Hi all, I'm in Italy now (a little northeast of Milan)... Here are my notes. I hope someone else in the future find it useful.

Plane landed a little early ~8:23am. However, as with many other planes, we had to deplane and take a bus to the terminal. However, it was not too long a wait or walk to the luggage area. My bag was one of the first ones out (good luck), and I was out of the secured area and were looking at the ticket area by 8:30am.

There were no passport control!

When I got to the train area - I saw 4 green ticket machines, 2 red ones, and the office. The office had at least 10 people lined up, and about 4-6 on each of the green machines. There were people with very little luggage 'passing through' the red machines (with Trenitalia logo) fairly briskly. The green machines had a big banner over it stating "Malpensa Express", so we (all the tourist) lined up on those green machines. That was my first (only?) mistake. I was watching my clock and the 2 other visible lines on the green machines... the machine on the right of me broke down and some technician
was there to work on it within minutes (but he looked clueless). I was #2 in line with my machine while the guy on it had a lot of trouble. He eventually got to the credit card page, and inserted his credit card. Nothing happens. 2 minutes later, #1 tried to help him... no good. I saw the clock go to 8:41, 8:42, with my train flashing on the schedule board... There were only 2 other people in behind me. So I went to the red machine (both were unoccupied at that time), and discovered I could've brought my ticket (with credit card no less) there with practically no wait. The menus were easy to follow (in English), with explanation about the different options and times. I went through a bunch of options (including one with stop at another station, saving me maybe 2 additional minutes, but doesn't cover the extra local train charge), I purchased the 9:13am train and disappointingly walked the 30 seconds down the escalator to the train platform (there were only 2, and they were very well identified... so were the trains...)

My train departed about 1 minute late. It stopped at ~10:08am (thats when the doors opened). It was a fairly long walk, as I was on the back of the train, furthest away from the terminal...

I saw signs for "Linate Transfer" immediately as I walked into the main terminal. However, it was a long walk (or maybe it was short, but I didn't understand the arrows in Italy...they point a little differently than the ones in German or Swiss airport/train stations, where I spent the week previously). I had to go down at least 1 set of escalators and made a bunch of turns. I got to the outside bus stop ~10:20am. (I spoke earlier with my guys at LIN airport and the guy who arrived first got the rental car already, but were still waiting for our 10:05am flight guy), so I decided not to take the taxi and waited for the 10:30am bus. It cost $5euro. As the bus pull out at ~10:33am, my colleague called me and told me they are all ready to go. I told them to wait until 11am for me.

The shuttle bus arrived at LIN at 10:55am. There were very little traffic along the way. I was picked up by my colleagues about 50m from the bus stop at LIN.

In hindsight, I could've brought my Malpensa Express ticket online and caught the 30 minutes earlier train. But my flight could've been 2 minutes late, or my luggage 5 minutes late, and I would have missed my train.

Hindsight 2 - both the green and the red machines sold Malpensa Express train tickets, and both took my chipped American Master Card.

Hindsight 3 - I could've took a taxi at Malpensa Centrale station and spend $10-15euro more, possibly learn some more Italian, and got to the airport ~15-20 minutes earlier. :-)
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Thanks for the language lessons. I now know to say "Per favore" (thought it was only suitable in Spanish) instead of "Prego" for please. :-) The receipt thing was for business expense purposes...so that was useful as well.