Can i push content from icloud to my outlook 2011 on mac?

i'm transitioning from pc to mac.
i bought an imac on which i have installed office 2011.
i want to continue using outlook on my imac.
however, i'm not sure whether to use icloud or office 365 to manage my email, calenders, contacts online.
i have set up an icloud account.
i have also bought a macbook pro, which will serve as my work laptop replacing my hp laptop.
my hardware setup is a home desktop (imac) which will be my main work computer at home.
my macbook pro will be my portable work laptop i will use on travel work.
i have an iphone which i'm only using as an itouch, since my provider is tmobile and they don't support iphones.
i will also be using an ipad 3 for on location assignments.
i want an email setup which will allow me to manage all my different email accounts, calenders, contacts online, but that will sync with my outlook on my mac as opposed to mac mail, ical, address book.
i'm used to working on outlook and would like to continue to use it on my mac.
but i don't know if icloud is the solution? i don't know if icloud will push my content to outlook 2011 on mac?
please HELP??????

julian,
thank you very much for your reply.
nevertheless, just because i went through all the efforts of switching to a mac platform, yes it's true that i do want to try something different, however that does not mean i want to stop using a software that i find very useful.
microsoft has created office 2011 for mac in order to appeal to people like me....but they have stopped short by not allowing outlook for mac to work with industry standard protocols which icloud uses.
therefore, to be honest, outlook is more important to me for managing my contacts, calender and emails than icloud is. i guess i will now have to consider using office 365 as a cloud option which i hope will sync with my outlook on mac version.
i will then be able to manage my emails, contacts, calender via the web, which i can access via web on ipad, macbook pro, iphone, etc....
this may need to be my solution until microsoft updates outlook to work with icloud.
that is unless anyone else has another option i could consider??????
OPEN TO SUGGESTIONS????
thanks again.

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