Take the time to appropriately manage your risk here. You may have to be a bit more conservative than you are used to being on this achievement. This will help you hone your analysis of risk.
An important thing to note here is that every trading account you have will be included in the completion of this achievement. This means that even if you have all winning trades for two days on one account and you have a losing trade on another account within those same two days, the achievement will not be completed.
Also be sure that you place at least one trade on each day. Placing no trades will count as a day "without placing a losing trade" but it will not count as a "trading day".