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Cursor·Software Engineer·Technical Phone Screen·Senior

Senior
May 2026

Summary

Cursor technical phone screen for a software engineer role. The main problem was designing a Merkle tree over a git-style repository so a client and server can sync state by exchanging hashes instead of file contents. Dense question for a one-hour slot.

Questions Asked (6)

Q1

Design a Merkle tree over the contents of a cloned repository. Walk through the data model, how you'd construct it, how updates propagate, and what the client/server sync protocol looks like.

System DesignAlgorithms & Data StructuresData Modeling
Author's notes

This is a lot to cover in an hour.

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AI HintsAI Generated

Suggested Approach

Start by defining the data model: a Merkle tree where leaves are hashes of file contents (or chunks) and internal nodes are hashes of concatenated child hashes. Then explain construction bottom-up, update propagation via path recomputation, and a sync protocol that compares root hashes and recursively descends to find differences, transferring only missing or changed data.

Pro tip: Mention that Merkle trees enable efficient diffing and verification, and that Cursor could use them to sync code changes incrementally, reducing bandwidth and enabling offline edits with conflict detection.

1. Define the Data Model

Specify that leaves represent file contents (or fixed-size chunks) hashed with a cryptographic hash (e.g., SHA-256). Internal nodes hash the concatenation of their children's hashes, forming a binary tree. The root hash uniquely represents the repository state.

2. Construct the Tree

Build the tree bottom-up: hash each file/chunk to create leaves, then pair and hash recursively until the root. For large repos, consider chunking files and building a tree per file, then a tree of file roots.

3. Handle Updates

When a file changes, recompute its leaf hash and propagate changes up the tree, updating only the path to the root. This yields O(log n) hash updates for n leaves, making it efficient.

4. Design Sync Protocol

Client and server exchange root hashes. If they differ, they recursively compare child hashes to identify differing subtrees, transferring only the missing or changed data. Use a request-response protocol with messages like 'get children hashes' and 'get data'.

5. Address Edge Cases and Optimizations

Discuss handling of empty files, large files (chunking), and concurrency. Mention optimizations like caching subtree hashes, using a Merkle DAG for deduplication, and batching requests to reduce round-trips.

Key Points to Mention

  • Cryptographic hash function (e.g., SHA-256) for collision resistance and security.
  • Tree structure: binary tree with leaves as file/chunk hashes, internal nodes as hashes of children.
  • Efficient updates: only O(log n) hashes change when a leaf is modified.
  • Sync protocol: compare root hashes, recursively descend to find differences, transfer only deltas.
  • Chunking large files to avoid rehashing entire file on small changes.
  • Use of Merkle trees in Git and other version control systems for integrity and efficient diffing.

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

Q2

Should directory names factor into the internal node hashes, or only file paths and file contents?

System DesignTechnical Trade-offs
Author's notes

They asked this as a clarifying question prompt, basically checking if I'd think about it unprompted.

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AI HintsAI Generated

Suggested Approach

Clarify the purpose of the hash (e.g., content integrity, change detection, deduplication) and then analyze trade-offs of including directory names. Propose a hybrid approach that balances correctness with performance, and justify based on the specific use case at Cursor.

Pro tip: Mention that directory names are metadata and can be handled via a separate manifest or Merkle tree layer, avoiding unnecessary rehashing of file contents when only names change. This shows you understand both system design and practical implementation.

1. Clarify the goal

Ask or state what the hash is used for: detecting file changes, ensuring data integrity, enabling deduplication, or syncing. The goal determines whether directory names matter.

2. Analyze trade-offs

Discuss pros and cons: including directory names increases sensitivity to renames but may cause unnecessary rehashing; excluding them risks collisions or missing structural changes.

3. Consider alternative designs

Propose using a Merkle tree where directory names are part of the tree structure but file contents are hashed separately, allowing efficient updates.

4. Recommend based on context

For Cursor (a code editor), prioritize fast change detection and minimal rehashing. Suggest including directory names only in a metadata hash, not in the content hash.

5. Summarize and conclude

Restate the recommendation and note that the decision depends on requirements like performance, storage, and correctness.

Key Points to Mention

  • Purpose of the hash (integrity, change detection, deduplication)
  • Trade-off between sensitivity to renames and performance overhead
  • Merkle tree or hierarchical hashing as a solution
  • Impact on caching and incremental updates
  • Collision resistance and security considerations
  • Real-world examples (e.g., Git, Dropbox, IPFS)

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

Q3

How would you handle incremental updates when a single file changes, rather than rebuilding the whole tree?

Algorithms & Data StructuresSystem Design
Author's notes

Pretty natural follow-up.

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AI HintsAI Generated

Suggested Approach

Start by clarifying the context: what kind of tree (file system, AST, dependency graph) and what operations are needed. Then propose a design that tracks dependencies and uses incremental algorithms to update only affected nodes, discussing data structures and trade-offs.

Pro tip: Emphasize the importance of invalidation and versioning to avoid stale data, and mention that incremental updates must handle both additions and deletions, not just modifications.

1. Clarify the scenario

Ask questions to understand the tree structure, the frequency of changes, and the required consistency guarantees.

2. Identify dependencies

Determine how nodes depend on each other and how a change propagates through the tree.

3. Design incremental update mechanism

Propose a method to update only affected nodes, such as using a dirty set, topological order, or memoization.

4. Handle edge cases

Discuss how to handle deletions, additions, and concurrent modifications, and how to maintain consistency.

5. Evaluate trade-offs

Compare with full rebuild in terms of performance, complexity, and correctness, and mention when incremental updates are beneficial.

Key Points to Mention

  • Dependency graph or reverse dependencies to track what needs updating
  • Dirty marking and propagation to avoid unnecessary recomputation
  • Topological sorting or worklist algorithm for correct update order
  • Versioning or timestamps for cache invalidation
  • Handling of structural changes (add/remove nodes) not just value changes
  • Complexity analysis: O(affected nodes) vs O(total nodes)

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

Q4

How would the sync protocol handle a very large repository that doesn't fit in memory?

System DesignTechnical Trade-offs
Author's notes

Blanked for a second.

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AI HintsAI Generated

Suggested Approach

Start by clarifying the scale and constraints, then propose a streaming, chunked sync protocol that processes data incrementally without loading the entire repository into memory. Emphasize trade-offs between memory usage, latency, and consistency, and describe how you would handle failures and resumption.

Pro tip: Mention that you would use content-defined chunking (like rsync or Git's packfiles) to deduplicate and transfer only deltas, and that you would persist sync state to disk to allow resumption after crashes.

1. Clarify requirements and constraints

Ask about repository size, memory limits, network conditions, and consistency requirements to scope the problem. This shows you avoid premature assumptions.

2. Design a streaming, chunked protocol

Propose breaking the repository into chunks (e.g., files or content-defined blocks) and syncing them incrementally using a pipeline that reads, transfers, and writes without holding everything in memory.

3. Address state management and resumption

Explain how to track sync progress (e.g., a manifest or journal on disk) so that if the process crashes, it can resume from the last checkpoint without re-scanning the entire repository.

4. Handle consistency and conflict resolution

Discuss how to ensure the synced state is consistent (e.g., using version vectors or hashes) and how to resolve conflicts when the remote and local copies diverge.

5. Evaluate trade-offs and optimizations

Compare approaches (e.g., full-file vs. delta sync) in terms of memory, bandwidth, and latency, and suggest optimizations like compression, deduplication, or parallel transfers.

Key Points to Mention

  • Streaming and chunking to avoid loading entire repository into memory
  • Content-defined chunking (e.g., rsync algorithm) for efficient delta transfer
  • Persistent sync state (manifest/journal) for resumability and crash recovery
  • Consistency mechanisms (hashes, version vectors) to detect and resolve conflicts
  • Trade-offs between memory usage, network bandwidth, latency, and consistency
  • Backpressure and flow control to handle slow consumers or producers

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

Q5

What would change in your design if files can be renamed?

System DesignTechnical Trade-offs
Author's notes

Short answer: a lot.

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AI HintsAI Generated

Suggested Approach

First, clarify the context: are we designing a file system, a version control system, or a collaborative editor? Then, systematically analyze how renaming affects identity, references, caching, synchronization, and user experience. Propose concrete design changes and discuss trade-offs, emphasizing the importance of stable identifiers and efficient reference updates.

Pro tip: Mention that renaming is a metadata operation, not a content change, so it should be fast and atomic. Also, consider using content-addressable storage or immutable IDs to decouple identity from path, which simplifies renaming and avoids breaking references.

1. Clarify the system and requirements

Ask questions to understand the system: Is it a distributed file system, a version control system, or a collaborative document editor? What are the consistency, durability, and performance requirements? This sets the scope for your answer.

2. Identify impacted components

List all parts of the system affected by renaming: metadata storage, reference tracking, caching layers, synchronization protocols, and user interfaces. Consider both internal (e.g., inodes, pointers) and external (e.g., user bookmarks, links) references.

3. Propose design changes

For each impacted component, suggest modifications. For example, introduce stable file IDs, update reference tables atomically, invalidate caches, and handle concurrent renames with locking or versioning. Discuss trade-offs like consistency vs. availability.

4. Address edge cases and failure scenarios

Consider what happens if a rename occurs during a read/write, if two users rename simultaneously, or if the system crashes mid-rename. Propose mechanisms like transactions, tombstones, or conflict resolution.

5. Summarize and evaluate trade-offs

Recap the key changes and discuss their implications on performance, complexity, and user experience. Highlight any assumptions and how they affect the design.

Key Points to Mention

  • Stable file identifiers (e.g., inodes, UUIDs) to decouple identity from path
  • Atomicity and consistency of rename operations (e.g., using transactions or two-phase commit)
  • Reference updating and garbage collection for orphaned references
  • Cache invalidation and coherence protocols
  • Concurrency control (locking, optimistic concurrency) for simultaneous renames
  • User experience: handling broken links, undo functionality, and notifications

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

Q6

How would you test that your hashing is deterministic across different platforms or operating systems?

System DesignTechnical Trade-offs
Author's notes

Normalize everything before hashing: UTF-8 encoding, sorted directory entries, LF line endings if you care about that.

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AI HintsAI Generated

Suggested Approach

Start by defining what 'deterministic hashing' means in your context—same input yields same hash output regardless of platform—and then outline a test strategy that isolates platform-specific factors like endianness, integer sizes, and library implementations. Emphasize cross-platform CI, golden hash values, and property-based testing to catch subtle divergences.

Pro tip: Mention that you'd test with known edge cases (empty input, max-length input, Unicode strings) and compare against a reference implementation or precomputed hashes from a trusted source. This shows you anticipate real-world failure modes beyond just running the same code on different OSes.

1. Define determinism and scope

Clarify that determinism means identical hash outputs for identical inputs across all target platforms, including different OSes, architectures, and runtime versions. Identify the hashing algorithm and its dependencies (e.g., endianness, integer width).

2. Create a cross-platform test suite

Write tests that run on multiple platforms (e.g., Linux, macOS, Windows) and architectures (x86, ARM) using CI pipelines. Include a diverse set of inputs: empty, short, long, binary, Unicode, and edge-case strings.

3. Use golden hash values

Precompute expected hash outputs for a fixed set of inputs using a trusted reference implementation or a known-good platform. Store these as golden values and assert equality in tests across all platforms.

4. Employ property-based testing

Use property-based testing to generate random inputs and verify that the hash function produces consistent outputs across platforms. This catches unexpected edge cases that manual tests might miss.

5. Monitor and alert on divergences

Integrate cross-platform hash consistency checks into CI/CD and production monitoring. If a divergence is detected, log the input and platform details to aid debugging.

Key Points to Mention

  • Endianness and integer size differences across platforms
  • Floating-point or string encoding variations (e.g., UTF-8 vs UTF-16)
  • Library or language runtime version differences
  • Use of cross-platform CI (e.g., GitHub Actions, CircleCI) with matrix builds
  • Golden hash values and reference implementations
  • Property-based testing and fuzzing for edge cases

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