Outlook for iOS just plain sucks

Recently, I joined a new company that uses Office365 – Microsoft’s cloud-forward platform that they believe will eventually replace the traditional licensing models for the Microsoft Office Suite, Exchange Server, SharePoint and several other products. The idea is good, as it opened the door to Microsoft finally brining its signature office applications (Word, PowerPoint, Outlook, etc.) to more platforms, like iOS devices. Word, Excel, and several others made the jump to my iPhone rather nicely. I’m pleasantly surprised at how well they translated from the big screen on my desktop to the small screen on my mobile devices.

Outlook fell out of the WTF tree and smacked into every single dumb-ass branch on the way down.

First, let’s talk about the interface. On a computer, with a keyboard and mouse, the interface for Outlook for PC and Mac is manageable and useable. I’m not a huge fan of the “put all the menu buttons in one tiny corner” school of UX design, but with keyboard shortcuts it’s a very workable solution for maximizing screen real-estate. Even Outlook for Mac – long the whipping boy for how not to port an application from Windows – the interface is clean, effective, and works. On iOS, the interface is horrible. There are no keyboard shortcuts to jump from mail to calendar to contacts, and some features like the task list are just plain missing. To be fair, tasks sync to the Reminders app in iOS – but only if you also set up your Outlook/Exchange account as an internet account on the phone.

All right, I know what you’re all saying, “It’s a scaled down version for just the essential stuff like email!” Great, let’s look at email:

No font sizing. So basically you’re going to see a set amount of info on each screen, no exceptions. Got an iPhone SE and need a bigger scale to avoid going blind? Too bad. On an iPad Pro and want to shrink stuff down so you can get more on the screen? Sucks to be you. To clarify, I am not talking about the fonts IN the emails – Outlook has little to no control over that if the email has its own formatting. I’m talking about the interface itself and the message previews in your mailbox lists.

No red squiggles. In nearly every other iOS application, when you mis-spell a word that autocorrect doesn’t murder for you (AUTOCORRECT SICKS!); you get a helpful visual indicator that something just ain’t right – the infamous red squiggle underline. It happens in the native mail app, and Airmail for iOS, and honestly every other 3rd-Party email app I’ve tried since iOS 4 was a thing. Outlook can’t get it to happen – or on the few instances they do get it to work it almost immediately stops working again. I’ve changed my keyboard settings, fiddled with autocorrect settings, etc. Nothing gets it to work reliably. Now I do a quick proof-read of emails before I hit send whenever possible because… well… AUTOCORRECT SICKS! but sometimes it’s easy to miss a spelling errer, and the red squiggly lines (like the one that’s glaring at me from that purposeful mistake in the last sentence) are extremely vital to not letting them get sent out.

No S/MIME support. What were they thinking? Outlook on the desktop has supported S/MIME in one form or another since Office 98, and done it reasonably well. Even Outlook for Mac has supported the use of signing certificates since it changed over from Entourage years ago. The native mail app supports S/MIME just fine, so the phone itself is capable of it; and other 3rd-Party mail apps seem to offer at least basic support for it, so it’s not an “Apple locked this feature away for their own use only” issue. But, alas, Outlook for iOS cannot use certificates to sign or encrypt emails, or even recognize that one is in use in an incoming email.

Not all bad news

There are some good points to Outlook for iOS as well. It’s not all doom and gloom. While the sizing is an issue, the interface is at least intuitive enough that I didn’t have to go searching through a knowledge base to figure out where things were. Not having the keyboard shortcuts as on a Mac or PC is annoying, but not something that will completely hobble you. Having email and calendars in one app is a much simpler method than downloading the .ics attachment, opening it in the Calendar app, and finally accepting it (or more often then not, finding out there is a conflict and starting the process over with the updated invite). Direct interoperability with other Office for iOS apps right out of the box is also a strong feature in Outlook’s favor. And having the licensing included in my Office365 subscription – which is handled by the iTunes App Store natively – makes things a lot simpler to manage.

I hope that Microsoft hammers out the kinks in the system. I would personally love to use Outlook for iOS for all of my work-related email; as I always keep work email and personal mail in different apps to avoid confusion and mistakes between accounts. For now though, I have to stick with Airmail for iOS. It doesn’t support S/MIME either, but can talk to Exchange online and does everything else I need except Calendars. For those who are interested, I went with BusyCal for iOS on that front.

Outlook for iOS is a flawed, half-baked product. It shouldn’t be part of the Office for iOS suite, and only serves to drag down what is otherwise a great set of apps that we’ve all been waiting for since Microsoft started looking at mobile devices. Get it together, Microsoft, and give me what I’ve had on the desktop and in other 3rd-Party email apps for years now!