This is a post while listing to the Inside the net podcast titled Calendar Swamp. Leo and Amber interview Scott Mace about the current state of Calendaring and more importantly will we ever get close to interoperability.
So generally Scott offerss some useful tips but doesn't quite have the ideal solution quite yet. Now I'm not saying I do either but I thought I'd outline my current setup which is messy but kinda works.
So generally I use Plaxo to sync between all my outlook running machines. It does a good job if you disable some of the things which could be seen as spyware. I also run Thuderbird for my email and have the Thunderbird Plaxo extension simply so my Thunderbird address book is pretty up to date. But I don't sync Thunderbird that much, unlike my outlooks which I sync pretty much everyday for all my contacts, calendar, tasks and notes. I'm still using the free version of Plaxo but I'm going to try the paid for version to see how I like it. The Mobile phone syncs with the desktop PC via Activesync. If Activesync would sync with more than two computers, I would sync it with my laptop which I have done in the past. You will also notice I'm now using Outlook 2007 beta on my laptop, mainly to test the iCalendar, which at the moment I'm not impressed with at all. I did for a while have the Mozilla Sunbird application running and connected to Google Calendar but I didn't use it enought really. The last thing about my arrangment is WebIS mobile sync which is a Windows Mobile Application which syncs directly with Plaxo. Its not free and only syncs contacts at the moment but there waiting for Plaxo to open up the calendar, tasks, etc api's then the price will jump from 12 dollars to 20 dollars. So I'm going to try it out for 30days and maybe disable contacts activesync's contact ability.
So its not a bad setup and things do work but I want to say I've not found a way to fit in Eventful and Upcoming yet. I'm also interested to see how Google calendar does against 30boxes and the new Plaxo web calendar.