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Stripe·Software Engineer·Technical Phone Screen·Intermediate

Intermediate
May 2026

Summary

Stripe coding round, software engineer role. They gave me a scheduling problem that looked deceptively simple but had enough edge cases to trip you up if you rushed in.

Questions Asked (1)

Q1

Build an email notification scheduler: given a list of user accounts with creation and expiration days, and a set of notification rules with different trigger types, output all emails that should be sent on a given day.

Algorithms & Data StructuresSystem Design
Author's notes

My first instinct was to just nest two loops and call it done, which works but I spent way too long second-guessing whether they wanted something fancier.

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AI HintsAI Generated

Suggested Approach

Start by clarifying the requirements: what are the trigger types, how are rules defined, and what is the expected output format? Then design a data model and algorithm that efficiently evaluates all rules for each user on the given day, considering scalability and edge cases.

Pro tip: Discuss how you would handle time zones and daylight saving time, as these are common pitfalls in scheduling systems and demonstrate attention to real-world complexity.

1. Clarify Requirements and Assumptions

Ask questions to understand the exact trigger types (e.g., days since creation, days until expiration, specific dates), the format of input data, and the expected output. Confirm assumptions about time zones, leap years, and whether notifications should be sent only once.

2. Design Data Structures

Define structures for user accounts (creation date, expiration date) and notification rules (trigger type, offset, template). Consider how to index or organize rules for efficient lookup.

3. Develop Algorithm

For the given day, iterate through each user and evaluate each rule to determine if a notification should be triggered. Optimize by precomputing dates or using range queries if needed.

4. Handle Edge Cases and Scalability

Address edge cases like users created or expiring on the given day, time zone conversions, and large datasets. Discuss potential optimizations like batch processing or caching.

5. Test and Validate

Walk through examples, including boundary conditions, to verify correctness. Mention how you would test the solution, such as unit tests for each trigger type.

Key Points to Mention

  • Time zone handling and date normalization
  • Efficient rule evaluation (e.g., avoiding O(n*m) by indexing rules)
  • Idempotency and ensuring notifications are not sent multiple times
  • Scalability considerations for large user bases
  • Clear separation of concerns between data models and business logic
  • Testing strategy including edge cases like leap years and DST

AI-generated suggestions, not part of the candidate's original notes. May be inaccurate — verify before relying on them.