I've had a great year of upgrades to high level rooms and suites.

February:
The Prince Gallery Tokyo Kioicho: 7 night upgrade from standard room to grand deluxe corner king (basically a jr suite), then again on a 1 night stay.
Suiran Kyoto: 2 night upgrade from standard room to deluxe room, and then to shirosumire special room.

April:
Delta Hotel Guelph: 1 night upgrade from standard room to luxury suite
The Ritz-Carlton Kyoto: 5 night upgrade from standard room to grand deluxe river room (I was still a platinum ineligible for suites even if one was open)

May:
Fairfield Inn Guelph: 3 night upgrade from standard room to suite
Marriott Paris Rive Gauche: 3 night upgrade to some suite I can't remember but it had two full baths so it was pretty big

June:
The St. Regis Bangkok: 2 night upgrade from standard to grand deluxe room (purposely asked for this vs standard suite)
Le Meridien Bangkok Suvarnabhumi: 1 night upgrade from standard room to suite
The Prince Gallery Tokyo Kioicho: 4 night upgrade months in advance from standard to grand deluxe corner
JW Marriott Singapore: 2 night upgrade from standard room to premier suite
The Athenee Bangkok: 2 night upgrade from standard room to royal club suite via SNAs
Doha Marriott Marquis: 3 night upgrade from standard room to jr suite on a Qatar stopover rate
Delta Hotel Guelph: 5 night upgrade from standard room to luxury suite

July:
AC Hotel Sunnyvale Cupertino: 2 night upgrade from standard room to suite

Oct:
Delta Hotel Toronto: 2 night upgrade from standard room to jr suite

Nov:
Courtyard Tokyo Station: 1 night upgrade from tiny cheapest room to some king room
Suiran Kyoto: 2 night upgrade from standard room to Garden Terrace Suite (Rate at that time of the year is about $4000 a night)

Dec:
The Westin Dublin: 4 night upgrade from standard room to jr suite

As a percentage of my nights this year, my upgrade rate is roughly 75%. If you take out stays at properties that can not upgrade, like some of the limited services I've stayed at where it's all the same room, it's closer to 90%. I personally think people who don't get any upgrades are staying at the wrong properties. If your travel is mostly NA that's kind of par for the course.