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Openai·Software Engineer·Technical Phone Screen·Senior

Senior
Jun 2026

Summary

Two-part technical screen for a software engineer role at OpenAI. Both problems were meaty and required real design thinking, not just coding. Left feeling like I probably could've talked through the tradeoffs more confidently on the second one.

Questions Asked (2)

Q1

Design and implement a versioned key-value store with set(key, value, timestamp) and get_at(key, timestamp) operations, where get_at returns the value whose timestamp is the largest one less than or equal to the query timestamp. Timestamps can arrive out of order. Discuss data structures, time and space complexity, and edge cases like duplicate timestamps, missing keys, and very large timestamp values.

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

My first instinct was a sorted list per key with binary search, which is basically the right answer, but I fumbled explaining why a plain dict of lists beats a more exotic structure here.

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AI HintsAI Generated

Suggested Approach

Start by clarifying requirements and constraints, then propose a design using a hash map from keys to sorted timestamp-value pairs (e.g., a balanced BST or sorted list with binary search). Explain the set and get_at operations, analyze time and space complexity, and discuss edge cases and potential optimizations for large-scale or distributed scenarios.

Pro tip: Mention that timestamps can be stored in a balanced BST (like a TreeMap) to achieve O(log n) get_at and O(log n) set, but if timestamps are mostly increasing, a simple list with binary search gives O(1) amortized set and O(log n) get_at. Also, highlight that duplicate timestamps should overwrite the value, and missing keys should return a sentinel (e.g., null or -1).

1. Clarify Requirements and Constraints

Ask about expected scale (number of keys, timestamps per key), timestamp range, concurrency needs, and whether timestamps are unique per key. Confirm that get_at should return the value at the largest timestamp <= query timestamp.

2. Propose Data Structures

Suggest a hash map from key to a sorted collection of (timestamp, value) pairs. For the sorted collection, consider a balanced BST (e.g., TreeMap in Java, std::map in C++) or a dynamic array with binary search. Discuss trade-offs.

3. Implement Operations and Analyze Complexity

For set: insert or update the timestamp-value pair in the sorted collection. For get_at: binary search for the largest timestamp <= query. Analyze time complexity: O(log n) for BST, O(log n) for array with binary search (but O(n) insertion if unsorted). Space: O(total number of set calls).

4. Address Edge Cases

Handle duplicate timestamps (overwrite), missing keys (return null or -1), query timestamp before all timestamps (return null), and very large timestamps (use 64-bit integers). Also consider out-of-order arrivals and concurrency if needed.

5. Discuss Optimizations and Trade-offs

Mention potential optimizations: if timestamps are mostly increasing, use a list with append and binary search; for distributed systems, consider sharding by key and using a database with time-series support. Discuss memory vs. speed trade-offs.

Key Points to Mention

  • Use a hash map for O(1) key lookup, with each key mapping to a sorted structure of timestamps.
  • For the sorted structure, a balanced BST (e.g., TreeMap) gives O(log n) set and get_at, while a sorted array with binary search gives O(log n) get_at but O(n) set unless using a list with append and binary search (O(1) amortized set if timestamps are increasing).
  • Duplicate timestamps should overwrite the existing value for that timestamp.
  • Missing keys or queries before the earliest timestamp should return a sentinel value (e.g., null or -1).
  • Timestamps can be large, so use 64-bit integers (e.g., long) to avoid overflow.
  • Consider concurrency: if multiple threads, use locks or concurrent data structures; for distributed, shard by key and use a database with time-series support.

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

Q2

Given a set of primitive types and directed conversion rules each with a cost, answer queries asking for the minimum cost path from a source type to a target type, or -1 if no path exists. Discuss algorithm choices, complexity, how you'd reconstruct the path, and how the system should handle dynamic rule updates.

Algorithms & Data StructuresTechnical Trade-offsSystem Design
Author's notes

Classic shortest path but they really wanted to dig into whether you preprocess everything upfront or run Dijkstra per query.

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AI HintsAI Generated

Suggested Approach

Start by modeling the problem as a directed weighted graph where nodes are primitive types and edges are conversion rules with costs. For static queries, precompute all-pairs shortest paths using Floyd-Warshall or run Dijkstra per query; for dynamic updates, consider incremental algorithms or recomputation strategies. Discuss path reconstruction via predecessor tracking and trade-offs between preprocessing time, query time, and update handling.

Pro tip: Mention that if the graph is dense or the number of types is small, Floyd-Warshall with O(V^3) preprocessing and O(1) query is ideal; if updates are frequent, consider maintaining a distance matrix with incremental updates or using a cache with invalidation. Also highlight that negative cycles would make shortest paths undefined, so assume non-negative costs or detect cycles.

1. Model as a graph

Represent primitive types as vertices and conversion rules as directed edges with weights equal to costs. Clarify assumptions: non-negative costs, possible multiple edges, self-loops.

2. Choose algorithm for static queries

If many queries, precompute all-pairs shortest paths (Floyd-Warshall O(V^3)) or run Dijkstra from each source (O(V(E+V log V))). If few queries, run Dijkstra per query (O(E+V log V)).

3. Reconstruct path

Maintain a predecessor matrix or parent pointers during shortest path computation. For Floyd-Warshall, use a next-hop matrix to reconstruct the path in O(path length) after query.

4. Handle dynamic updates

For edge insertions/deletions or cost changes, consider incremental algorithms (e.g., dynamic Dijkstra) or recompute affected distances. Trade-offs: full recomputation O(V^3) vs. incremental O(V^2) per update. Use caching with invalidation for query results.

5. Discuss complexity and trade-offs

Compare preprocessing time, query time, update time, and space. For example, Floyd-Warshall: O(V^3) preprocess, O(1) query, O(V^3) update; Dijkstra per query: O(1) preprocess, O(E log V) query, O(1) update. Choose based on query/update frequency.

Key Points to Mention

  • Graph modeling: nodes as types, edges as conversions with costs.
  • Algorithm choices: Dijkstra for single-source, Floyd-Warshall for all-pairs, Bellman-Ford if negative edges (but assume non-negative).
  • Path reconstruction using predecessor/next-hop matrices.
  • Complexity analysis: O(V^3) vs O(E log V) per query, and update costs.
  • Dynamic updates: incremental recomputation, caching, or full recompute based on frequency.
  • Handling unreachable targets: return -1 or infinity, and detect negative cycles if applicable.

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