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OtterAI·Software Engineer·Technical Phone Screen·Intermediate

IntermediatePrefer not to say
Jun 2026

Summary

Technical phone screen for a Software Engineer role at OtterAI. The whole thing was basically one meaty coding problem around password validation, which sounds boring on paper but had enough moving parts to keep me on my toes. They wanted implementation, complexity analysis, and self-written unit tests all in one go.

Questions Asked (3)

Q1

Implement a password validation function that accepts a password string and a configurable rule set, returning whether the password is valid and which specific rules failed. Rules include minimum length, forbidden characters, a per-character repeat limit, uppercase/lowercase requirements, and a configurable special character set.

Algorithms & Data StructuresTechnical Trade-offs
Author's notes

I started with the linear scan plus a frequency map approach, which they seemed fine with.

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AI HintsAI Generated

Suggested Approach

Start by clarifying the requirements and edge cases, then design a modular validation system where each rule is a separate function that returns a result. Implement the validator to run all rules and collect failures, ensuring extensibility and testability.

Pro tip: Emphasize that returning all failed rules (not just the first) improves user experience and debugging, and mention that rules should be pure functions to simplify testing and future additions.

1. Clarify Requirements and Edge Cases

Ask about the exact rule set, whether rules are mandatory or optional, and how to handle edge cases like empty passwords or null inputs. Confirm the expected output format (e.g., boolean and list of failed rules).

2. Design a Modular Rule-Based Architecture

Propose representing each rule as a separate function or object with a common interface (e.g., validate(password) -> bool). This allows easy addition, removal, or reordering of rules without modifying core logic.

3. Implement the Validator

Write a validator that iterates over the configured rules, applies each to the password, and collects the names or identifiers of rules that fail. Return a result object containing overall validity and the list of failures.

4. Handle Configuration and Defaults

Define a configuration structure (e.g., object or map) that specifies which rules are active and their parameters (e.g., minLength, repeatLimit, specialChars). Provide sensible defaults and allow overrides.

5. Test and Discuss Trade-offs

Walk through test cases for each rule and combinations, including edge cases. Discuss trade-offs such as performance (O(n) per rule), extensibility, and whether to short-circuit or collect all failures.

Key Points to Mention

  • Modular design: each rule as an independent, testable function
  • Collecting all failed rules instead of failing fast for better user feedback
  • Configurability: rules and parameters should be easily adjustable
  • Edge case handling: empty strings, null inputs, Unicode characters
  • Performance considerations: time complexity, avoiding unnecessary passes
  • Extensibility: how to add new rules without modifying existing code

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

Q2

For each rule in your implementation, explain the time and space complexity.

Algorithms & Data StructuresTechnical Trade-offs
Author's notes

Pretty straightforward once the code was written.

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AI HintsAI Generated

Suggested Approach

For each rule, systematically analyze the time and space complexity by identifying the input size and the operations performed. Express complexity in Big O notation, considering worst-case scenarios and any data structures used. Relate the complexity to the rule's purpose and discuss potential optimizations.

Pro tip: Always clarify the definition of 'n' (e.g., number of tokens, length of input) and mention that space complexity includes auxiliary space, not just input storage. This shows precision and avoids ambiguity.

1. Identify the rule and its input

State the rule clearly and define what constitutes the input size (e.g., number of tokens, length of string). This sets the context for complexity analysis.

2. Analyze time complexity

Break down the rule into operations (loops, recursion, data structure accesses) and determine the worst-case time complexity in Big O notation.

3. Analyze space complexity

Identify additional memory used (e.g., data structures, recursion stack) and express auxiliary space complexity in Big O notation.

4. Discuss trade-offs and optimizations

Mention any trade-offs between time and space, and suggest possible optimizations or alternative implementations with better complexity.

Key Points to Mention

  • Big O notation and its relevance to scalability
  • Worst-case vs. average-case complexity
  • Auxiliary space vs. total space
  • Impact of data structures (e.g., hash maps, arrays) on complexity
  • Recursion and its space overhead
  • Amortized analysis for dynamic arrays or hash tables

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

Q3

Write your own unit tests covering minimum length boundary conditions, each forbidden character, the 4th versus 5th occurrence of a repeated character, missing each character class, and a fully valid password.

Algorithms & Data StructuresAPI & Integrations
Author's notes

This is where I slowed down more than I expected.

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AI HintsAI Generated

Suggested Approach

Start by clarifying the password validation rules and the testing framework to use. Then, systematically write unit tests for each specified boundary and condition, ensuring each test is independent and covers one scenario. Use parameterized tests for forbidden characters and character class omissions to reduce duplication.

Pro tip: Demonstrate maturity by discussing test naming conventions and the importance of testing edge cases like the 4th vs 5th occurrence, which often reveal off-by-one errors. Also, mention that you would run the tests to ensure they fail before implementing the validation logic (TDD).

1. Clarify requirements and setup

Confirm the exact password rules (minimum length, forbidden characters, required character classes, and repetition limit) and the testing framework (e.g., JUnit, pytest). Set up the test file and necessary imports.

2. Test minimum length boundary

Write tests for passwords of length exactly the minimum (should pass) and one less than minimum (should fail). Also consider empty string and null if applicable.

3. Test forbidden characters

For each forbidden character, write a test where the password contains that character and assert validation fails. Use parameterized tests to avoid repetition.

4. Test repeated character occurrences

Write tests for a password with a character repeated 4 times (should pass) and 5 times (should fail), ensuring the repetition limit is enforced correctly.

5. Test missing character classes and valid password

For each required character class (e.g., uppercase, lowercase, digit, special), write a test where that class is missing and assert failure. Finally, write a test for a fully valid password that meets all criteria and assert success.

Key Points to Mention

  • Boundary value analysis for minimum length (e.g., length = min, min-1)
  • Parameterized tests for forbidden characters to cover all cases efficiently
  • Off-by-one error detection for repeated character limit (4th vs 5th occurrence)
  • Equivalence partitioning for missing character classes (one test per class)
  • Positive test case for a fully valid password to ensure no false negatives
  • Test independence and clear naming conventions for maintainability

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