In which case the example was maybe a bit contrived - as the hypothetical player actually wanted to play the game.
I don't know about that. Back in those days, I had to go through great lengths to play those games - they weren't readily available on the high street so I had to resort to grey imports (phoning importers, wait several weeks for delivery, etc. - those were the days) so I had to make sure it'd at least be highly likely I'd want to play the game, based on paper magazine reviews usually.
Chess is an interesting one - as it can be played PvE or PvP depending on the player's preferred way of playing it.
The way the game is played is presumably the same though.
The risk, to some, is time itself - time spend accruing "stuff" in the game that will take more time to accrue after loss.
In the previous Elite games a setback was only as bad as the progress made since the last save - and any save could be reloaded as many times as one wished.
When it comes to wealth in Elite though, once you get over the early stage in the game (i.e. you can now mine reasonably large quantities, so pretty early) these setbacks are much smaller now - you can make an A-rated Cutter (if you have the rank, otherwise the good old Conda) in a few hours of mining. Even if you fly that Cutter without rebuy and get popped (by a player - it's pretty much god-mode vs NPCs), you lose those few hours at worst.
Exploration data is the one caveat I can think of where it can still hurt - but then who would continue to fly in SC when another hollow square appears - I'd be the first to drop into normal space and switch modes if I was flying a defenseless Exploration ship with billions in exploration data onboard.
But I consider that an edge case because how many players would cash in their explo data in a player hotspot system (which have in reality disappeared since FCs - I barely ever come across other players now - my alt is now in Colonia and still hasn't encountered a hostile player despite visiting various engineers in preparation, all in Open - number of rebuys = 0).