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Openai·Machine Learning Engineer·Onsite - System Design / Architecture·Senior

SeniorPrefer not to say
Jun 2026

Summary

OpenAI ML Engineer interview that went deep on a systems problem I thought I knew cold. The duplicate file detection question started simple but the distributed follow-up is where things got real.

Questions Asked (1)

Q1

Given a directory tree with many files, find all groups of files that have identical contents and return their paths. Walk through your algorithm and then explain how you'd scale it to a distributed file system across many machines.

System DesignAlgorithms & Data StructuresTechnical Trade-offs
Author's notes

I started with the obvious stuff: skip files that differ in size before doing any hashing, then bucket by hash (SHA-256 is what I went with, MD5 felt like I was inviting a lecture).

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AI HintsAI Generated

Suggested Approach

Start by clarifying requirements (file sizes, number of files, distributed constraints) and then present a two-phase algorithm: first group files by size, then hash contents to identify identical files. For scaling, discuss partitioning, parallel processing, and handling large-scale data with MapReduce or similar frameworks.

Pro tip: Emphasize that hashing is probabilistic and collisions are possible; mention using cryptographic hashes like SHA-256 and optionally verifying with byte-by-byte comparison for critical applications. Also, highlight the importance of considering file metadata (e.g., permissions, timestamps) when defining 'identical'.

1. Clarify Requirements and Constraints

Ask about the scale (number of files, total size), definition of 'identical' (content only or metadata too), and whether the solution must be distributed. This shows you think before coding.

2. Design Single-Machine Algorithm

Propose grouping files by size first (since identical files must have same size), then compute a strong hash (e.g., SHA-256) for each file, and group by hash. Optionally verify with byte comparison to handle collisions.

3. Analyze Complexity and Trade-offs

Discuss time and space complexity: O(N) file reads, O(N) memory for hashes. Mention trade-offs between hash strength, collision probability, and performance.

4. Scale to Distributed File System

Describe partitioning files across machines (e.g., by file path or size), computing hashes in parallel, then shuffling hashes to group identical ones. Use MapReduce: map each file to (hash, path), reduce by hash to collect paths.

5. Address Distributed Challenges

Discuss handling stragglers, fault tolerance, data skew (e.g., many small files), and optimizing network transfer (e.g., only send hashes, not file contents).

Key Points to Mention

  • Two-phase approach: size grouping then content hashing to reduce comparisons.
  • Use of cryptographic hash functions (e.g., SHA-256) and collision handling.
  • MapReduce paradigm for distributed processing: map to (hash, path), reduce to group by hash.
  • Partitioning strategies to balance load and minimize data movement.
  • Fault tolerance and handling of large files that don't fit in memory.
  • Trade-offs between exactness (byte comparison) and efficiency (hashing).

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