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- Anne Shirley accepts a teaching position at a girls boarding school in a town dominated by a rich and belligerant family determined to make her life miserable.
- Chris calls in Gail to deal with his wife of two years, Jessica who started to spend uncontrollably after the birth of their first child. Chris and Jessica, who each earn about half of their approximately $100,000 per annum household income, decided to split the expenses with Chris taking the mortgage and Jessica everything else, which when the decision was made felt equitable. Chris only knew there was a financial problem in their house when he started to see bank fees for bounced checks. Chris has tried to speak to Jessica before about the issue, her stock response being, "shut up". Jessica feels a greater burden in those expenses as she has more of them to handle, thus feeling like more and more of her money is leaving as she deals with each successive bill. She admits that shopping is her escape from those financial pressures. They jointly own an investment property which he now wants to sell to bring down their debt, something she is unwilling to do. In examining their life more closely, Gail sees a couple that tries to portray a veneer of perfection, but at a cost of financial instability. Gail gives Jessica a choice, the decision Jessica makes Gail believing being an attempt to get her own way in the long run. Gail's first challenge for Jessica leads to Jessica feeling the need to provide full disclosure to Gail into the root cause of the spending and the associated reason why Chris, if he did know, didn't stop her. That disclosure not only frees the burden of the secret to making some prudent financial decisions, but also leads to Gail focusing in on them as a couple in their remaining challenge.