| 1579 | Asked Sep 2026Name one interesting person from history that you’d like to interview for a podcast. What would you want to ask them? | Medium | Behavioral | Airbnb |
| 1580 | Tell me about a time when you had to work extremely closely with engineers. What challenges came up, and how did you resolve them? | Medium | Behavioral | Lyft |
| 1581 | Asked Sep 2026How would you redesign the driver-matching algorithm? | Hard | Technical | Lyft |
| 1582 | What are the 5 most important metrics to Dropbox? What metrics might be useful for other companies but not for us? | Medium | Metrics | Dropbox |
| 1583 | Design a new product for freelancers (journalists, copywriters, designers, consultants, etc). | Medium | Product Design | Dropbox |
| 1584 | Design a product to help strangers transfer files to each other without revealing their names or contact information. | Hard | Product Design | Dropbox |
| 1585 | Asked Sep 2026Create an app that makes editing and recording podcasts easier. | Medium | Product Design | Dropbox |
| 1586 | Design a service that helps marketers, advertisers, copywriters, etc. find stock footage. | Medium | Product Design | Dropbox |
| 1587 | Asked Sep 2026How would you increase the average number of files that Dropbox users add to their accounts? | Medium | Product Sense | Dropbox |
| 1588 | Asked Sep 2026What's your favorite software product, and why? If you were the PM for this product, what would be on your 6-12 month roadmap? | Medium | Product Sense | Dropbox |
| 1589 | Asked Sep 2026Think of one way WhatsApp could increase its annual revenue. Now calculate how much annual revenue they might expect to make. | Hard | Strategy | Dropbox |
| 1590 | Asked Sep 2026What are Dropbox’s competitive strengths and weaknesses? | Medium | Strategy | Dropbox |
| 1591 | Asked Sep 2026How much free storage should we give to new Dropbox users? For which tasks should we reward them with bonus storage? | Hard | Strategy | Dropbox |
| 1592 | You're the head of product at some company of your choosing (besides Dropbox). What would you put on your 1-2 year roadmap? | Hard | Strategy | Dropbox |
| 1593 | Asked Sep 2026How can Dropbox differentiate itself from Box, Google Drive, Microsoft OneDrive, etc.? | Medium | Strategy | Dropbox |
| 1594 | Tell me about a time when you had to deprioritize a feature. What did you do? | Easy | Behavioral | Dropbox |
| 1595 | Asked Sep 2026Tell me about a time when you had to exceed what was expected of you to succeed in a project. | Easy | Behavioral | Dropbox |
| 1596 | Asked Sep 2026Tell me about a project that went better than you expected. Now tell me about a project that went worse. What did you learn from it? | Medium | Behavioral | Dropbox |
| 1597 | Asked Sep 2026What’s your teamwork style? What are you like as a teammate? | Easy | Behavioral | Dropbox |
| 1598 | Asked Sep 2026Tell me about a time when you worked cross-functionally. Which group was the hardest to work with? | Medium | Behavioral | Dropbox |
| 1599 | What do you know about Dropbox’s culture? What do you like about it? | Easy | Behavioral | Dropbox |
| 1600 | How does Dropbox’s file-syncing algorithm work? | Hard | Technical | Dropbox |
| 1601 | Asked Sep 2026Design an algorithm that searches through a folder to find identical files. What’s the time and space complexity? | Medium | Technical | Dropbox |
| 1602 | Asked Sep 2026Design an algorithm to detect blurry photos. | Medium | Technical | Dropbox |
| 1603 | How would you create a sentence autocompletion algorithm for Google Docs, Microsoft Word, etc.? | Hard | Technical | Dropbox |
| 1604 | Asked Sep 2026Design an algorithm that can automatically turn PDFs of data tables into CSVs. | Hard | Technical | Dropbox |
| 1605 | Asked Sep 2026Design an algorithm that can guess if two signatures are the same. | Hard | Technical | Dropbox |
| 1606 | Asked Sep 2026What do you think Dropbox’s backend looks like? | Hard | Technical | Dropbox |
| 1607 | How might Dropbox use database sharding? What might some complications be? | Hard | Technical | Dropbox |
| 1608 | Asked Sep 2026How would you describe Dropbox to a 5-year-old? A teenager? A technical wiz with a PhD in computer science? | Medium | Technical | Dropbox |
| 1609 | Asked Sep 2026How do you balance product delivery with long-term strategic vision? | Medium | Behavioral | PayPal |
| 1610 | Asked Sep 2026What are you looking for in your current job search? | Easy | Behavioral | PayPal |
| 1611 | Asked Sep 2026Tell me about a time when you had to decide between executing on a current plan and defining the strategy for a longer-term plan. How did you balance the two? | Medium | Behavioral | PayPal |
| 1612 | What’s your biggest weakness? | Easy | Behavioral | PayPal |
| 1613 | Asked Sep 2026What kind of situations stress you out? | Easy | Behavioral | PayPal |
| 1614 | Asked Sep 2026X cares a lot about engagement. What are a few metrics you’d use to measure it? | Easy | Metrics | X |
| 1615 | Suppose you were the PM who increased Twitter’s limit from 140 characters to 280. What metrics would you have used to measure if the increase was successful? | Medium | Metrics | X |
| 1616 | Suppose X launched a product change that made photos/videos 50% more common on the average user's timeline. What metrics would you examine to figure out if this change was a good thing? | Medium | Execution | X |
| 1617 | Design an app to help students prepare for standardized tests. Use this whiteboard. | Medium | Product Design | X |
| 1618 | Asked Sep 2026How would you design a “social” tab on Google’s search app? What features would you build? | Medium | Product Design | X |
| 1619 | How would you add Patreon-like payment features to X? | Medium | Product Design | X |
| 1620 | Design an “advanced search” feature for X power users. | Medium | Product Design | X |
| 1621 | Asked Sep 2026Design a stove for the blind. | Medium | Product Design | X |
| 1622 | What’s one app that “just works” with minimal configuration? How does it work so smoothly? | Easy | Product Sense | X |
| 1623 | Asked Sep 2026What’s your favorite product? What’s one key improvement you’d make? Why is this the most important one? | Easy | Product Sense | X |
| 1624 | Asked Sep 2026How would you improve polls on X? | Easy | Product Sense | X |
| 1625 | Asked Sep 2026Pick a startup that you think is interesting. How could they improve their product? | Medium | Product Sense | X |
| 1626 | Improve the X onboarding flow. | Medium | Product Sense | X |
| 1627 | We want to increase new user retention on X. What would you build? | Medium | Product Sense | X |
| 1628 | Asked Sep 2026You’ve just invented a laptop that has a staggering 72 hours of battery life, compared to the usual 12 or so. How would you launch it? | Hard | Strategy | X |