S2, E23: Kim, Craig and Lucy find an old diary belonging to Lucy's great-grandmother and see that Harry's side of the family has owed their side of the family $10 for 100 years! The total comes to an incredible amount (over $145,000) and so Harry let's Lucy become the boss of the Employment Agency, until they find out that later on in the diary it says that Harry's side of the family paid back the $10.