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Pollyanna cheers up John Pendleton by bringing him jelly. She also cheers up Dr. Chilton.
Pollyanna tries to have Miss Polly agree with her to send the jelly to Mr. Pendleton instead of Mrs. Snow. Miss Polly agrees as long as Mr. Pendleton knows it was a gift from Pollyanna, not from her (Miss Polly)
Pollyanna tells the ladies of the Ladies Aid about Jimmy Bean’s need for a home, but they cannot find him one. On the way home through Pendleton Woods, she finds John Pendleton with a broken leg and must go to his home to telephone for a doctor. Dr. Chilton comes to help.
As Pollyanna is taking calf’s foot jelly to Mrs. Snow, she meets a boy named Jimmy Bean who’s left the Orphan’s Home to try to find him some “folks”. Pollyanna tries to convince Aunt Polly to take him. When Aunt Polly refuses, Pollyanna plans to go to the Ladies Aid meeting to find him a home.
Pollyanna visits Mrs. Snow again with a few surprises. She has brought all the food that Mrs. Snow might like. Mrs. Snow seemed “surprised” and to have nothing to complain about, but when she complains about the awful piano music next door, Pollyanna reminds her that she can be “glad” other folks aren’t sick in bed like her. Mrs. Snow is angered by this, so Pollyanna explains about the “glad” game and the story of crutches she once received. As Mrs. Snow closes her eyes after hearing the story, tears “surprisingly” fall to her cheeks. Later, Pollyanna is finally moved out of the little attic room.)
“The Man” begins to talk reluctantly with Pollyanna as she sees him on her walks. She learns from Nancy that he (Mr. Pendleton) he is mysterious, and some say he has a hidden secret from his past.
Pollyanna meets “the man”, a strange silent man always dressed in black on her way to visit the ill Mrs. Snow. Mrs. Snow challenges Pollyanna to find something to be “glad” about when you are sick in bed. Pollyanna is perplexed at first but then solves the problem in her own unique way.
Pollyanna decides to sleep on the roof of the sun parlor, but when she does, Miss Polly thinks someone is trying to get into the house. Pollyanna gets in trouble, and Miss Polly makes her sleep with her. Once again, Pollyanna thinks she has been rewarded instead of punished.
Miss Polly wants Pollyanna to know her duty to not open the windows and let flies in. After the flies come in, Miss Polly 'punishes' her by having her read a pamphlet about how flies are dangerous to your health. Pollyanna is happy about this because she thinks this is a reward because she gets to read.
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