In Episode Six of Season Four of The Dating After Divorce Survival Guide, the question of “what if” comes up when I get triggered after stumbling upon an artifact from my past. This episode explores: why not having an opinion can be dangerous; what happens when a woman can’t rely on a man; why doing something is better than doing nothing when faced with a challenge; why the past and all its failures and shortcomings will always be a prison if you allow it to be; and how to spin “What if?” from a question that can imprison you in regret into a personal challenge that puts you in charge of your life.