What do the legal sex trade, gambling, and horse trading all have in common? They’re some of the unlikely places economist Allison Schrager has spent years studying risk, and we were blown away by the insight she shares on risk management and negotiating. To research her book, Allison spent time with sex workers and managers at Nevada’s bunny ranch, and the lessons she learned are pretty incredible. In Mailbag, a money trade-off question, advice for a woman who is underpaid, and investment strategy thoughts for an Australian couple in the US.