I'm posting this on behalf of a buddy of mine, as I couldn't provide a solid advice to him based on my limited experience (even though I fly slightly more):

(1) What is your home airport? (SFO, LAX, MCO, etc.)
YEG

(2) What types of fares do you usually buy ? (C, F, Y, etc.)
Y

(3) How many miles do you usually fly each year? (<25K, 25k-50k, >50k)
Flies only once per year, round-trip to SIN. So I would say 15-20K annually maybe? Depending on routing.

(4) Do you have any kind of status at present? What is it? (UA Premier, M&M Senator etc)
None

(5) What is most important to you in a FFP? (Frequent upgrades on travel, priority services when flying the airline, good award redemption rates, free lounge access, etc.)
Ease of upgrades (i.e. best earn/burn ratio) to C/J would be the most important.

(6) Which routes do you fly most often (US Domestic, Transpacific etc)
TPAC/TATL. I believe routing does not matter to him as he just wants to get from YEG to SIN annually in a reasonable timeframe and cost.

(7) Preferred Airlines
I don't think he has a preference, but he does not want to fly US carriers on long haul.

(8) Do you travel for work or pleasure? (Can you chooose your airlines, class of service?)
For leisure.

Note that he is also open to OneWorld if that matters. CX is the only one that comes to my mind given his homebase and destinations. But with his low # of miles flown per year, I couldn't really advise him on CX.

Given his location (YEG) and final destination (SIN), I mentioned in passing that one possible way to maximize his mileage and still have it at a reasonable price and timeframe is to do a YEG-IAH on CO, and IAH-DME-SIN, on SQ metal (unfortunately SQ is the primary airline I fly with so my experience is limited to that). However even on that route, he's not going to get KF Silver for the additional 25% miles benefit, just by flying that route once a year, so I can't recommend that to him.

Thanks for any advice in advance