Hey Jsplit,
Congrats on the move. I've been out of Cambodia for a few months and info shifts quick, but Ill give a shot at a few of these...
Money - It won't hurt to have small bills as getting stuck with 100s out of the machine is a pain at times.
Booze - Im not sure about Jack, but booze is really cheap in Cambo and as a rum drinker, I could find Captain and Bacardi for decent prices.
Taxi - Best to get a small motorcycle or scooter (rent from 60 upwards a month to buying cheaply) to give you the freedom or you can get a tuk-tuk for 3 bucks to most places. If your work gives cash ask for like 15 bucks a day to cover and you will be set (could get a private tuk-tuk all day for that).
Cigars - Yes weed is so easy to find
, not sure about cigars, I'm sure they can be found easily.
2k Pad - I cant wait to see the pics of this place. I once spent 650 on a place over the river and it was totally baller, for 2K you can find something special. Here is a link of a serviced apartment website, not sure if they roll as high as you, but probably around 1K for places.
www.suncity.com.kh/
Beach - The Resort you wrote is the best place for the beach. Otres Beach and the island are pretty cool too. If you can fly to TL or other SE beach spots, your not looking bad in the beach department.
Internet - I have no idea what Dota 2 is, but internet sucks in Cambo, but if you pay u can get the tops. When I had the 650 place I paid an extra 100 for the top speed and it was great, only place I would of ever grinded on in cambo as all else has been horrid.
Check out Khmer 440 for more info
http://www.khmer440.com/chat_forum/
Good luck and hope to get back to PP for those beers and a cigar
...