Lot of interesting views in this thread.

One thing I loved from Osho (spiritual guru) is the notion that everyone thinks they are "extraordinary" but actually the happiest person is the person who is ordinary. Being ordinary and just eating breakfast and sleeping and doing a job is - in fact - extraordinarily rare.

The same Osho who ran an expensive cult in the 70s and 80s?

Putting that aside, it's hard for me to associate simple with happiness. That's the opposite of motivation, from my unenlightened perspective. It's hardly a rational or smart choice since not being challenged also makes one a bit narrower when it comes to seeking out new experiences. But even if you take the intellect out of it, it 'feels' wrong. And some things are challenging to achieve and bring fulfillment.