The Calendar Conundrum

calendars

I’m a devoted Mac user, with interconnected (via Google Drive and Back to My Mac), backed up (via Time Capsule and via Arq backing up to Amazon Glacier), and secured (via multiple, redundant means) iMacs at home and on the farm.  These beautiful, powerful devices communicate and interact beautifully with my Macbook Air, iPad Air and iPhone.  It all works beautifully, and elegantly, except for one little problem.

I have a job.  Where I am forced to use a locked-down Windows computer.  A committed Apple-loving geek being forced to work on a walled-off Windows machine all day is a recipe for disconnected frustration.

lockeddownThere are shortcuts, hacks and workarounds for most of my workflow.  I use Google Drive, IFTTT and Hazel to move documents around, and to keep them in their desired locations.  After years of managing a single contacts list via Google Contacts, Google’s insistence on jamming my contacts into Google+ and Hangouts and my desire to have a small, manageable personal contacts list led me to separate work and personal contacts, with my work contacts located inside the Outlook prison on my work computer and my (very limited) list of personal contacts residing in iCloud, and my various Apple devices.  I used to think having two separate contacts lists would be burdensome, but the increasing integration between Apple contacts and various apps-and my desire to avoid inadvertently sending personal content to work contacts- made me a believer in separate contacts lists.  In other words, my inability to sync my Outlook contacts with my iCloud contacts (and thereby my various Apple devices) led me to embrace a better, separate solution.

As an aside, I think work contacts are going the way of newspapers and record labels.  I almost never resort to my work contacts list.  Rather I search my emails (instantly via X1) to find the email address or telephone number I need.  If that fails, I Google it.

I have always had separate work and personal email addresses and accounts, which has been and will always be preferable.  Again, my inability to access my Outlook email via iCloud or my Mac has never been a problem.  After all, both sets of email and both contacts lists are easily accessible via an iOS device, even if not be via a Mac.

Such is not the case for my calendar.  Unlike email and contacts, I very much desire a single, unified calendar.  Also unlike email and contacts, accessing multiple calendars via an iOS device alone is not a happy solution for me.  For years, I kept my calendar on Google, and pushed (not synced) my Outlook calendar entries (consisting mostly of accepted meeting invites) from Outlook to my Google calendar via the recently deprecated Google Calendar Sync.   Sadly, this no longer works and there is no acceptable substitute.

Which leaves me with the Hobson’s choice of having two separate calendars or having to manually enter every single Outlook calendar item in Cloud or the calendar application on my Apple device.  The latter is simply unworkable, given the large number of calendar entries I have.  The former is extremely unsatisfactory.  There is just no answer for a Mac-loving geek forced to work on a locked-down Windows computer.

Until I find a better solution, I am currently using a less than ideal workaround, via which I repurposed two of my old iPads as dedicated calendar devices, each hung on the wall in each of my offices, and each displaying my combined calendars, via Fantastical.  Because Fantastical can display multiple calendars, at least I have a unified calendar to look at, without having to pull out my iOS device each time.  This is horrible solution, but it’s the one I have.

I wish there was a better way to solve my calendar conundrum, but for the time being this is the best I have come up with.

What I really wish is that Macs had infiltrated corporate America long ago, so that I could use a Mac at work.  This is probably never going to happen- and will certainly not happen in my lifetime- so the best I can do is keep looking for some hacked up workaround that will allow me to live semi-efficiently within the frustrating digital walls I cannot climb.

I welcome any other ideas.