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Pinterest·Software Engineer·Technical Phone Screen·Intermediate

Intermediate
Jun 2026

Summary

Pinterest SWE interview with a pretty gnarly algorithmic problem involving subsequences, custom operator evaluation, and a bunch of follow-ups on pruning and complexity. The core question was interesting but the discussion went deep fast.

Questions Asked (7)

Q1

Given a sequence of positive 32-bit integers and a target value, determine if any subsequence exists where you can place + and * operators between elements and evaluate strictly left to right (no standard operator precedence) to reach the target. Return true/false and, if true, one valid expression.

Algorithms & Data Structures
Author's notes

The left-to-right evaluation part tripped me up at first.

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AI HintsAI Generated

Suggested Approach

Model the problem as a state-space search where each state is (index, current_value), and at each step, try both + and * with the next number, evaluating strictly left to right. Use memoization to avoid recomputing states, and reconstruct the expression by storing parent pointers. Return true if any path reaches the target at the last index.

Pro tip: Emphasize that left-to-right evaluation means no operator precedence, so you can treat the expression as a fold over the sequence; this simplifies the state space and allows early pruning when values exceed the target (if all numbers are positive and target is positive, multiplication only increases).

1. Clarify constraints and edge cases

Confirm that evaluation is strictly left-to-right, numbers are positive 32-bit integers, and the target is a positive integer. Discuss edge cases: empty sequence, single element, overflow, and whether subsequence means contiguous or not (typically not).

2. Define state and recurrence

Define DP state as (i, val) where i is the index of the next number to process and val is the current evaluated result. Recurrence: from (i, val), transition to (i+1, val + nums[i]) and (i+1, val * nums[i]).

3. Choose search strategy and pruning

Use DFS with memoization (top-down) or BFS/DP (bottom-up). Prune branches where val > target (since all numbers positive, further operations only increase val) and where val cannot possibly reach target (e.g., if remaining multiplications would overshoot).

4. Reconstruct one valid expression

During search, store the operator and previous state for each visited state. Once target is reached at the last index, backtrack to build the expression string with + and * between the chosen numbers.

5. Analyze complexity and optimize

Time complexity is O(n * T) where T is the number of distinct reachable values (bounded by target). Space is O(n * T) for memoization. Mention that using a hash set per index can reduce memory and that early termination on finding a solution improves average case.

Key Points to Mention

  • Left-to-right evaluation means no operator precedence; treat as a fold.
  • State-space search with memoization to avoid exponential blowup.
  • Pruning: since numbers are positive, if current value exceeds target, stop exploring that branch.
  • Reconstructing the expression using parent pointers or storing operators.
  • Handling 32-bit integer overflow: use 64-bit integers or check bounds.
  • Time and space complexity analysis: O(n * T) where T is target or number of reachable values.

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

Q2

Walk through a backtracking approach that builds a subsequence and enforces left-to-right evaluation without normal operator precedence. How does the recursion work?

Algorithms & Data Structures
Author's notes

I got the structure down but overcomplicated the state.

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AI HintsAI Generated

Suggested Approach

Start by clarifying the problem: we need to evaluate an expression left-to-right ignoring operator precedence, using backtracking to build subsequences. Then explain the recursive function that explores all possible ways to partition the string into numbers and operators, combining results as we go. Emphasize how the recursion maintains the current accumulated value and the last operand to handle multiplication/division correctly in a left-to-right manner.

Pro tip: Mention that this is essentially the 'Evaluate Expression' problem (e.g., LeetCode 282) but with left-to-right evaluation, and that handling multiplication/division requires tracking the previous operand to adjust the accumulated value. This shows you recognize the pattern and can adapt known solutions.

1. Clarify the problem and constraints

Confirm that the expression is a string of digits and operators (+, -, *) and we must evaluate strictly left-to-right, ignoring precedence. Also confirm that we need to return all possible evaluation results from different ways to parenthesize or split the string.

2. Define the recursive function signature

Design a function that takes the current index in the string, the current accumulated value, and the last operand (for handling * and /). Optionally, include the current expression string for reconstruction.

3. Iterate over possible next numbers

At each step, try all possible lengths for the next number (handling leading zeros). For each, compute the new value based on the operator and update the accumulated value and last operand accordingly.

4. Recurse and backtrack

Recursively call the function with the updated index, value, and last operand. After the recursive call, backtrack by restoring the previous state (if using mutable structures) or simply returning from the call.

5. Collect results at the end

When the index reaches the end of the string, add the current accumulated value to the result list. Ensure that all possible splits are explored.

Key Points to Mention

  • Left-to-right evaluation means we process operators as we encounter them, so multiplication/division must be applied immediately to the last operand.
  • Backtracking explores all possible ways to split the string into numbers and operators, building subsequences.
  • The recursion state includes the current index, the accumulated value, and the last operand (or last term) to correctly handle * and /.
  • Handling leading zeros: numbers cannot have leading zeros unless the number is exactly '0'.
  • Time complexity is exponential in the worst case, but pruning (e.g., avoiding invalid numbers) can help.
  • The base case is when the index reaches the end of the string; then we record the current value.

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

Q3

What pruning heuristics can you apply to speed up the search? Think about bounding partial values, avoiding redundant states, and early termination.

Algorithms & Data StructuresTechnical Trade-offs
Author's notes

Blanked on the redundant-state part.

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AI HintsAI Generated

Suggested Approach

Start by clarifying the search problem and its state space, then systematically discuss pruning techniques grouped into bounding, redundancy elimination, and early termination. For each technique, explain how it reduces the search space and mention trade-offs like overhead vs. benefit. Conclude with an example or two to illustrate practical impact.

Pro tip: Emphasize that pruning must preserve correctness—never prune a state that could lead to the optimal solution. Also, quantify the speedup when possible, e.g., 'In a recent project, alpha-beta pruning cut search time by 60% on average.'

1. Clarify the search problem

Ask or state the type of search (e.g., DFS, BFS, A*) and the goal (e.g., find optimal path, maximize score). This sets context for which pruning heuristics apply.

2. Bounding partial values

Explain how to compute optimistic bounds (upper/lower) for partial solutions and prune branches that cannot beat the current best. Mention techniques like branch-and-bound, alpha-beta pruning, or admissible heuristics.

3. Avoiding redundant states

Discuss detecting and skipping duplicate states via memoization, visited sets, or canonical representations. Highlight symmetry reduction and dominance relations.

4. Early termination

Describe conditions to stop exploring a branch or the entire search early, such as finding a solution that meets a threshold, reaching a depth limit, or detecting infeasibility.

5. Trade-offs and examples

Summarize the overhead of each pruning method and when to use them. Provide a concrete example (e.g., pruning in a recommendation system at Pinterest) to show practical impact.

Key Points to Mention

  • Branch-and-bound with optimistic bounds (e.g., LP relaxation, admissible heuristics)
  • Alpha-beta pruning in minimax search
  • Memoization / dynamic programming to avoid recomputing states
  • Symmetry breaking and dominance pruning
  • Iterative deepening and depth-limited search for early termination
  • Cost-benefit analysis: pruning overhead vs. search space reduction

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

Q4

Describe a reverse search strategy starting from the target and undoing operators. When is a subtraction branch valid, and when can you take a division branch?

Algorithms & Data StructuresTechnical Trade-offs
Author's notes

This was the most interesting part of the interview for me.

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AI HintsAI Generated

Suggested Approach

Start by defining the reverse search strategy as a way to work backwards from the target to the initial state by inverting operators. Then, clearly state the conditions for valid subtraction and division branches, emphasizing constraints like non-negativity and divisibility. Finally, illustrate with a concrete example to show how the strategy prunes the search space.

Pro tip: Mention that reverse search is particularly powerful when the forward branching factor is high, and always validate branches early to avoid unnecessary recursion. This shows you think about efficiency and correctness.

1. Define the problem and reverse approach

Clarify the problem context (e.g., transforming one number to another using operations) and explain that reverse search starts from the target and applies inverse operations to reach the start.

2. Identify inverse operators

List the forward operators (e.g., +, -, *, /) and their inverses (e.g., -, +, /, *). Emphasize that inverse operations must undo the forward operation exactly.

3. Determine validity of subtraction branch

A subtraction branch (reverse of addition) is valid when the current value minus the operand is non-negative (if only non-negative numbers are allowed) and within any other problem-specific bounds.

4. Determine validity of division branch

A division branch (reverse of multiplication) is valid when the current value is divisible by the operand (i.e., current % operand == 0) and the result is within allowed bounds.

5. Apply to example and discuss trade-offs

Walk through a small example (e.g., start=2, target=10, ops: +3, *2) to show valid branches. Discuss how reverse search can reduce branching compared to forward search.

Key Points to Mention

  • Inverse operations: addition ↔ subtraction, multiplication ↔ division.
  • Validity conditions: non-negativity for subtraction, divisibility for division.
  • Pruning: invalid branches are discarded early, improving efficiency.
  • Complexity: reverse search can reduce time/space compared to forward BFS/DFS.
  • Edge cases: zero, negative numbers, and division by zero.
  • Application: useful in problems like 'minimum operations to reach target'.

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

Q5

What are the time and space complexity of your approach, and what does worst-case behavior look like?

Algorithms & Data Structures
Author's notes

Said exponential in the length of the sequence and moved on.

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AI HintsAI Generated

Suggested Approach

State the time and space complexity of your algorithm clearly, then explain the worst-case scenario and why it occurs. Discuss any trade-offs you made and how the complexity compares to alternative approaches.

Pro tip: Always relate the complexity to the specific constraints of the problem; for example, if the input size is bounded, mention that the worst-case may be acceptable. Also, be prepared to discuss how you would optimize if the worst-case becomes a bottleneck.

1. State the complexities

Clearly state the time and space complexity of your algorithm using Big-O notation, specifying what n represents (e.g., number of elements, length of string).

2. Explain the worst-case scenario

Describe the input or conditions that lead to the worst-case behavior and why the algorithm performs at that complexity.

3. Discuss trade-offs

Mention any trade-offs between time and space, or between worst-case and average-case performance, and justify your choices.

4. Compare with alternatives

Briefly compare your approach's complexity with other possible solutions, highlighting why yours is suitable for the given context.

5. Address optimization

If applicable, suggest how you could improve the worst-case complexity or handle edge cases, showing awareness of potential improvements.

Key Points to Mention

  • Time complexity in Big-O notation with clear definition of variables
  • Space complexity including auxiliary space and input space
  • Worst-case input scenario and why it triggers the worst behavior
  • Trade-offs between time and space or different approaches
  • Comparison with alternative algorithms' complexities
  • Potential optimizations or mitigations for worst-case performance

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

Q6

How do you handle 32-bit integer overflow in intermediate results, and what other edge cases should you watch out for?

Algorithms & Data StructuresTechnical Trade-offs
Author's notes

Mentioned using 64-bit intermediates and checking before multiplying.

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AI HintsAI Generated

Suggested Approach

Start by acknowledging that 32-bit integer overflow is a common pitfall in algorithms involving large numbers, and describe how you detect and prevent it using wider types, checks, or modular arithmetic. Then, broaden the discussion to other edge cases like division by zero, negative inputs, and boundary conditions, emphasizing defensive coding and testing.

Pro tip: Mention that in languages like Java, you can use Math.addExact or BigInteger, but be mindful of performance trade-offs; in C++, use unsigned integers for defined overflow behavior or compiler builtins. Also, relate it to real-world scenarios like Pinterest's large-scale data processing where overflow could silently corrupt results.

1. Define the problem

Explain what 32-bit integer overflow is and why it matters in intermediate calculations, especially in algorithms like binary search, factorial, or sum of large arrays.

2. Detection and prevention

Describe techniques to detect overflow: check before operation (e.g., if a > INT_MAX - b), use wider types (64-bit), or use language-specific safe methods. For prevention, consider using modular arithmetic or saturating arithmetic if appropriate.

3. Other edge cases

List additional edge cases: division by zero, negative numbers, empty inputs, integer underflow, floating-point precision, and boundary values like INT_MIN/INT_MAX.

4. Trade-offs and best practices

Discuss trade-offs between performance and safety (e.g., using BigInteger vs. manual checks) and advocate for thorough testing, including property-based testing and fuzzing.

5. Real-world application

Tie it back to the role: at Pinterest, handling large datasets and user-generated content means overflow bugs can lead to incorrect recommendations or analytics; emphasize writing robust code and using static analysis tools.

Key Points to Mention

  • Use 64-bit integers (long long) for intermediate results when inputs are 32-bit.
  • Check for overflow before performing addition/multiplication: e.g., if (a > INT_MAX - b) for addition.
  • Consider modular arithmetic when overflow is acceptable (e.g., hashing).
  • Watch for division by zero and modulo by zero.
  • Handle negative numbers carefully, especially with bitwise operations and shifts.
  • Test boundary conditions: INT_MIN, INT_MAX, zero, and empty inputs.

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

Q7

What additional pruning techniques could further speed up the search beyond what you've already described?

Algorithms & Data StructuresTechnical Trade-offs
Author's notes

Went with precomputing reachable ranges and pruning branches where no combination of remaining elements could possibly hit the target.

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AI HintsAI Generated

Suggested Approach

Acknowledge the pruning techniques already discussed, then systematically introduce additional techniques that balance effectiveness and computational overhead. Focus on techniques that are practical for large-scale search problems like those at Pinterest, and explain how they complement existing methods.

Pro tip: Emphasize that pruning techniques should be evaluated based on their impact on search quality and latency, and that sometimes simple heuristics outperform complex ones in production systems. Mention that at Pinterest, real-time constraints often dictate the choice of pruning strategies.

1. Summarize existing pruning

Briefly recap the pruning techniques already mentioned to set the stage and avoid repetition.

2. Introduce additional techniques

Propose 2-3 additional pruning techniques, such as alpha-beta pruning, branch and bound, beam search, or heuristic-based pruning, and explain how they work.

3. Discuss trade-offs

Analyze the trade-offs of each technique in terms of speed, memory, and accuracy, and relate them to the context of Pinterest's scale and real-time requirements.

4. Prioritize and recommend

Recommend which techniques are most promising for the specific problem, justifying your choices based on the trade-offs and potential impact.

Key Points to Mention

  • Alpha-beta pruning for game trees or minimax search
  • Branch and bound for optimization problems
  • Beam search for approximate nearest neighbor or sequence generation
  • Heuristic-based pruning using domain-specific knowledge
  • Early termination criteria based on confidence thresholds
  • Caching or memoization to avoid redundant computations

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