Certain members of the Van der Linde gang will ask Arthur for specific items—these can range from everyday objects to rare collectibles. These requests trigger between Chapters 2 through 4, and a final request appears in the Second Epilogue. Fulfilling at least five requests unlocks the Errand Boy trophy or achievement.
Table of Contents
How to Trigger Requests
| Tip | Description |
|---|---|
| Visit camp frequently | Engage in repeated conversations with all gang members after story missions. |
| Wait for the right timing | Some requests appear only at specific times of day or after certain interactions—patience is key. |
| Retry if nothing triggers | Sleep to change time, leave and reenter camp, or switch activities and come back to refresh who asks. |
| Save before interacting | If a request doesn’t appear, reload your manual save to reset and try again. |
Requests are tied to story progression—once you pass a chapter without completing them, they may become inaccessible until the Epilogue (for Uncle’s case).
Notable Requests by Character
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Abigail (Chapter 2): She asks for $5. Simple and quick.
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Pearson (Chapter 2): Requests a rabbit—trigger requires approaching him behind the stew cart around mid-morning. Reward: Scouting jacket.
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Charles: Asks for moonshine, oleander, and an eagle feather (feather request only in Epilogue). Rewards include arrows and trade goods.
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Dutch (Early Chapter 2): Will ask for his pipe from a guarded cabin—watch for a grizzly; rewards spurs.
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Hosea: Needs American Ginseng and a specific book from a house near Saint Denis—yields medicine and bait.
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Others include requests from Mary-Beth (pen), Lenny (pocket watch), Tilly (necklace), Sean (Kentucky bourbon), Sadie (harmonica), Susan (oregano), and Ellie the Uncle (medicinal cream in Epilogue). Most offer small Honor increases and useful items.
Chapter Timing & Missables
Many requests are chapter-specific and cannot be completed later. Pay particular attention to those in Chapter 2 and Chapter 3. After Chapter 5 or in the Epilogue, only Uncle’s request is still available—others will be locked out. If missed, you’ll need a fresh playthrough to complete them.
Completing the Errand Boy Trophy
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Deliver at least five unique item requests across different characters.
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This is a missable trophy/achievement—track which requests you’ve fulfilled so you don’t miss staying eligible.
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Rewards include Honor boosts and, in some cases, repeatable item resupply or cosmetic items.
GladiatorBoost Spotlight
Need help unlocking those elusive requests or timing them perfectly? GladiatorBoost’s RDR2 Boosting services can assist with fulfilling NPC requests efficiently—making sure you don’t miss the Errand Boy trophy.
Summary Table
| Character | Item Requested | Chapter | Tip/Notes |
|---|---|---|---|
| Abigail | $5 | Chapter 2 | Simple and early |
| Pearson | Rabbit | Chapter 2 | Approach after 10 AM near stew table |
| Charles | Moonshine/Oleander/Feather | Ch. 2–4 / Epilogue | Feather only in Epilogue |
| Dutch | Pipe | Chapter 2 | Must fight grizzly in cabin |
| Hosea | Ginseng / Book | Chapter 3 | Common phytochem plant and local cabin book |
| Lenny | Pocket Watch | Ch. 3–4 | Located in same cabin as Dutch’s pipe |
| Mary-Beth | Fountain Pen | Chapter 2 | Found in southeast cabin near Emerald Station |
| Molly | Pocket Mirror | Chapter 3 | In a cabin north of Hanover |
| Pearson (2nd) | Naval Compass | Chapter 2–4 | Usually triggered during poker games at camp |
| Sadie | Harmonica | Chapters 3–4 | In Granger’s Hoggery |
| Sean | Bourbon | Ch. 2–3 | Buyable or found |
| Susan | Seasoning Herb x2 | Ch. 3–4 | Common across map |
| Tilly | Necklace | Chapter 3 | In random camps or loot |
| Uncle (John) | Medicinal Cream (crafted) | Epilogue | Requires multiple base ingredients |
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