re: Serious question about long term planning.

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I do not want to call an investment banker

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Investment bankers don't do retail work, so you don't need to worry.

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We are debt free

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I want to sell most everything (stocks, house, condo, office bldg) and pocket the cash.

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Good grief, why? If you are afraid everything will collapse you should mortgage yourself to the hilt at today's low rates and buy even more gold.

I don't think the economy is collapsing anytime soon, but if you do at least be consistent. All you're proposing is to sell real assets (building, condo, etc.) for other real assets, which is hardly radical. Why not keep the properties and rent them out? They'll still do reasonably in a bad economy.