The general rule of thumb is to replace both sides at the same time. My PERSONAL practice is to replace only when/what's needed - but I DIY, so the calculation of the necessity is different from if you have to have a shop do it.
My PERSONAL experience, after doing 10+ wheel bearings over the years on various family vehicles is they tend to NOT fail in conjunction with each other.
Conventional wisdom on why both should be replaced is based on the idea that if one is "old enough" to need replacement, the other, being the same age, will soon follow.
What I have PERSONALLY found is the vast majority of times, one will fail, but the other either lasts MANY thousands (even 10s of thousands) of miles longer, and/or never need replacement before EOL of the car. I say "vast majority" simply because although I cannot recall a single instance of tandem failure, it MAY have happened once.
Although there are cases of catastrophic bearing failure (where the car isn't driveable), I have never personally experienced it myself, and the vast majority of times, the car remains driveable for many hundreds, if not thousands of miles - it just gets noisier over time. Before I got myself a Steelman Chassis Ear, I would frequently let the noise progress until I could definitively tell which bearing was bad.
I would also caution about the left turn/right turn method of determining which bearing is bad. My PERSONAL experience is that modern sealed bearings do not necessarily follow the wisdom. In fact there was only one, maybe two times where the "method" proved correct in determining which side was bad (which is why I eventually got the Chassis Ear). Even then, I would try to guess which side based on noise, but the Chassis Ear would end up showing it to NOT be the case. The Chassis Ear has been 100% percent correct in determining which bearing.