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Hmm that's a tough one. I should add within a certain subset of investments - ie blue chip shares or major cities.

If something hasn't moved for 10 years, odds are you should buy en masse. It would've fallen in real terms by around 35-40%. Selling would be the biggest newbie mistake I can think of. Unless this is Japan we're talking about where the cost of everything else depreciates even faster.

If someone had rented in Syd these 5 years, they probably left a million bucks on the table. Just saying. Anyway really not much need to justify your choices. If you bought 5 years ago and made $1-10m, good. If you didn't, well let's just say as long as you're happy with what you've achieved...