There are some spreadsheets that can help you track you purchases. If you bought a share in 2005 from the S fund, that share matures over time, but to tell TSP to sell that specific share is not possible.
Example:
Jan 24, 2005 you buy a share at 13.92
April 14 2008 you buy a share at 18.84
Today you want to sell one of your shares at 19.44
TSP will just sell a share.... and you get 19.44.
#2 The reason he stated the G Fund in your scenario is because that Fund always makes money (albeit barely covering inflation if at all) But it makes money....We call that position the "Lilly Pad"
From there you could wait to buy into he funds when you thought they had hit a new low and buy in at a cheaper price.
Make sense?
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