.

windows 10 cortana tell me a joke

Tell me a joke, Cortana.

You can still coax Cortana into answering a wide range of fun prompts. PCWorld’s “ Ask Cortana anything” feature details a whopping 59 of them—and that’s just the tip of the iceberg. Try these ones to start. Be sure to select the “Lets chat” rather than the “Search the web” option in the results to see her answers, and most of these have more than one answer if you ask repeatedly.

  • Tell me a joke
  • Surprise me
  • Sing me a song
  • What does Cortana mean?
  • Who is your creator?
  • What do you think of Siri?
  • Who is your daddy?
  • Do you know Clippy?

Again, check out our “Ask Cortana Anything” feature for tons of additional playful easter eggs.

Cortana will only get better from here

Because Cortana’s smarts are based in the cloud, the digital assistant is constantly evolving.

Microsoft has a continued roadmap for her development after Windows 10’s debut, particularly her Edge browser integrations.

We have a few suggestions for ways Microsoft could make Cortana even more useful in Windows 10.

windows 10 cortana anything i can do

We’d like to see an option to have Cortana search “My stuff” rather than the web by default for generic terms, and deliver more consistent supplemental results inside the Edge browser. It’d also be nice if you could opt for more in-your-face notifications for big personal events, and if Cortana did a better job of intelligently filtering the news, sports, etc., that you’d likely be interesting in seeing right now to the top of the at-a-glance card interface.

Cortana can also theoretically be used to start email messages, using commands like “Send mom an email” or “Write an email to Jennifer.” Indeed, entering commands like that causes Cortana to surface a “Send an email” prompt, but actually selecting it causes Cortana to pause for a second, then she simply searches the web for the term.

All those gripes aside, Cortana’s already proving to be a worthwhile addition to the Windows 10 ecosystem—a truly helpful, personalized assistant that carries over between all your devices. We can’t wait to see where she goes from here.

Wondering how else you can squeeze more from Microsoft’s new operating system? Be sure to check out PCWorld’s guides to the coolest new features you should check out first and the best Windows 10 tips, tweaks, and tricks.

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