Originally Posted by LTParis

So I have been working for my current employer for ~6 months and it has required a lot more travel than I am used to in the past. All the employees schedule their own trips, book their hotels, book their car rentals, which is great because it adds a lot of flexibility, but it costs a lot of time. So I have been trying to examine all my options to save some time.

It seems to be a bit more difficult to integrate cost saving techniques because I use a Mac laptop, Outlook 2011 to manage my calendar and emails, and I am using an Andriod phone for now (waiting for the iPhone 5 and SMIME encryption).

I tried TripIt and it's nice that it auto feeds into the app and you can subscribe to iCal. But it seems that TripIt, along with others only have iCal options and nothing is really supported in Outlook 2011.

I have been considering taking the drastic step and just migrate over to iMail and iCal, but I haven't quite make that step yet and I am not sure if it's just my familiarity with Outlook (I've used some iteration of it since 1997) or just an uneasiness of combining personal use applications for corporate work.

Anyone facing the same dilemmas as I am?