Hmmm - sort of in the Chuck-Lyn camp with hats off to De Gaul, the Norwegian widow, Yogi, and Bogle.
Age 61 - eleven years into ER.
Income: 60% defined non cola pension
40% dividend DRIP stocks
Reserve:85% of total portfolio - roughly 75% balanced
index(~60/40), 10% REIT Index. SEC yield
2.5% plus. Maybe take SS at 62.
When to buy stocks

I'm both buying and selling.
Looking at JWR's data over at NFB - I'm holding my nose and looking for dividend stock buys with 'livable div plus div growth' - as low as 2.5% in some cases - memories of higher dividend days make this somewhat painful. Ben Graham/Buffett metrics quasi apply here.
Selling - with the march of age and the trusty pie chart(ala Vanguard, Bogle) - taking a hard look at shifting to Target Retirement Series next year - wherein the computers slowly reallocate for you.
Lastly - in a concession to biology, I'm looking at 'strange stuff' from reading Raddr's site - commodities, timberland, etc. Mad money only.
My old buddy - Southern Peru Copper from the the 80's and very early nineties is my canary here.
I look at dividends/interest as real money and portfolio fluctuation as market fluation - at least in theory. Emotions are impossible to totally quell - hence the reliance on Vanguard's impersonal computers to do the rebalancing.
Hmmm - given the size of the two pots( stocks/IRA) - probably a net seller. Put me in the high valuations camp.