I am using hotmail connector, but all it is doing is displaying my live.com calendar with my outlook calendar. I am wanting to have my outlook calendar update my live.com calendar. Currently, I am able to copy the appointments to my live.com calendar, but would rather not have to manually copy and manually sent/recieve to live.com.
I am looking at a product called companionlink that looks like it can do this, but I was hoping Microsoft would offer this functionality.
You can already do this without companion link. In fact, I used companion link with android, and this is far far easier and more functional. Here's how to make it happen.
Within outlook in your calendar tab, you should see multiple calendars now that you have them linked to your outlook.com account. It should look something like:
Birthday Calendar
Calendar (This is the calendar for your desktop outlook that you have been using)
Fred's Calendar (this is the calendar from outlook.com/hotmail.com/live.com)
US Holidays
You need to copy all of your information from the native outlook calendar (labeled "Calendar"), to the one designated for your .com calendar (Fred's Calendar). This can easily be done from within the desktop outlook client by clicking on calendar and then going to the "view" tab in the ribbon at the top of the screen. From there, select "change view", and then choose "list". Copy all of your appointments from the "Calendar" just like you would an excel spreadsheet and then paste them in "Your name Calendar", which should also be in the "list" view setting. Once that is done, you can change your view setting back to "calendar"
Then, from now on, un-check the box for the native desktop outlook (calendar) and check the one for the hotmail/live/outlook.com calendar (Fred's Calendar), and you are good to go. The old calendar will stay there, it will just be hidden from view. After that, just treat Fred's Calendar the same way you did your other calendar within outlook. Add all future new appointments to that calendar.
If you ever switch, just do the reverse and you will have all of your appointments back in the native desktop client calendar and can go from there.
This process should take less than 5 minutes and you will be good to go.
NOTE: It may take a couple of hours for all of your appointments to be synced between your desktop outlook, your live.com calendar, and your Windows Phone, particularly if you have many of them. Don't panic and don't think that something went wrong when appointments start showing up in your phone sporadically. Give it several hours to overnight to sync. I freaked out when I did this and thought it didn't work which caused me to have to go through the process again. Then the same thing happened and I just left it alone overnight and in the morning, everything was synced perfectly.
After that, it become a process of minutes when adding or deleting one or two appointments. Since my initial set up where I was trying to sync several years worth of appointments, I have had no problem at all and things sync very quickly.
I hope this helps! PM me if you have problems.