millionairemind, you must be having lots of fun with your son during this school holiday period

some hedge funds are long something and short something, earning the spread, and are supposed to make money whether market goes up or down.
OE2008, for me, I am not after the spread. I long something or short something based on an overall plan. My investment philosphy is similar to musicwhiz. We look for good companies to buy and hold, and our fortunes are linked to how well those companies do in the future. I recognize that there are many investment/trading philosophies, just like there are many different styles of kungfu, and I respect all of them. Also, even though I practice the same style of kungfu as musicwhiz, I notice that we might use it differently. One evident example is our selection of companies we would like to hold. My main 3 companies are SPH, SGX and OCBC. I am also looking to buy into other monopolistic companies (eg. SMRT, Singtel) at a low price which I would like to buy. Once I have bought into those companies, I will grow or sink with them.
My approach is actually very simple. The main part of my overall plan is to buy and hold these companies for the long term. Their prices will fluctuate, but what is most important to me is that their business will grow. Market moves up and down, and it is very boring to simply buy and hold, so I speculate on the indices. Going short on the indices serves a dual purpose; it allows me to speculate on the market, and it also forms a hedge to my long stock positions.
As for when to build up long positions, when I find a price which I would like to acquire the stocks of the companies I like, I would buy. As for when to short the indices, when I feel that the market is too high, I will short.
Another idea in my overall plan is to rebalance my portfolio under different circumstances. It is under a thread called "Asset Allocation".