Beartown

Tails—so nicknamed because of his fondness for wearing fancy suits as a young man—is an owner of a large supermarket chain. He and Peter played hockey together as kids, and he is a staunch supporter of the hockey club. He sides with Kevin at first and goes along with the hockey culture’s misogynist humor, but as the story goes on, he shows more ambivalence about the situation and displays a softer heart. He ends up reprimanding his young son for telling inappropriate jokes, saying he wants his son to be better than he has been. He sells his supermarket in Hed so that he can help the Beartown hockey club stay afloat, and he helps Robbie Holts get a job.
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Tails Character Timeline in Beartown

The timeline below shows where the character Tails appears in Beartown. The colored dots and icons indicate which themes are associated with that appearance.
Chapter 16
Community Breakdown and Inequality Theme Icon
Culture, Character, and Entitlement Theme Icon
As Peter nervously walks around the rink, he blunders into Tails. Tails is a huge, loud ex-hockey player, so nicknamed because he liked to wear a... (full context)
Chapter 19
Culture, Character, and Entitlement Theme Icon
Loyalty and Belonging Theme Icon
Peter goes into the president’s office and scolds Tails for taking alcohol into the boys’ locker room. Tails waves it off. Peter can’t get... (full context)
Chapter 25
Community Breakdown and Inequality Theme Icon
Parents and Children Theme Icon
Loyalty and Belonging Theme Icon
Amat and Fatima are waiting at the bus stop. Tails drives by and offers them a ride to the rink. Fatima can see how proud... (full context)
Chapter 26
Community Breakdown and Inequality Theme Icon
Culture, Character, and Entitlement Theme Icon
Loyalty and Belonging Theme Icon
...and some stay silent, since the comments are just jokes. Later that day, Peter visits Tails in his supermarket office, and they end up chatting about Robbie Holts. Peter asks if... (full context)
Chapter 27
Culture, Character, and Entitlement Theme Icon
Loyalty and Belonging Theme Icon
...has sometimes had to make moral compromises, like signing players to seven-month contracts and having Tails pretend that they worked for him during the summer months, in order to get by... (full context)
Chapter 32
Culture, Character, and Entitlement Theme Icon
Loyalty and Belonging Theme Icon
Tails is waiting for news from David about Kevin. Whoever it is who’s “snatched [the team’s]... (full context)
Chapter 37
Culture, Character, and Entitlement Theme Icon
Parents and Children Theme Icon
Loyalty and Belonging Theme Icon
...arrives at the Erdahls’, there are several middle-aged men seemingly standing guard; among them is Tails, who explains that they’re just showing that they stand united with the family. David doesn’t... (full context)
Chapter 39
Community Breakdown and Inequality Theme Icon
Loyalty and Belonging Theme Icon
A town councilor is on the phone, explaining to Tails that they can’t build a new hockey academy in Beartown in light of the accusation... (full context)
Chapter 42
Community Breakdown and Inequality Theme Icon
Culture, Character, and Entitlement Theme Icon
Parents and Children Theme Icon
Resistance and Courage Theme Icon
Mr. Erdahl shows up at the Bearskin to talk to Ramona, Tails accompanying him. Ramona gives him a glass of her worst whisky. Erdahl says that the... (full context)
Community Breakdown and Inequality Theme Icon
Culture, Character, and Entitlement Theme Icon
Later Tails comes back into the Bearskin and shamefacedly tells Ramona that he’s trying not to pick... (full context)
Chapter 48
Culture, Character, and Entitlement Theme Icon
Parents and Children Theme Icon
Tails gets home from work, thinking about the fact that he’s the only sponsor who doesn’t... (full context)
Community Breakdown and Inequality Theme Icon
Culture, Character, and Entitlement Theme Icon
Tails goes to visit Ramona in the Bearskin. He tells her that he’s selling his store... (full context)