Hey mdqp
I was brute forcing different combinations to pass 'Noblesse Oblige' and I think I might have found a bug.
It seems like 4 points are required to get the +2 reward with the Adventurers Guild.
You can get 3 from Adam. 1 from Gar and either lose or gain a point from Kairos' nephew.
However, giving Lady Pandleton a cocktail doesn't seem to add any points to the pool, despite her saying "I'll make sure to let Adam know you were helpful". This happens even if you don't turn down the Drunk Noble.
Is this intended?
You are correct that 4 or more points are necessary. To be specific, you have an "appreciation" score (the one you want to increase) and a shame score (the one you don't want to raise). If you reach a shame score of 4, Lord Kairos is embarrassed by your behaviour and you get a -1 to your appreciation score at the end.
The way it currently works is intended. You don't really do an important favour to Lady Pendleton, and that part of the event is more about avoiding shame points and/or loss of appreciation by navigating the various landmines: ignoring the drunk noble gives you a -1 to appreciation, while drinking with him raises the shame, and the noble couple at the end increases your shame by 2 if you go along with them.
In theory, it's still possible to get max shame and max reputation and get the +2 with the guild.
the overall possible score is +3 with Adam, + 2 with his nephew (although the max option also increases shame by 1) and Gar also increases shame and appreciation by 1, so there is plenty of wiggle room. Note that depending on traits and stats, some options might not be accessible in all playthroughs.
P.S.
It's also worth mentioning that shameful actions often raise your invisible slut reputation.