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HubSpot·Software Engineer·Technical Phone Screen·Intermediate

IntermediatePrefer not to say
Apr 2026Remote

Summary

HubSpot technical phone screen for a software engineering role. The whole thing was basically one big coding problem with a follow-up that kept expanding, which I wasn't fully ready for.

Questions Asked (2)

Q1

Implement an LRU cache in Python as a decorator that takes a max size and memoizes a function's results. It needs to handle positional args, *args, and **kwargs so that semantically equivalent calls map to the same cache key, including unhashable arguments. It should support eviction of the least recently used entry, a clear() method, and a cache_info() method.

Algorithms & Data StructuresTechnical Trade-offs
Author's notes

I started with the obvious OrderedDict approach and got the basic LRU logic down fine.

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AI HintsAI Generated

Suggested Approach

Start by clarifying the requirements and edge cases, then outline a design using an OrderedDict for O(1) LRU operations and a robust key normalization function to handle unhashable arguments. Implement the decorator with a wrapper that manages cache lookup, eviction, and exposes clear() and cache_info() methods, and finally discuss trade-offs and potential optimizations.

Pro tip: Mention that you can use functools.lru_cache as a reference but note its limitations (e.g., no support for unhashable arguments) to show depth. Also, emphasize that the key normalization should be deterministic and handle nested structures to avoid subtle bugs.

1. Clarify Requirements and Edge Cases

Ask clarifying questions about expected argument types, thread safety, and whether the cache should be per-function or global. Discuss how to handle unhashable arguments like lists and dicts.

2. Design the Cache Key Strategy

Explain that you'll normalize arguments into a hashable key, e.g., by converting lists to tuples, dicts to sorted tuples of items, and using a custom serialization for other unhashable types. Ensure that semantically equivalent calls (e.g., f(1,2) and f(1, b=2)) produce the same key.

3. Implement the LRU Cache Decorator

Use collections.OrderedDict to store key-value pairs and track recency. On access, move the key to the end; on insertion, if size exceeds maxsize, pop the first item. Wrap the function to compute the key, check the cache, and call the original function on miss.

4. Add clear() and cache_info() Methods

Attach methods to the wrapper: clear() empties the cache and resets statistics; cache_info() returns a named tuple with hits, misses, maxsize, and current size. Update statistics on each cache hit or miss.

5. Discuss Trade-offs and Optimizations

Talk about the overhead of key normalization, potential memory usage, and thread safety. Mention alternatives like using a doubly linked list with a dict for O(1) operations without OrderedDict, and consider using functools.lru_cache for hashable-only cases.

Key Points to Mention

  • Use of OrderedDict for O(1) LRU eviction and recency tracking.
  • Robust key normalization to handle unhashable arguments (e.g., converting lists to tuples, dicts to sorted tuples).
  • Ensuring semantically equivalent calls (e.g., positional vs keyword arguments) map to the same cache key.
  • Implementation of clear() and cache_info() methods with proper statistics tracking.
  • Trade-offs: overhead of key normalization, memory usage, and thread safety considerations.
  • Comparison with functools.lru_cache and when to use each.

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

Q2

Follow-up: add save() and load() methods to persist the cache to a JSON file without using pickle. How do you encode the cache keys and values, handle return values that aren't JSON-serializable, and manage versioning across saves?

System DesignTechnical Trade-offsAPI & Integrations
Author's notes

This one got me.

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AI HintsAI Generated

Suggested Approach

Start by outlining a JSON-based serialization strategy that encodes keys and values into a JSON-safe format, such as using tagged tuples or base64 for non-serializable objects. Then explain how to handle non-serializable return values by either converting them to a serializable representation or storing a fallback marker. Finally, discuss versioning by including a version field in the saved JSON and implementing migration logic on load.

Pro tip: Mention that you would use a custom JSON encoder to handle non-serializable types gracefully, and always include a version number to enable backward-compatible schema evolution.

1. Design the JSON schema

Define a JSON structure that includes a version field, and represents cache entries as a list of objects with encoded keys and values. Use a consistent encoding scheme, such as tagging types or using base64 for binary data.

2. Encode keys and values

Convert keys and values into JSON-serializable forms. For simple types, use native JSON; for complex or non-serializable types, use a custom encoder that outputs a tagged representation (e.g., {"__type__": "datetime", "value": "..."}).

3. Handle non-serializable return values

For values that cannot be serialized, either store a placeholder (e.g., null) and skip them on load, or attempt to serialize a meaningful subset. Document the behavior and ensure the cache remains functional.

4. Implement save() and load()

In save(), serialize the cache to JSON with the version field and write to file. In load(), read the JSON, check the version, and deserialize using the reverse of the encoding scheme, applying any necessary migrations.

5. Manage versioning and migrations

Include a version number in the saved file. On load, if the version is older, apply migration functions to update the data structure before deserializing. If newer, raise an error or attempt best-effort loading.

Key Points to Mention

  • Use a custom JSON encoder/decoder to handle non-serializable types like datetime, sets, or custom objects.
  • Encode keys and values with type tags to ensure round-trip fidelity.
  • For non-serializable values, consider storing a placeholder or skipping them, and log warnings.
  • Include a version field in the JSON to support schema evolution and backward compatibility.
  • Implement migration logic to handle older versions when loading.
  • Ensure atomic writes (e.g., write to temp file then rename) to avoid corruption.

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