The Corporate iPad - Connections - iPad: The Missing Manual (2014)

iPad: The Missing Manual (2014)

Part 4. Connections

Chapter 16. The Corporate iPad

In its younger days, people thought of the iPad as a personal device, meant for consumers and not for corporations. But somebody at Apple must have gotten sick of hearing, “Well, the iPad is cool, but it’s got no place in the workplace.” The iPad now has the security and compatibility features your corporate technical overlords require.

Even better, the iPad can talk to Microsoft Exchange ActiveSync servers, staples of corporate computer departments that, among other things, can keep your tablet wirelessly updated with the calendar, contacts, and email back at the office. (Yes, it sounds a lot like MobileMe or iCloud. Which is probably why Apple’s MobileMe slogan was “Exchange for the rest of us.”)

The Perks

This chapter is intended for you, the iPad owner—not for the highly paid, well-trained, exceedingly friendly IT (information technology) managers at your company.

Your first task is to convince them that your iPad is now secure and compatible enough to welcome into the company’s network. Here’s some information you can use:

§ Microsoft Exchange ActiveSync. Exchange ActiveSync is the technology that keeps smartphones wirelessly synced with the data on the mother ship’s computers. The iPad works with Exchange ActiveSync, so it can remain in wireless contact with your company’s Exchange servers exactly like BlackBerry and Windows Mobile devices do.

Your email, address book, and calendar appointments are now sent wirelessly to your iPad so it’s always kept current—and they’re sent in a way that those evil rival firms can’t intercept. (It uses 128-bit encrypted SSL, if you must know.)


That’s the same encryption used by Outlook Web Access (OWA), which lets employees check their email, calendar, and contacts from any Web browser. In other words, if your IT administrators are willing to let you access your data using OWA, then they should also be willing to let you access it with the iPad.

§ Mass setup. These days, iPads may wind up in corporations in two ways: They’re either handed out by the company, or you bring your own. (When employees use their own tablets for work, they call it BYOD: “Bring your own device.”)

Most companies set up employee iPads using mobile device management (MDM) software. That’s a program (for sale by lots of different security companies) that gives your administrators control over a huge range of corporate apps, settings, and restrictions: all WiFi, network, password, email, and VPN settings; policies about what features and apps you can use, and so on; and the ability to remotely erase or lock your iPad if it gets lost. Yet MDM programs don’t touch the stuff that you install on your own. If you leave the company, your old employer can delete all of its own stuff, while preserving your own personal stuff.

§ Security. The iPad can connect to wireless networks using the latest, super-secure connections (WPA Enterprise and WPA2 Enterprise), which are highly resistant to hacker attacks. And when you’re using virtual private networking, as described at the end of this chapter, you can use a very secure VPN protocol called IPSec. That’s what most companies use for secure, encrypted remote access to the corporate network. Juniper and Cisco VPN apps are available, too.

Speaking of security: Whenever your iPad is locked, iOS 8 automatically encrypts all email, email attachments, Calendar, Contacts, Notes, Reminders, and the data of any other apps that are written to take advantage of this feature.

§ iOS 8 improvements. Apple beefed up the corporate-iPad thing even more in iOS 8. Now you can encrypt individual email messages to people in your company (and, with some effort, to people outside your company; see When you’re setting up a meeting, you can see your coworkers’ schedules in the Calendar app. You can set up an automatic “Out of office” reply that’s in force until a certain date. (It’s in SettingsMail, Contacts, Calendars. Tap your Exchange account’s name and scroll down to Automatic Reply.) Lots more control for your IT overlords, too.

And what’s in it for you? Complete synchronization of your email, address book, and calendar with what’s on your PC at work. Send an email from your iPad; find it in the Sent folder of Outlook at the office. And so on.

You can also accept invitations to meetings on your iPad that are sent your way by coworkers; if you accept, these meetings appear on your calendar automatically, just as on your PC. You can also search the company’s master address book, right from your iPad.

The biggest perk for you, though, is just getting permission to use an iPad as your company-issued tablet.


Your company’s IT squad can set up things on their end by consulting Apple’s copious instructions for corporate administrators at

This guide is filled with handy tips, like: “On the Front-End Server, verify that a server certificate is installed and enable SSL for the Exchange ActiveSync virtual directory (require basic SSL authentication).”

Your IT pros might send you a link that downloads a profile—a preconfigured file that auto–sets up all your company’s security and login information. It will create the Exchange account for you (and might turn off a few iPad features, like the ability to switch off the passcode requirement).

If, on the other hand, you’re supposed to set up your Exchange account yourself, then tap SettingsMail, Contacts, CalendarsAdd AccountExchange. Fill in your work email address and password as they were provided to you by your company’s IT person.

And that’s it. Your iPad will shortly bloom with the familiar sight of your office email stash, calendar appointments, and contacts.

Life on the Corporate Network

Once your iPad is set up, you should be in wireless corporate heaven:

§ Email. Your corporate email account shows up among whatever other email accounts you’ve set up (Chapter 13). In fact, you can have multiple Exchange accounts on the same iPad.

Not only is your email “pushed” to the iPad (it arrives as it’s sent, without your having to explicitly check for messages), but it’s also synced with what you see on your computer at work. If you send, receive, delete, flag, or file any messages on your iPad, you’ll find them sent, received, deleted, flagged, or filed on your computer at the office. And vice versa.

All the iPad email niceties described in Chapter 13 are available to your corporate mail: opening attachments, rotating and zooming into them, and so on.

Oh—and when you’re addressing an outgoing message, the iPad’s autocomplete feature consults both your built-in iPad address book and the corporate directory (on the Exchange server) simultaneously.


New in iOS 8: Your iPad can warn you when you’re addressing an email to somebody outside your company (a security risk, and something that sometimes arises from autocomplete accidents).

To turn on this feature, open SettingsMail, Contacts, Calendars. Scroll down; tap Mark Addresses. Type in your company’s email suffix (like From now on, whenever you address an outgoing message to someone outside, it appears in red in the “To:” line to catch your eye.

§ Contacts. In the address book, you gain a new superpower: You can search your company’s master name directory right from the iPad. That’s great when you need to track down, say, the art director in your Singapore branch.

To perform this search, tap Contacts on the Home screen. Tap the Groups button in the upper-left corner. On the Groups screen, your company’s name appears; it may contain some group names of its own. But below these, a new entry appears that mere mortal iPad owners never see. It might say something like Directory or Global Address Book. Tap it.

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On the following screen, start typing the name of the person you’re looking up; the resulting matches appear as you type. (Or type the whole name and then tap Search.)

In the list of results, tap the name you want. That person’s Info screen appears so you can tap to compose a preaddressed email message.

§ Calendar. Your iPad’s calendar is wirelessly kept in sync with the master calendar back at the office. If you’re on the road and your minions make changes to your schedule in Outlook, you’ll know about it; you’ll see the change on your iPad’s calendar.

There are some other changes to your calendar, too, as you’ll find out in a moment.


Don’t forget that you can save battery power, syncing time, and mental clutter by limiting how much old calendar stuff gets synced to your iPad. (How often do you really look back on your calendar to see what happened more than a month ago?) Notes has the details.

§ Notes. If your company uses Exchange 2010 or later, your notes are synced with Outlook on your Mac or PC, too.

Exchange + Your Stuff

The iPad can display calendar and contact information from multiple sources at once—your Exchange calendar/address book and your own personal data, for example.

Here’s how it works: Open your iPad calendar. Tap Calendars. Now you’re looking at all the accounts your iPad knows about; you might find separate headings for iCloud, Yahoo, Gmail, and so on, each with calendar categories listed under it. And one of them is your Exchange account.

You can pull off a similar stunt in Contacts, Notes, and Reminders. Whenever you’re looking at your list of contacts, for example, you can tap the Groups button (top left of the screen). Here, once again, you can tap All Contacts to see a combined address book—or you can look over only your iCloud contacts, your Exchange contacts, your personal contacts, and so on. Or tap [group name] to view only the people in your tennis circle, book club, or whatever (if you’ve created groups); or [your Exchange account name] to search only the company listings.

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If you’ve spent much time in the world of Microsoft Outlook (that is, corporate America), then you already know about invitations. These are electronic invitations that coworkers send you directly from Outlook. When you get one of these invitations by email, you can click Accept, Decline, or Maybe.

If you click Accept, then the meeting gets dropped onto the proper date in your Outlook calendar, and your name gets added to the list of attendees maintained by the person who invited you. If you click Maybe, then the meeting is flagged that way, on both your calendar and the sender’s.

Exchange meeting invitations on the iPad show up in four places, just to make sure you don’t miss them. You get a standard iPad notification, a numbered “badge” on the Calendar app’s icon on the Home screen, as an attachment to a message in your corporate email account, and in the Calendar app—tap Inbox at the lower-right corner. Tapping Inbox shows the Invitations list, which summarizes all invitations you’ve accepted, maybe’d, or not responded to yet. Tap one to see the details (facing page, left).


Invitations you haven’t dealt with also show up on the Calendar’s List view or Day view with dotted shading (below, right). That’s the iPad’s clever way of showing you just how severely your workday will be ruined if you accept this meeting.

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You can also generate invitations. When you’re filling out the Info form for a new appointment, you get a field called Invitees. Tap there to enter the email addresses of the people you’d like to invite.

Your invitation will show up in whatever calendar programs your invitees use, and they’ll never know you didn’t send it from some corporate copy of Microsoft Outlook.

A Word on Troubleshooting

If you’re having trouble with your Exchange syncing and can’t find any steps that work, then ask your Exchange administrators to make sure that ActiveSync’s settings are correct on their end. You’ve heard the old saying that in 99 percent of computer troubleshooting, the problem lies between the keyboard and the chair? The other 1 percent of the time, it’s between the administrator’s keyboard and chair.


You can access your company’s SharePoint sites, too. That’s a Microsoft document-collaboration feature that’s also a common part of corporate online life.

The iPad’s browser can access these sites; it can also open Word, Excel, PowerPoint, and PDF documents you find there. Handy indeed!

Virtual Private Networking (VPN)

The typical corporate network is guarded by a team of steely-eyed administrators for whom Job One is preventing access by unauthorized visitors. They perform this job primarily with the aid of a super-secure firewall that seals off the company’s network from the Internet.

So how can you tap into the network from the road? Only one solution is both secure and cheap: the virtual private network, or VPN. Running a VPN lets you create a super-secure “tunnel” from your iPad, across the Internet, and straight into your corporate network. All data passing through this tunnel is heavily encrypted. To the Internet eavesdropper, it looks like so much undecipherable gobbledygook.

VPN is, however, a corporate tool, run by corporate nerds. Your company’s tech staff can tell you whether or not there’s a VPN server set up for you to use.

If there is one, then you’ll need to know what type of server it is. The iPad can connect to VPN servers that speak PPTP (Point-to-Point Tunneling Protocol) and L2TP/IPSec (Layer 2 Tunneling Protocol over the IP Security Protocol), both relatives of the PPP language spoken by modems. Most corporate VPN servers work with at least one of these protocols.

The iPad can also connect to Cisco servers, which are among the most popular systems in corporate America, and, with a special app, Juniper’s Junos Pulse servers, too.

To set up your VPN connection, visit SettingsGeneralVPN.

Here you may see that your overlords have already set up some VPN connections; tap the one you want to use. You can also set one up yourself, by tapping Add VPN Configuration at the bottom.

Tap L2TP, PPTP, or IPSec (that’s the Cisco one), depending on which kind of server your company uses (ask the network administrator). Fill in the Server address, the account name and password, and the Shared Secret password; your system administrators can tell you what these are.

Once everything is in place, the iPad can connect to the corporate network and fetch your corporate mail. You don’t have to do anything special on your end; everything works just as described in this chapter.

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Some networks require that you type the currently displayed password on an RSA SecurID token, which your administrator will provide. This James Bondish thing looks like either a credit card or a USB drive. It displays a password that changes every few seconds, making it rather difficult for hackers to learn “the” password.

VPN on Demand

If you like to access your corporate email or internal Web site a few times a day, having to enter your name-and-password credentials over and over again can get old fast. Fortunately, iOS offers a huge time-saving assist with VPN on Demand.

That is, you just open up Safari and tap the corporate bookmark; the iPad creates the VPN channel automatically, behind the scenes, and connects.

There’s nothing you have to do, or even anything you can do, to make this feature work; your company’s network nerds have to turn this feature on at their end.

They’ll create a configuration profile that you’ll install on your iPad. It includes the VPN server settings, an electronic security certificate, and a list of domains and URLs that will automatically turn on the iPad’s VPN feature.

When your iPad goes to sleep, it terminates the VPN connection, both for security purposes and to save battery power.


Clearly, eliminating the VPN sign-in process also weakens the security the VPN was invented for in the first place. Therefore, you’d be well advised—and probably required by your IT team—to use the iPad’s password or fingerprint feature, so some evil corporate spy (or teenage thug) can’t just steal your iPad and start snooping through the corporate servers.