I Hope This Finds You Well: Full Book Quiz
Welcome to the companion quiz for I Hope This Finds You Well by Natalie Sue. These twenty questions span the entire novel—from Jolene’s hidden email habit to the retirement party one year later. Mixing multiple-choice and short-answer formats, the quiz tests your recall, understanding of character choices, and ability to connect themes. After you finish, check the answer key for brief explanations. For deeper discussion, see our questions and answers and ending explained.
Quiz Questions
Plot and Sequence (8 questions)
1. What event triggers the disciplinary meeting on Jolene’s birthday?
- A) She was late three times in one week
- B) She sent an email with a hidden insult in white font
- C) She stole office supplies
- D) She refused to attend a morale event
2. How does Jolene first gain access to her coworkers’ private messages?
- A) She guesses Caitlin’s password
- B) Cliff gives her admin access by mistake
- C) An IT glitch BCC’s her on every employee’s inbox
- D) Gregory forwards her a confidential email chain
3. What secret does Jolene discover about Rhonda’s son Carl?
- A) He works for a rival company
- B) He is estranged and later revealed to be deceased
- C) He is planning to marry Caitlin
- D) He is a successful entrepreneur
4. What triggers Jolene’s panic attack during the first harassment training session with Cliff?
- A) A loud fire alarm
- B) A video showing coworkers laughing at someone
- C) Cliff’s sudden movement toward her
- D) The smell of donuts
5. How does Jolene sabotage Caitlin’s inventory report?
- A) She deletes the entire file
- B) She shifts a decimal point and changes one number
- C) She sends the report to Gregory’s wife
- D) She prints it on the wrong paper size
6. What clue does Armin use to figure out Jolene has been reading colleagues’ emails?
- A) He sees her password on a sticky note
- B) He tracks her scone purchase from the café
- C) He finds a screenshot on her desktop
- D) Cliff accidentally mentions it
7. What does Caitlin threaten to do at Gregory’s retirement party?
- A) Reveal Gregory’s affair to the whole office
- B) Send an email to Gregory about Ellie’s death
- C) Quit on the spot
- D) Report Jolene to the police
8. Who delivers letters from Rhonda and Armin to Jolene after she is fired?
- A) Miley
- B) Cliff
- C) Gregory
- D) Caitlin
Character Motivation (5 questions)
9. Why does Jolene write emails in white font?
- A) To practice her typing speed
- B) As a coping mechanism to vent without confrontation
- C) To create a secret archive for HR
- D) To test the company’s surveillance system
10. Why does Jolene agree to carpool with Cliff?
- A) Her car broke down
- B) She wants to befriend him to improve her job security
- C) Miley convinces her to trust him
- D) She is secretly in love with him from the start
11. Why does Armin pretend to be engaged to Jolene?
- A) To win a bet with coworkers
- B) To hide his actual job from his terminally ill mother
- C) To get a promotion
- D) To make Caitlin jealous
12. What motivates Caitlin to report Jolene to HR in Chapter 44?
- A) She discovers Jolene sabotaged her report
- B) She believes Jolene interfered with her relationship with Kyle
- C) She wants Jolene’s desk location
- D) Gregory forces her to do it
13. Why does Jolene finally confess the truth about Ellie to Cliff?
- A) He finds her old journal
- B) Caitlin threatens to expose her, and Jolene decides to be honest
- C) Miley overhears and tells Cliff
- D) She is drunk and accidentally reveals it
Theme and Symbol (4 questions)
14. What does the white font in Jolene’s emails symbolise throughout the novel?
- Short answer (one or two words) _____
15. The zebra plushie (which Jolene names Mr. Barcode) represents:
- A) Office conformity
- B) Her connection to Miley and small acts of kindness
- C) The surveillance software
- D) Corporate profits
16. What does the milkshake at Angels Café symbolise for Jolene?
- A) Her childhood love of sweets
- B) A moment of shared vulnerability and memory of Ellie
- C) Cliff’s attempt to bribe her
- D) The unhealthy office diet
17. In the novel, “taarof” (the Persian custom of polite refusal) functions mainly to:
- A) Speed up business negotiations
- B) Create a ritual of social control, especially by the mothers
- C) Demonstrate Armin’s cooking skills
- D) Hide Jolene’s anxiety
Synthesis (3 questions)
18. How does Jolene’s relationship with her neighbour Miley parallel her own childhood?
- Short answer (2–3 sentences) _____
19. Compare Jolene’s two “walks of shame” (Chapters 2 and 45). What key change does she undergo?
- Short answer (2–3 sentences) _____
20. At the end of the novel, why does Jolene choose not to start a romantic relationship with Cliff right away?
- A) She no longer has feelings for him
- B) She needs to focus on therapy and self‑improvement
- C) Cliff moves to another country
- D) Her mother forbids it
Answer Key
1. B – Jolene forgot to change the font colour before sending a passive-aggressive message to Caitlin, leading to a disciplinary panel. (Chapter 1)
2. C – After Cliff installs monitoring software, a glitch gives Jolene access to every employee’s inbox and sent items. (Chapter 5)
3. B – Rhonda’s son Carl is not a rich success; he is estranged and later confirmed dead, which Rhonda confesses after Jolene overhears her phone call. (Chapters 14, 27, 49)
4. B – The video triggers a panic attack because it reminds Jolene of the night her friend Ellie died. (Chapter 11)
5. B – Using Caitlin’s password, Jolene opens the report and makes minor but damaging alterations. (Chapter 15)
6. B – Armin notices Jolene purchased a scone from the café, matching the fake e‑mail she sent to distract coworkers while planting her phone. (Chapter 30)
7. B – Caitlin, drunk, threatens to e‑mail Gregory about Ellie’s death, which would expose Jolene’s past. (Chapter 39)
8. B – Cliff visits Jolene at her apartment after the firing and hands her letters from Rhonda and Armin. (Chapter 47, 49)
9. B – Jolene uses white‑font writing as a secret, safe outlet for her frustrations in a toxic office. (Chapter 1)
10. B – After learning about the layoff plan, Jolene volunteers for carpooling to win Cliff’s favour and secure her position. (Chapter 10)
11. B – Armin invents an executive fiancée because his mother is on comfort care and he wants to give her peace. (Chapters 20, 40)
12. B – Caitlin accuses Jolene of interfering with her abusive relationship and reports her to HR. (Chapter 44)
13. B – After Caitlin’s threat, Jolene confesses the complete truth to Cliff to stop hiding. (Chapter 39)
14. Hidden emotions / invisibility / secret communication (any of these)
15. B – Miley crocheted the zebra for Jolene; it becomes a token of genuine care and connection. (Chapters 18, 31, 45)
16. B – The milkshake triggers a memory of Ellie and later becomes a shared ritual that deepens Jolene and Cliff’s bond. (Chapter 16, 50)
17. B – Both mothers use taarof to drive the fake‑wedding plans, asserting control while seeming polite. (Chapter 37)
18. Both characters are isolated and neglected by their families. Jolene initially refuses Miley’s friendship (mirroring her own avoidance), but later apologises and builds a supportive relationship, breaking the cycle.
19. During the first walk (Chapter 2) Jolene silently vows revenge; during the second (Chapter 45) she accepts responsibility, returns her zebra decoration, and feels genuine remorse for the hurt she caused.
20. B – Jolene admits she is “not in a good place to date” and prioritises self‑work and therapy. (Chapter 50)