I stopped trying to time the market — I lost more agonising over the 'perfect' rate than I ever gained. Now I convert a set amount on a set day each month. Boring, predictable, and it removes the monthly gamble entirely.
My income lands in one currency and my whole life is billed in another, so every month I'm at the mercy of the exchange rate and wondering when to convert. Some months I win, some I lose. Do you convert a lump on payday, drip it through the month, or hold a multi-currency account? Looking for a system, not a gamble.