I’ve written quite a few articles on the benefits and pitfalls of using Microsoft Entourage 2008 to transfer appointments and tasks between applications on the Mac. However, you may have noticed that I’ve still been dancing around the burning question: is Entourage really any good as a full-fledged personal information manager? Can I really use Entourage to effectively plan and keep track of time spent, progress made on various projects, overall goals, and upcoming or completed tasks?
…Or, why Entourage, and not iCal, Google Calendar, or Outlook (if you have access to a Windows installation via Parallels or VMWare Fusion, or have it installed via Crossover for Mac)? What combination of applications and technology can a full-fledged Mac user marshal to his/her immediate aid, in order to handle the onslaught of information and incursions on our valuable time that we face on a daily basis?
In short, how are we ever going to sort out this mess that we got ourselves into?
The answer up front.
I’m going to give you my ultimate answer right here, right now. Take a deep breath. Here it comes.

Yes!—it’s the humble but deceptively powerful appointment minder, aka Very Portable Personal Information Manager™.
This marvel of information technology requires no batteries, no software upgrades, and about a ten-second learning curve. It weighs all of, oh, say 200 grams, give or take a hundred or so. It doesn’t require a carrying case, and it can probably survive a fall from a seven-story building without a lengthy and costly trip to the repair shop. Likewise, spilled coffee might make it look (and smell) a little unseemly, but its functionality will be intact. It can store any information in any visible format. It can even be used to store those photos and phone numbers obtained at the company party that you prefer your husband not to see but just can’t bear to part with. Best of all, your ever-so-tolerant manager or classroom instructor won’t even bat an eye when you pull it out in the midst of a morbidly serious conference or an utterly involved lecture.
So… what are we doing, standing around here squinting with bleary eyes at 1:20 AM at the roughly credit-card-sized screens of our iPod Touches to sync our Google Calendars to our iCal data via Spanning Sync in order to update our Entourage calendars (while in the process losing our category and project data and cursing Apple and Microsoft simultaneously; and in not knowing which party is to blame henceforth set off and curse ourselves for allowing ourselves to dive into this mess in the first place!), when we could be actually getting something done?
Back to the future, fast-forward to the past.
Okay, okay… I’m not the low-tech advocate you might be thinking I sound like. I actually use Outlook quite extensively on Windows XP at my webmaster/contents developer day job to organize and schedule all of the tasks and projects that need to be completed during any given day, week, or month. Dragging and dropping nicely categorized and prioritized to-dos to the calendar gives me a tiny thrill each time, as if I am really getting something done by filling up that virtual time slot that has yet to exist in reality. It used to be a pain in the you-know-where, but now I really find it easy.
What’s more, I find that as a desktop personal information manager, it works well for me. As I’ve completed tasks during the day, I rearrange the calendar to show what I actually accomplished on that day. (I could create a “planned” and “actual” calendar side-by-side for that matter, which is fully possible in Outlook or in most any other calendar management software worth its salt these days.)
So, what’s my rant all about?—Quite simply, it’s about the real lack of practical choices that Mac users have now in regard to integrated PIM applications to straighten out their time, projects and lives. But it’s also about the serious lack of foresight on the part of Apple, Microsoft, Google and countless other PIM application developers to seriously consider what the average user requires from a digital personal information management app to actually offer that user dividends in the form of added productivity, rather than lost time spent in recovering and backing up monolithic databases, or in syncing data between two or more disparate services (and sometimes involving two or three conversions in data format between radically different OS platforms). It’s also about the lame-brained, 20th-century inefficiencies we users still have to put up with in order to create a new appointment or maintain our to-do list on a mobile device barely designed for human hands. Although desktop applications have been with us for decades now, the process of creating, sharing and managing a calendar—let alone linking items in the calendar with to-dos and subtasks in an overall project, or categorizing and prioritizing the project according to the needs of everyone involved—is one fraught with wild twists and turns that can be impossible or impractical to navigate—and doubly so for Entourage users.
Entourage be good, Entourage be bad…
When it comes to Entourage for the Mac, the 2008 version was released last year as Microsoft’s answer to the personal information manager for the Mac, and there are a lot of things to cheer about. I’ve enjoyed being able to assign not only categories but also projects to my tasks or e-mails, and then switching to project view to see a wrap-up at a glance of everything that pertains to that project. That’s powerful stuff, if you’ve got several things going at once and need a way to summarize each without having to do the summarizing yourself. Bread-and-butter calendaring apps like iCal or Mozilla Sunbird don’t even come close to this.
On the other hand, Entourage 2008 offers absolutely no support for online calendar sharing with services such as Google Calendar, questionable sync functionality with iCal at best, and highly limited import/export functionality compared to its more mature and generally more flexible Windows sibling, Outlook. Put together, these limitations are so serious that they practically relegate Entourage to little more than a well-meaning application that belongs in essentially one place: on a standalone home computer.
The Mac BU have been exceptionally quiet about what is to come in the next version of Entourage, or what it will mean to users who want cloud computing functionality to round out the already powerful project and object linking functionality that Entourage offers. I can tell you that I am eagerly waiting for some serious improvements. I wouldn’t even mind putting my Windows Live account to better use, if it meant that I could easily sync up and share my Entourage calendar and to-do list with Outlook on Windows. Yet right now as of March 2009, that is still a near-impossibility, requiring third-party extensions, shareware scripts and several compromises in the form of lost metadata to even come close to a satisfactory result.
… But if we find later on this year or early next year that the Mac BU at Microsoft has no plans to implement any of these things worth a damn in the next version of Entourage anyway, I can always take solace in the fact that I spent a mere ¥1,700 (about USD$17.38) on a functional but compact little “personal information manager” of my own today… and it’s not going to leave me in the lurch.
Indeed, the ultimate in cloud computing is… the humble desktop minder.