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Openai·Software Engineer·Technical Phone Screen·Senior

SeniorPrefer not to say
May 2026

Summary

OpenAI SWE interview that centered on a file deduplication coding problem, then kept going into optimization and distributed systems territory. The follow-ups were the real meat of it.

Questions Asked (3)

Q1

Given a collection of files represented as paths with content or metadata, find and return all groups of duplicate files.

Algorithms & Data StructuresTechnical Trade-offs
Author's notes

Started with a hash map keyed by content, which works but I didn't immediately think about the cost of hashing large files.

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AI HintsAI Generated

Suggested Approach

Clarify the input format (paths with content or metadata) and define duplicate criteria (exact content match vs. metadata). Then propose a multi-stage approach: group by size, then hash content, and finally compare full content only for hash collisions. Discuss trade-offs between time, space, and accuracy, and consider edge cases like empty files and large files.

Pro tip: Mention that you would use a cryptographic hash (e.g., SHA-256) for content comparison to minimize collision risk, but also note that for very large files, a streaming hash avoids loading entire files into memory. This shows awareness of real-world constraints.

1. Clarify requirements and assumptions

Ask whether duplicates are defined by exact content or metadata, and whether files are on disk or in memory. Confirm if the solution should handle large files and if approximate duplicates are acceptable.

2. Group by size (or metadata)

If using content, first group files by size; files with different sizes cannot be duplicates. If using metadata, group by relevant metadata fields (e.g., name, timestamp). This reduces the number of pairwise comparisons.

3. Hash and group by hash

For each group from step 2, compute a hash (e.g., SHA-256) of the file content. Group files by hash value. This efficiently identifies potential duplicates with high probability.

4. Verify duplicates (optional)

If hash collisions are a concern, compare the actual content of files within each hash group to confirm duplicates. This step can be skipped if using a strong cryptographic hash and collision risk is acceptable.

5. Return groups

Collect all groups with more than one file and return them as the result. Ensure the output format matches the expected structure (e.g., list of lists of paths).

Key Points to Mention

  • Trade-offs between time and space: hashing is faster than pairwise comparison but uses extra space for hashes.
  • Choice of hash function: cryptographic (SHA-256) vs. non-cryptographic (MD5, xxHash) and collision probability.
  • Handling large files: streaming hash computation to avoid memory issues.
  • Edge cases: empty files, files with same content but different metadata, symbolic links, and permission issues.
  • Scalability: using external sorting or MapReduce for very large datasets that don't fit in memory.
  • Alternative approaches: using file system features (e.g., inode) if available, or checksums provided by the system.

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

Q2

How would you optimize this for time and space, especially when dealing with large files?

Technical Trade-offsAlgorithms & Data Structures
Author's notes

This is where it got interesting.

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AI HintsAI Generated

Suggested Approach

Start by clarifying the problem constraints and the definition of 'large files' (e.g., size, memory limits, I/O speed). Then propose a streaming or chunked approach that avoids loading the entire file into memory, and discuss time-space trade-offs such as using external sorting or compression. Finally, mention specific optimizations like buffered I/O, parallel processing, and algorithmic improvements to reduce complexity.

Pro tip: Emphasize that you would first measure and profile to identify bottlenecks before optimizing, and that you'd consider the end-to-end pipeline including disk I/O and network transfer, not just CPU time.

1. Clarify requirements and constraints

Ask about file size, available memory, time limits, and whether the file fits in memory. Understand the exact operation (e.g., search, sort, transform) and any constraints like single-pass vs multi-pass.

2. Choose a streaming or chunked approach

Propose processing the file in chunks or using a streaming API to keep memory usage constant (O(1) or O(chunk size)). For example, read line-by-line or use memory-mapped files if appropriate.

3. Optimize time complexity

Discuss algorithmic improvements: use hash-based lookups instead of linear scans, external sorting for large data, or parallel processing with multiple threads/processes to utilize CPU cores.

4. Optimize space complexity

Reduce memory footprint by using compression, on-disk data structures (e.g., B-trees), or probabilistic data structures (e.g., Bloom filters) when exact answers aren't needed.

5. Consider I/O and system-level optimizations

Mention buffered I/O, asynchronous I/O, or direct I/O to reduce syscall overhead. Also consider data locality, disk seek times, and network transfer if the file is remote.

Key Points to Mention

  • Time-space trade-offs: e.g., using more memory to speed up computation vs. using less memory but more passes.
  • Streaming algorithms and chunked processing to handle files larger than memory.
  • External sorting and merge sort for sorting large files.
  • Parallelism and concurrency: multi-threading, multi-processing, or distributed processing (e.g., MapReduce).
  • Compression and encoding to reduce I/O and storage.
  • Profiling and benchmarking to identify bottlenecks before optimizing.

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

Q3

How would you design this deduplication system to work at scale across a distributed environment, handling partitioning, skew, fault tolerance, and consistency?

System DesignTechnical Trade-offs
Author's notes

Blanked a bit on skew handling specifically.

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AI HintsAI Generated

Suggested Approach

Start by clarifying requirements and scale, then propose a high-level architecture that partitions data by a hash of the dedup key, uses consistent hashing for distribution, and incorporates replication for fault tolerance. Discuss trade-offs between consistency and availability, and how to handle skew via techniques like salting or dynamic rebalancing.

Pro tip: Emphasize that deduplication at scale often requires a probabilistic data structure like a Bloom filter to reduce expensive lookups, but be ready to discuss its false positive implications and how to mitigate them.

1. Clarify Requirements and Scale

Ask questions to understand data volume, throughput, latency requirements, and consistency needs. This sets the stage for design decisions.

2. Design Partitioning and Distribution

Propose partitioning by a hash of the dedup key (e.g., content hash) and use consistent hashing to distribute partitions across nodes. Discuss how to handle skew with techniques like salting or splitting hot partitions.

3. Ensure Fault Tolerance and Consistency

Describe replication strategies (e.g., leader-follower, quorum) for durability and availability. Discuss consistency models (strong vs. eventual) and how to achieve them with consensus protocols like Raft or Paxos.

4. Optimize Deduplication Logic

Explain how to efficiently check for duplicates using indexes, Bloom filters, or caches. Discuss trade-offs between accuracy and performance, and how to handle false positives.

5. Address Scalability and Operational Concerns

Cover monitoring, rebalancing, and failure recovery. Mention how to scale horizontally and handle node failures without data loss.

Key Points to Mention

  • Consistent hashing for even data distribution and minimal reshuffling on node changes
  • Replication and quorum-based writes/reads for fault tolerance and consistency
  • Handling skew via salting, dynamic partitioning, or consistent hashing with virtual nodes
  • Use of Bloom filters or other probabilistic data structures to reduce lookup overhead
  • Trade-offs between strong and eventual consistency, and how to choose based on requirements
  • Monitoring and rebalancing strategies to maintain performance as data grows

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