I must say it mystifies me when I see negative experiences written up, especially repeated ones. It makes me wonder if I am just easily pleased.
I've been on a plane, on average, once every 3 days for the past year. I suspect that hasn't changed much since 2014. The overwhelming majority of those have been VA flights. I have not had ONE negative experience... Unless you count one time the bloke on the check-in counter was grumpy and put me in a middle seat. That was December 2017. I can't think of anything else. I can, however, call to mind significant positive experiences.
I've always felt that VA look after me well.
Travelling at your rate I would suggest that you are not "easily pleased", but are just have become used to it. I am in a similar situation and travel a lot, not because I want to it is just the situation I am in. Since using that flight tracker available via AFF it is telling me that I travel between 150-170 sectors on an annual basis, basically living on plans and in airports. I have been doing this for 8 years.
I have come to expect little from any airline and have status with QF (WP1), VA (WP) SQ (*G). I also work in an industry that when we get things right all those on the receiving end of change may tell 1-3 others what the experience was like. Get it wrong and they tell everyone. I think threads such as this are similar. Sure I have had bad experiences with VA, but also have with QF, SQ, and a number of other airlines but at the end of the day it is just a flight.
In the spirit of the thread and positive experiences. Happy to fly VA the priority boarding is better than QF and Y+ is free, however the snacks are average at best
Most notable WP experience was around 3 years ago. Was flying MEL-SYD-CNS (VA) and onward to NRT (JQ) the following day. I had booked the suggested VA flights however with a 40 minute hour connection time in SYD I questioned if and asked if I could get on an earlier flight. It was not the connection time that worried me it was the fact that the flight from MEL-SYD in the evening peak and 40 minutes can easily be lost, VA CC advised I would not miss the flight to CNS, it was a married flight.
So arrived at MEL and all MEL-SYD flights delayed by 30-60 minutes. Eventually boarded and informed the CSM I had a connection to CNS and would like to get to CNS that evening due to international connection the following day, response was "I will speak with the Captain". At the time of push back in MEL it was about boarding time in SYD to CNS. On decent the CSM came back and said the connecting flight was held back for me. When We landed there were VA staff waiting with a boarding pass (although I had one). As I entered the aircraft, an embraer 190 it seemed like every passenger was looking at the front to see who caused the delay. At least I was in 1A so there was no walk of shame and I did not have to sit next to another passenger.