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Openai·Software Engineer·Technical Phone Screen·Senior

SeniorPrefer not to say
May 2026Remote

Summary

OpenAI SWE interview with a filesystem path resolution problem that started straightforward and then got progressively messier with the symlink follow-up. The kind of question that feels deceptively simple until you're thirty minutes in and suddenly dealing with cycle detection.

Questions Asked (2)

Q1

Implement a simplified Unix-style cd command: given a current working directory and a target path, return the resolved absolute path. Must handle absolute and relative paths, dot and double-dot segments, and redundant slashes.

Algorithms & Data StructuresTechnical Trade-offs
Author's notes

The base version felt manageable.

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AI HintsAI Generated

Suggested Approach

Clarify the rules for path resolution (absolute vs relative, ., .., redundant slashes) and edge cases. Then propose a stack-based algorithm that processes path segments, handling .. by popping from the stack when possible. Finally, discuss complexity and potential trade-offs.

Pro tip: Mention that you would use a stack (or deque) to efficiently handle .. and that you must consider edge cases like root directory and paths that go above root. Also, note that the solution should be O(n) time and O(n) space.

1. Clarify requirements and edge cases

Ask about handling of . and .., redundant slashes, and whether the path can go above root. Confirm that the output should be a canonical absolute path.

2. Choose data structure and algorithm

Use a stack to store path components. Split the path by '/', iterate over segments, and for each segment: if it's '..', pop from stack if not empty; if it's '.' or empty, skip; otherwise push.

3. Handle absolute vs relative paths

If the target path starts with '/', start with an empty stack (absolute). Otherwise, initialize the stack with the components of the current working directory.

4. Construct the resolved path

Join the stack elements with '/' and prepend '/' to form the absolute path. Handle the case of empty stack (root) by returning '/'.

5. Analyze complexity and test

State that time complexity is O(n) where n is the length of the path, and space is O(n) for the stack. Walk through examples to verify correctness.

Key Points to Mention

  • Use a stack to process path segments, handling '..' by popping.
  • Skip empty segments and '.' to handle redundant slashes and current directory.
  • For absolute paths, start with an empty stack; for relative, start with the current directory's components.
  • Ensure the result is canonical: no trailing slash except for root, and no redundant slashes.
  • Consider edge cases: path goes above root (should stay at root), root directory, empty path.
  • Time and space complexity: O(n) time, O(n) space.

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

Q2

Follow-up: extend the cd implementation to support symbolic links. A symlink map provides src-to-dst mappings. How do you handle symlinks in the middle of a path, multi-hop chains, and cycles?

Algorithms & Data StructuresSystem DesignTechnical Trade-offs
Author's notes

This is where things got interesting in a bad way.

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AI HintsAI Generated

Suggested Approach

Clarify the symlink resolution semantics (e.g., whether to resolve all symlinks or only those in intermediate components) and then describe a step-by-step algorithm that resolves each path component, detects cycles using a visited set, and handles multi-hop chains by iterating until a non-symlink is found. Emphasize edge cases like symlinks pointing to absolute paths, relative paths, and the root directory.

Pro tip: Mention that you would limit the number of symlink resolutions to prevent infinite loops (e.g., a max depth of 40 like Linux) and discuss the trade-off between eager vs lazy resolution for performance.

1. Clarify requirements and assumptions

Ask whether the symlink map is static or dynamic, whether symlinks can point to absolute or relative paths, and whether the goal is to resolve the entire path or just intermediate components.

2. Design the resolution algorithm

Process the path component by component, maintaining a current directory. For each component, check if it's a symlink; if so, replace it with its target and restart resolution from the target's base.

3. Handle multi-hop chains and cycles

Use a visited set to detect cycles and a counter to limit the number of symlink resolutions (e.g., max 40). If a cycle or limit is exceeded, return an error.

4. Address edge cases

Consider symlinks pointing to absolute paths, relative paths, the root directory, and symlinks in the final component. Also handle non-existent paths and permission errors.

5. Analyze complexity and trade-offs

Discuss time complexity (O(n * m) where n is path length and m is max symlink depth) and space complexity (O(m) for the visited set). Mention caching resolved paths for performance.

Key Points to Mention

  • Cycle detection using a visited set of (path, component index) or resolved paths.
  • Maximum symlink depth limit to prevent infinite loops (e.g., 40 like Linux).
  • Handling both absolute and relative symlink targets, including normalization of paths.
  • Resolution of symlinks in intermediate components vs. the final component.
  • Performance considerations: caching resolved paths, lazy vs eager resolution.
  • Error handling for broken symlinks, cycles, and exceeding depth limit.

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