Microsoft Cortana on the PC: She's not fully alert in Build 9926 of Windows 10

Microsoft Windows 10 Cortana
Mark Hachman

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“Cortana? Hey, Cortana? Remind me to...” Damn. She’s gone. And that’s basically the Cortana experience in Build 9926 of Windows 10. Microsoft’s digital assistant has migrated to the desktop, but she’s just not as reliable as her Windows Phone iteration.

After Microsoft made Build 9926 available to the public on Friday morning, I downloaded it using my existing Windows 10 preview build. The download was relatively quick, but if you grab it yourself, make sure you have your existing Windows build updated before you install the new build. If you don’t, you may receive a “this update failed to install” error.

We already tried out Build 9924 in Redmond, and we’ll have a more in-depth hands-on of 9926 a bit later. But for now we want to focus on Cortana, the flagship addition to Windows. 

So far, she’s a bit flaky. 

Microsoft Windows 10 Cortana notebook Mark Hachman

Cortana’s notebook is still present, with all of your interests and topics.

Initially, Cortana appears just as a search bar in the bottom left of the screen, alongside her circular icon. Tap it, and Cortana will ask you to enable her. (You’ll need to begin the process by tapping the search bar, then enabling Cortana. I first tried to turn Microsoft’s digital assistant on via the settings menu, but that doesn’t work.)

Cortana will want to access your calendar appointments, contacts, and location, among other things—pretty par for the course, especially if you’ve used Cortana on a Windows Phone. You can also tell Cortana what to call you, including your name, “Master,” “Khahleesi,” or anything else.

Microsoft Windows 10 Build 9926 cortana Mark Hachman

The Cortana settings.

Hello, Cortana? You seem distracted

Once enabled, you can control Cortana via the Windows 10 Settings menu. Make sure you do this, as this is the only way to turn on Cortana’s active listening feature.

With that turned on, you can say “Hey Cortana” to activate Microsoft’s digital assistant. Note that this feature will eventually arrive on Windows Phone as part of a feature that will accompany the Denim update. For now, however, it’s pretty much exclusive to the PC.

Unfortunately, Cortana’s a busy virtual woman—attracting her attention via spoken commands seems to work only intermittently. If you give Cortana a few moments, saying “Hey Cortana” usually prods her into action. But her attention will wander quickly, so if you don’t say what you want almost immediately, she’ll begin “thinking” about your request.

Lost in her thoughts, she won’t respond for a few seconds. Alternatively, she’ll simply ignore you. My natural instinct was to raise my voice and begin insistently saying “Hey Cortana” over and over again—just as my children do when they want my attention. But that also failed to provoke a response.

I had better luck tapping the microphone icon. When I did, I could begin asking Cortana to help me out. Even then, a lengthy query such as “Who will win, the New England Patriots or the Seattle Seahawks?” (a query that works fine on Windows Phone) failed to work. Cortana just gave up after about six words or so. Oddly, sometimes you’ll see your query appear as words in the text box, as you speak them. Other times, Cortana will quietly chew over your request without indicating that she’s processed it.

One other note: To launch another Cortana query, you have to shift focus away from Cortana by tapping another area of the screen or by doing something else.

Cortana really likes Bing

On Windows Phone, you can order Cortana to do a number of things:

  • Call or text a contact
  • Check your calendar or create a calendar entry
  • Set a time, place, or person-based reminder
  • Take a note
  • Set an alarm
  • Navigate to a place, or search an area for specific locations or places
  • Ask about the weather
  • Solve a math problem
  • Ask who win an NFL football game
  • Ask about the stock markets
  • Ask a general fact-based query, such as “What is the tallest building in the world?”

But on Windows 10, only a subset of these are enabled. Asking general fact-based queries worked fine: Cortana reported her answer in the Cortana box if she “knew” the answer, such as details on the tallest building in the world. PC Cortana can also set reminders as well as she can on Windows Phone; report the current stock market conditions; and tell you the weather, both at your current location and elsewhere around the world. (Reminders appear as popups in your Action Center notifications.)

Microsoft Windows 10 Build 9926 Cortana Mark Hachman

An all-too common response, unfortunately.

However, for all of the other Cortana staples—note-taking, setting a calendar appointment, navigating to a location, and the rest—I got a pop-up error message stating, “I'm sorry, I can’t do this for you right now. Check back again after future updates.”

Cortana will also take requests and plug them in as Bing search queries. With math problems, that works just fine. But for navigation questions, you’ll be forced to manually bring up the new Maps application and perform the search yourself.

Windows 10 search Mark Hachman

Note that search queries carry the Cortana icon, but they’re really only accessible by entering a search term in the search box. Here I searched for “sales.” But if I asked Cortana about this, the search wouldn’t work.

Note that Cortana also governs local search, but she can’t yet search for documents or files.

Windows Phone’s Cortana doesn’t talk to Windows 10’s Cortana

Unfortunately, like squabbling sisters, Windows 10 Cortana doesn’t talk to her counterpart on Windows Phone, even though I was signed in to the same Microsoft account. I tried setting reminders on a Lumia Icon with the latest Windows Phone 8.1 Update, and they wouldn’t pop up on my Windows 10 machine, and vice versa. Microsoft really needs one Cortana to talk to the other if it’s to knit its Windows ecosystems more closely together.

Microsoft Windows 10 Build 9926 Cortana Mark Hachman

General fact-based queries work well with Windows 10’s Cortana.

For now, if you really want the full Cortana experience, stick to Windows Phone. It seems obvious (right?) that Cortana on Windows Phone and the PC will eventually have the same functionality, and exchange information back and forth. But while the new Build 9926 is stable enough in general, Cortana is like Eliza Doolittle in My Fair Lady: She’s going to need some refinement before she can enter polite society.

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