How do I download my PDA - Pocket PC 2003 Pro data (notes, contacts,
calendar, tasks) to my first MacBook Pro Addressbook, iCalendar,
Stickies, or other software that runs on Macs?

Hello Pizazza,

There seem to be relatively few alternatives to synchronize the
information between your PDA and Macintosh. There is a good article at
  http://www.mobiletechreview.com/tips/mac_FAQ.htm
that summarizes the general situation with PDAs and Macintosh (scroll
down for the Pocket PC information). It basically concludes that the
Pocket PC requires third party software to perform synchronization on
the Macintosh.

From this and some other searches, I found

[1] The Missing Sync for Pocket PC by Mark/Space ($40)

According to
  http://www.markspace.com/missingsync_windowsmobile.php
the latest version is "2.5" and its capabilities are summarized on
that site or on several others such as
   http://mac.softpedia.com/get/Network-Admin/The-Missing-Sync-for-Pocket-PC.shtml
and
  http://mac.softpedia.com/get/Drivers/Missing-Sync-for-Windows-Mobile.shtml
at "Softpedia" with a number of screen shots and has a 4 star (out of
5) rating by 17 users (version 2.4, no ratings for 2.5) and appears to
have a 14 day trial available.
  http://www.versiontracker.com/dyn/moreinfo/macosx/20268
at Version Tracker, which indicates this product was downloaded over
20,000 times (all versions) plus has a number of user feedbacks
available
  http://maczealots.com/reviews/missing-sync/
a review at MacZealots, also describing in brief "PocketMac" (see below) as well

Search using the phrase
  Missing Sync for Pocket PC
for a number of additional references.

[2] PocketMac ($42)
  http://www.pocketmac.net/
in several versions, has a number of reviews on site as well. See also
  http://maczealots.com/reviews/pocketmac/
for the MacZealots review or
  http://www.foxpop.co.uk/articles/pocket-pc/406.htm
a review from a user in the UK or
  http://mac.softpedia.com/get/Utilities/PocketMac-Pro.shtml
at Softpedia w/ a trial version available.

Search using the phrase
  pocketmac Pocket PC
for a number of additional references.

The alternatives above seem to match most closely to what you are
looking for and both appear to provide an excellent interface between
your Pocket PC and Macintosh.

Please make a clarification request if some part of the answer is
unclear or incomplete.

Good luck with your work.
  --Maniac