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rippling·Software Engineer·Onsite - System Design / Architecture·Senior

SeniorPrefer not to say
Jun 2026

Summary

Rippling SWE interview with a meaty system design problem around building a rule engine for expense approvals. The question had a lot of moving parts and the discussion kept branching into follow-ups I wasn't fully ready for.

Questions Asked (4)

Q1

Design a rule engine for expense approval: given a set of rules with predicates and actions, evaluate incoming expense objects and return a decision.

System DesignData ModelingTechnical Trade-offs
Author's notes

I started with the data model which felt like the safe entry point.

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AI HintsAI Generated

Suggested Approach

Start by clarifying requirements and constraints, then propose a modular architecture with a rule repository, condition evaluator, and action executor. Walk through the data model for rules and expenses, and discuss evaluation strategies (e.g., priority, conflict resolution) and trade-offs like performance vs. flexibility.

Pro tip: Emphasize extensibility and maintainability: design rules as composable predicates and actions, and consider using a domain-specific language (DSL) or configuration-driven approach to allow non-developers to define rules. Also, discuss how to handle rule conflicts and versioning.

1. Clarify Requirements

Ask about rule complexity, expected volume, latency requirements, and who defines rules (developers vs. business users). Clarify decision outcomes (approve, reject, escalate) and whether rules can be combined with AND/OR logic.

2. Define Data Model

Design schemas for Expense (amount, category, submitter, date) and Rule (id, priority, condition, action). Consider representing conditions as expression trees or predicate functions for flexibility.

3. Design Rule Engine Architecture

Outline components: Rule Repository (stores rules), Rule Evaluator (matches expenses against conditions), Conflict Resolver (handles multiple matches), and Action Executor (performs decisions). Discuss evaluation order (priority, specificity).

4. Discuss Evaluation and Conflict Resolution

Explain how to evaluate rules efficiently (e.g., indexing, caching) and resolve conflicts (e.g., first-match, priority-based, or combining actions). Mention strategies like decision tables or Rete algorithm for complex scenarios.

5. Address Trade-offs and Extensibility

Compare approaches: hardcoded vs. configurable rules, performance vs. flexibility, and simplicity vs. feature richness. Propose how to support rule versioning, testing, and dynamic updates.

Key Points to Mention

  • Rule representation: predicates as functions or expression trees, actions as commands
  • Evaluation strategies: forward chaining, priority-based, or decision tables
  • Conflict resolution: priority, specificity, or combining actions
  • Performance considerations: indexing rules, caching, and incremental evaluation
  • Extensibility: DSL, configuration files, or UI for rule management
  • Testing and versioning: unit tests for rules, version control, and audit trails

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

Q2

How would you handle conflicts when multiple rules match the same expense?

System DesignTechnical Trade-offs
Author's notes

Blanked for a second.

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AI HintsAI Generated

Suggested Approach

Start by clarifying the requirements and constraints of the expense rule system, then propose a deterministic conflict resolution strategy that balances business needs with technical feasibility. Discuss trade-offs between different approaches (e.g., priority-based, specificity-based, or user-defined) and emphasize the importance of auditability and configurability.

Pro tip: Mention that conflict resolution should be configurable per organization or policy, and that you'd log all matches and the chosen rule for audit purposes—this shows you understand enterprise needs and compliance.

1. Clarify Requirements

Ask about the types of rules, frequency of conflicts, and business priorities (e.g., compliance vs. cost savings). Understand if rules are user-defined or system-defined.

2. Define Conflict Resolution Strategies

Propose strategies like priority-based (explicit priority field), specificity-based (most specific rule wins), or first-match (order-based). Discuss pros and cons of each.

3. Design for Determinism and Auditability

Ensure the chosen strategy is deterministic and logged. Include metadata in the resolution (e.g., which rule matched and why) for debugging and compliance.

4. Consider Scalability and Performance

Evaluate how the conflict resolution impacts performance as the number of rules grows. Suggest indexing or caching if needed.

5. Allow Configurability and Extensibility

Recommend making the conflict resolution policy configurable per organization or user, and design for future rule types or strategies.

Key Points to Mention

  • Priority-based resolution with explicit rule priorities
  • Specificity-based resolution (e.g., more specific conditions override general ones)
  • Deterministic outcomes and audit logging for compliance
  • Configurability per organization or policy
  • Performance considerations with large rule sets
  • Trade-offs between simplicity, flexibility, and predictability

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

Q3

How would you extend the predicate system to support compound conditions with AND, OR, and NOT logic?

System DesignAlgorithms & Data Structures
Author's notes

This was the part I actually enjoyed.

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AI HintsAI Generated

Suggested Approach

Start by clarifying the requirements and existing predicate system, then propose a composite pattern where predicates are nodes in a tree. Explain how to implement AND, OR, and NOT as composite predicates that recursively evaluate child predicates, and discuss evaluation strategies like short-circuiting and potential optimizations.

Pro tip: Mention that you would use the Composite design pattern and emphasize short-circuit evaluation to improve performance, as it shows you think about both design and efficiency. Also, consider how to handle null or missing fields gracefully.

1. Clarify Requirements and Context

Ask questions to understand the existing predicate system, expected usage, and constraints such as performance, extensibility, and whether predicates are combined dynamically or statically.

2. Design the Composite Structure

Propose a tree-based structure where leaf predicates represent simple conditions and composite predicates (AND, OR, NOT) contain child predicates. Define a common interface with an evaluate method.

3. Implement Logical Operators

Describe how each composite predicate evaluates its children: AND returns true only if all children are true, OR returns true if any child is true, and NOT negates its single child's result.

4. Optimize Evaluation

Discuss short-circuit evaluation for AND and OR to avoid unnecessary computations, and consider caching or indexing for repeated evaluations.

5. Handle Edge Cases and Extensibility

Address null handling, empty child lists, and how to add new operators (e.g., XOR) without modifying existing code, following the Open/Closed principle.

Key Points to Mention

  • Composite design pattern for tree-structured predicates
  • Short-circuit evaluation for AND and OR
  • Common interface for all predicates (e.g., Predicate<T> with evaluate(T))
  • Recursive evaluation of child predicates
  • Open/Closed principle for adding new operators
  • Performance considerations: caching, indexing, or compilation to bytecode

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

Q4

How would you allow new rules to be added dynamically without redeploying the service?

System DesignAPI & Integrations
Author's notes

Went with a DB-backed rules store with a short TTL cache in the service layer.

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AI HintsAI Generated

Suggested Approach

Start by clarifying the types of rules and the desired update frequency, then propose a design that externalizes rules from code—such as a rules engine with a database or configuration store—and includes a safe deployment pipeline with versioning and rollback. Emphasize how the system will fetch, validate, and apply rules at runtime without service restarts, and discuss trade-offs like performance and consistency.

Pro tip: Highlight the importance of a staging environment and canary releases for rule changes, and mention that you would include audit logs and monitoring to quickly detect and revert problematic rules—this shows you think about production safety, not just the happy path.

1. Clarify Requirements

Ask about the nature of the rules (e.g., business logic, validation, routing), who will author them, how often they change, and the acceptable latency for rule updates.

2. Choose a Rule Storage & Management Strategy

Propose storing rules in an external system like a database, configuration service (e.g., etcd, Consul), or a dedicated rules engine (e.g., Drools, JSON-based DSL), ensuring they are versioned and auditable.

3. Design Runtime Rule Loading

Explain how the service will fetch rules dynamically—e.g., via polling, watch mechanisms, or a sidecar—and how it will compile/cache them for performance, with fallback to last-known-good rules.

4. Implement Safe Deployment & Rollback

Describe a pipeline for validating and testing new rules (e.g., unit tests, staging), then rolling them out gradually (canary) with monitoring and automatic rollback on errors.

5. Address Consistency & Performance

Discuss how to handle concurrent rule updates, ensure eventual consistency across instances, and minimize overhead (e.g., in-memory caching, incremental updates).

Key Points to Mention

  • Externalize rules from code using a rules engine or configuration store (e.g., database, feature flags).
  • Use a versioned rule repository with audit trails for traceability and rollback.
  • Implement dynamic loading via polling, watch, or pub/sub to avoid redeploys.
  • Validate rules in a staging environment and use canary releases for safe rollout.
  • Cache compiled rules in memory and handle failures gracefully with fallback mechanisms.
  • Monitor rule performance and errors, with automated alerts and rollback triggers.

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