I don't think that's what Buddhism is about (though I'm not a Buddhist). The whole world conspiring to support you thing is total bullshit (in the same way the opposite is total bullshit).
I suppose it was said in the same spirit as Vince's saying that everything can be taken as an opportunity.
And I also think that Buddhism is not about it, but what do I know :)
Some people live very sheltered lives
I do live a very sheltered life, and I had a great childhood, my parents and granparents are/were amazingly kind people. I have some hypotheses on how the distrust came about, but we can leave them for some other time, if a need shows up.
Distrust and trust are 2 sides of the same coin … Why trust and be disappointed? Why distrust and live in fear? None of that has any relevance to what's going on right now.
I like it, this middle way of "don't trust, but don't distrust either". Very Buddhist :) As suttas put it, "neither approving, nor dismissing". Maybe just taking into consideration?
But then, why enjoy? Aren't enjoyment and disenjoyment two sides of the same coin? Isn't there some middle way of "don't enjoy, but don't disenjoy either"?
My stomach hurts because I ate some spicy food. I could be worrying about taking a painful shit later, but that hasn't crossed my mind (until writing this sentence to illustrate). Will it be painful? Who knows?
That's a nice parallel:
The stomach ache is there to tell you: "Don't eat any more of that spicy shit".
The distrust is there to tell me: "Don't feed your mind any more of that bullshit".
If your stomach started hurting during the eating, would you go: "I don't care, I enjoy eating this spicy food, so I will stuff myself with it, no need to worry about the future"? Doesn't seem reasonable to me. My distrust reaction would be: "You trust this enjoyment too much, and it distorts your view".
Maybe my distrust is like an oversensitive stomach, overreacting to eating anything? Or maybe my mind is a bit feeble, like a body with the celiac disease, and I have to be extra careful about what I feed it? Who knows? I have a history of alcohol addiction and depression, that's enough to see that I can easily stumble.
BTW, it's also easy to see, how these two gave me the automatic reaction of distrust to "Don't worry, be happy" attitude. As a depressive, hearing "Enjoy yourself" was like hearing an order, followed by "What's wrong with me?". Alcohol was a self-medicating technique - "Oh, now I can enjoy myself, everything's fine". So now, even if you're not saying this, I pick up a hint of "You should enjoy yourself" - most probably only an echo in my own mind - and the defences go up: "That's just a social norm, you don't have to do it".
Maybe this would be interesting for you to look at. When you're not enjoying yourself, are you caught up believing in an idea about some time/place/situation that isn't what's here now?
I guess the most fundamental belief I have is "It would be better if there was nothing". No sensing, no fealing, no perceiving, no wanting, no thinking (no wonder The Heart Sutra was so appealing to me). Even if I'm not thinking it in words, it's somewhere there in the back of my head. Maybe I'm like a celiac imagining a world, where you don't have to eat at all :) By logic, it is a true statement, it would save this celiac a lot of trouble. It's an impossible fantasy, but it brings some relief, just imagining that.
Love
Jutka