Caddi Software Engineer Interview Guide

The 60-second brief

As a Software Engineer at Caddi, you will play a pivotal role in designing, developing, and maintaining software solutions that drive our business and enhance user experiences. This position is integral to the success of our products, as you will work on complex systems that streamline operations and deliver innovative functionalities to our clients. Your contributions will directly impact our ability to deliver high-quality, scalable software that meets the needs of our users and stakeholders. At Caddi, engineers work collaboratively across teams, focusing on a variety of projects that range from creating new features for existing products to architecting entirely new systems. You will have the opportunity to engage with cutting-edge technologies and methodologies, ensuring that our engineering practices are not only efficient but also aligned with the strategic goals of the company.

This guide is scoped to a Software Engineer candidate at Caddi.

Focus areas

• System Design
• Coding Assessments (Online/Take-home)
• Large-Scale System Experience

The Caddi interview process

Caddi candidates report 3 rounds over 3-5 weeks. The stages below are what candidates describe, not a published process.

Technical Assessment

Initial assessment to evaluate technical abilities through coding tests.

What to demonstrate

• Initial assessment to evaluate technical abilities through coding tests
• Depth in System Design

How to prepare

• Answer aloud and timed: Explain the difference between a stack and a queue.
• Answer aloud and timed: How do you handle version control in your projects?

HR Interview

Interview with HR to discuss cultural fit and candidate background.

What to demonstrate

• Interview with HR to discuss cultural fit and candidate background
• Depth in System Design

How to prepare

• Answer aloud and timed: Describe a challenging bug you encountered and how you resolved it.
• Answer aloud and timed: What are the principles of object-oriented design?

Technical Lead Interview

In-depth technical discussions with technical leads to assess problem-solving skills.

What to demonstrate

• In-depth technical discussions with technical leads to assess problem-solving skills
• Depth in System Design

How to prepare

• Answer aloud and timed: Can you explain RESTful services and their benefits?
• Answer aloud and timed: Design a URL shortening service. What considerations would you take into account?

Where candidates lose points

Understand the company culture

Research Caddi’s mission and values to show alignment during your interviews.

Be prepared for coding assessments

Brush up on coding practices and algorithms to ensure you perform well in technical tests.

Communicate clearly

Articulate your thoughts and reasoning during problem-solving discussions to demonstrate your analytical skills.

Ask thoughtful questions

Prepare insightful questions to ask your interviewers, which shows your interest in the role and the company.

Questions & practice

Write a function to reverse a linked list.

Medium · Coding / Algorithms

Approach

1. Restate the input: its shape, its size, and what is guaranteed about it.
2. Name the brute-force solution and its complexity before improving on it.
3. Choose the data structure from the access pattern, not from familiarity.
4. State the target complexity and say which constraint rules the naive version out.

Follow-up

• How does this change if the input no longer fits in memory?
• What is the worst case, and how likely is it on real data?

Implement a binary search algorithm.

Medium · Coding / Algorithms

Approach

1. Restate the input: its shape, its size, and what is guaranteed about it.
2. Name the brute-force solution and its complexity before improving on it.
3. Choose the data structure from the access pattern, not from familiarity.
4. State the target complexity and say which constraint rules the naive version out.

Follow-up

• How does this change if the input no longer fits in memory?
• What is the worst case, and how likely is it on real data?

How would you find the longest substring without repeating characters?

Medium · Coding / Algorithms

Approach

1. Restate the input: its shape, its size, and what is guaranteed about it.
2. Name the brute-force solution and its complexity before improving on it.
3. Choose the data structure from the access pattern, not from familiarity.
4. State the target complexity and say which constraint rules the naive version out.

Follow-up

• How does this change if the input no longer fits in memory?
• What is the worst case, and how likely is it on real data?

Explain dynamic programming and provide an example of where it can be applied.

Medium · Coding / Algorithms

Approach

1. Restate the input: its shape, its size, and what is guaranteed about it.
2. Name the brute-force solution and its complexity before improving on it.
3. Choose the data structure from the access pattern, not from familiarity.
4. State the target complexity and say which constraint rules the naive version out.

Follow-up

• How does this change if the input no longer fits in memory?
• What is the worst case, and how likely is it on real data?

Solve a coding challenge from platforms like LeetCode or HackerRank.

Medium · Coding / Algorithms

Approach

1. Restate the input: its shape, its size, and what is guaranteed about it.
2. Name the brute-force solution and its complexity before improving on it.
3. Choose the data structure from the access pattern, not from familiarity.
4. State the target complexity and say which constraint rules the naive version out.

Follow-up

• How does this change if the input no longer fits in memory?
• What is the worst case, and how likely is it on real data?

Discuss the trade-offs between SQL and NoSQL databases in your design.

Medium · System Design / Architecture

Approach

1. Name the grain you start from and join outward from it.
2. Check whether any join is one-to-many before aggregating, or the sums inflate.
3. Say which index the query would use, and what makes it unusable.
4. Handle the rows that do not match: that is usually the actual question.

Follow-up

• How does the query change if that join becomes one-to-many?
• What happens to this when the table is ten times larger?

Find version gaps and relay lag with window functions

Medium · window functions · event tables · frame semantics

outbox_event holds event_id, aggregate_type, aggregate_id, aggregate_version, event_type, payload, status ('pending','published','dead'), attempts, created_at, published_at. A projection is missing rows and you must decide whether the relay skipped events or the consumer dropped them. Write three queries over the last seven days: one listing every aggregate_id whose published aggregate_version sequence has a hole, one giving per-day counts with a running total, and one returning the newest published event per aggregate. For each, say where the window function is evaluated relative to WHERE and LIMIT. PostgreSQL 16.

Approach

1. Gaps: compute lead(aggregate_version) OVER (PARTITION BY aggregate_id ORDER BY aggregate_version) in a subquery, then filter next_version <> aggregate_version + 1 in the outer query. Window functions are evaluated after WHERE, GROUP BY and HAVING and before the outer ORDER BY and LIMIT, so the predicate cannot sit in the same WHERE clause and PostgreSQL 16 has no QUALIFY.
2. Say what the seven-day filter does to the answer: it truncates every partition, so the first row per aggregate has no predecessor inside the window and a hole spanning the boundary is invisible. Widen the window, or join to resource.version as the authority for the true maximum.
3. Running total: SELECT date_trunc('day', created_at) AS d, count() AS n, sum(count()) OVER (ORDER BY date_trunc('day', created_at) ROWS UNBOUNDED PRECEDING). An aggregate inside a window call is legal because grouping runs before windowing. The grouping key is unique per row here so ROWS and RANGE agree, but write the frame anyway — over ungrouped rows with tied timestamps the default RANGE frame pulls in every peer row and the total jumps.
4. Newest per aggregate: DISTINCT ON (aggregate_id) ... ORDER BY aggregate_id, aggregate_version DESC is the cheap PostgreSQL-only form when an index matches that order; row_number() OVER (PARTITION BY aggregate_id ORDER BY aggregate_version DESC) = 1 is the portable form and needs a subquery for the same evaluation-order reason as the gap query.

Follow-up

• Relay failover redelivers events. Does a duplicate break the gap query, and how would you detect one from this table alone?
• Turn the gap check into a continuous monitor rather than a query someone runs after an incident. What does it watch?

Explain the difference between a stack and a queue.

Medium · Technical / Domain Questions

Approach

1. Clarify what is being asked and what a complete answer contains.
2. State your assumptions explicitly before working the problem.
3. Say what you would check first and why it is the highest-information step.
4. Work from the requirement backwards to the design.

Follow-up

• What assumption would you test first?
• How would you know your answer was wrong?

Describe a challenging bug you encountered and how you resolved it.

Medium · Technical / Domain Questions

Approach

1. Clarify what is being asked and what a complete answer contains.
2. State your assumptions explicitly before working the problem.
3. Say what you would check first and why it is the highest-information step.
4. Work from the requirement backwards to the design.

Follow-up

• What assumption would you test first?
• How would you know your answer was wrong?

What are the principles of object-oriented design?

Medium · Technical / Domain Questions

Approach

1. Clarify what is being asked and what a complete answer contains.
2. State your assumptions explicitly before working the problem.
3. Say what you would check first and why it is the highest-information step.
4. Work from the requirement backwards to the design.

Follow-up

• What assumption would you test first?
• How would you know your answer was wrong?

Can you explain RESTful services and their benefits?

Medium · Technical / Domain Questions

Approach

1. Clarify what is being asked and what a complete answer contains.
2. State your assumptions explicitly before working the problem.
3. Say what you would check first and why it is the highest-information step.
4. Work from the requirement backwards to the design.

Follow-up

• What assumption would you test first?
• How would you know your answer was wrong?

Design a URL shortening service. What considerations would you take into account?

Medium · System Design / Architecture

Approach

1. Fix the scope first: who calls this, how often, and what they do when it fails.
2. Name the read and write paths separately; they rarely have the same bottleneck.
3. Choose a partition key and say what query it makes expensive.
4. State the consistency you need, and where you are willing to be stale.

Follow-up

• What breaks first when traffic grows ten times?
• How does this behave when that dependency is down for an hour?

How would you approach creating a scalable chat application?

Medium · System Design / Architecture

Approach

1. Fix the scope first: who calls this, how often, and what they do when it fails.
2. Name the read and write paths separately; they rarely have the same bottleneck.
3. Choose a partition key and say what query it makes expensive.
4. State the consistency you need, and where you are willing to be stale.

Follow-up

• What breaks first when traffic grows ten times?
• How does this behave when that dependency is down for an hour?

What are key factors to consider in designing microservices?

Medium · System Design / Architecture

Approach

1. Fix the scope first: who calls this, how often, and what they do when it fails.
2. Name the read and write paths separately; they rarely have the same bottleneck.
3. Choose a partition key and say what query it makes expensive.
4. State the consistency you need, and where you are willing to be stale.

Follow-up

• What breaks first when traffic grows ten times?
• How does this behave when that dependency is down for an hour?

Describe an architecture you implemented in a previous project.

Medium · System Design / Architecture

Approach

1. Fix the scope first: who calls this, how often, and what they do when it fails.
2. Name the read and write paths separately; they rarely have the same bottleneck.
3. Choose a partition key and say what query it makes expensive.
4. State the consistency you need, and where you are willing to be stale.

Follow-up

• What breaks first when traffic grows ten times?
• How does this behave when that dependency is down for an hour?

How would you approach optimizing a slow-running application?

Medium · Problem-Solving / Case Studies

Approach

1. Clarify what is being asked and what a complete answer contains.
2. State your assumptions explicitly before working the problem.
3. Say what you would check first and why it is the highest-information step.
4. Work from the requirement backwards to the design.

Follow-up

• What assumption would you test first?
• How would you know your answer was wrong?

Given a dataset, how would you determine if it is appropriate for machine learning?

Medium · Problem-Solving / Case Studies

Approach

1. Clarify what is being asked and what a complete answer contains.
2. State your assumptions explicitly before working the problem.
3. Say what you would check first and why it is the highest-information step.
4. Work from the requirement backwards to the design.

Follow-up

• What assumption would you test first?
• How would you know your answer was wrong?

What steps would you take to ensure software quality in your projects?

Medium · Problem-Solving / Case Studies

Approach

1. Clarify what is being asked and what a complete answer contains.
2. State your assumptions explicitly before working the problem.
3. Say what you would check first and why it is the highest-information step.
4. Work from the requirement backwards to the design.

Follow-up

• What assumption would you test first?
• How would you know your answer was wrong?

Explain how you would troubleshoot a system outage.

Medium · Problem-Solving / Case Studies

Approach

1. Establish what changed and when, before forming any theory.
2. Pick a bisection that eliminates candidates whichever way it turns out.
3. Check the instrumentation before believing the symptom.
4. Separate the trigger from the cause; the deploy is rarely the bug.

Follow-up

• What would you look at first, and what would it rule out?
• How would you tell a cause from a coincidence here?

Suggested practice checklist

Built from the rounds and topics Caddi candidates report.

Day 1 — Map the Caddi loop

• Write out the reported sequence: Technical Assessment, HR Interview, Technical Lead Interview.
• For each round, write one sentence on what it is judging, from the description above, and mark the one you are least ready for.

Deliverable: A one-page map of the 3 reported rounds, with the weakest marked.

Day 2 — Work System Design

• Spend the session on System Design, which Caddi candidates report being tested on.
• Write one worked example in System Design and time yourself on it.

Deliverable: One timed worked example in System Design.

Day 3 — Work Coding Assessments (Online/Take-home)

• Spend the session on Coding Assessments (Online/Take-home), which Caddi candidates report being tested on.
• Write one worked example in Coding Assessments (Online/Take-home) and time yourself on it.

Deliverable: One timed worked example in Coding Assessments (Online/Take-home).

Day 4 — Work Large-Scale System Experience

• Spend the session on Large-Scale System Experience, which Caddi candidates report being tested on.
• Write one worked example in Large-Scale System Experience and time yourself on it.

Deliverable: One timed worked example in Large-Scale System Experience.

Day 5 — Answer out loud: Technical / Domain Questions

• Answer aloud, timed: Explain the difference between a stack and a queue.
• Answer aloud, timed: How do you handle version control in your projects?

Deliverable: Spoken answers to 2 reported Technical / Domain Questions question(s), under time.

Day 6 — Answer out loud: System Design / Architecture

• Answer aloud, timed: Design a URL shortening service. What considerations would you take into account?
• Answer aloud, timed: How would you approach creating a scalable chat application?

Deliverable: Spoken answers to 2 reported System Design / Architecture question(s), under time.

Day 7 — Answer out loud: Behavioral / Leadership

• Answer aloud, timed: Tell me about a time you had a conflict with a teammate and how you resolved it.
• Answer aloud, timed: What motivates you to perform your best work?

Deliverable: Spoken answers to 2 reported Behavioral / Leadership question(s), under time.

Behavioural preparation

Behavioural rounds judge the decision you made and what it cost.

How do you handle version control in your projects?

Medium · Technical / Domain Questions

Approach

1. Pick a story where you made the decision, not one where you watched it.
2. State the situation in two sentences and spend the rest on the reasoning.
3. Give the blast radius: what could have broken, and what you measured.
4. Name the disagreement and how you resolved it with evidence.

Follow-up

• What would you do differently if you ran that again?
• How did you know your change caused the improvement?

Tell me about a time you had a conflict with a teammate and how you resolved it.

Medium · Behavioral / Leadership

Approach

1. Pick a story where you made the decision, not one where you watched it.
2. State the situation in two sentences and spend the rest on the reasoning.
3. Give the blast radius: what could have broken, and what you measured.
4. Name the disagreement and how you resolved it with evidence.

Follow-up

• What would you do differently if you ran that again?
• How did you know your change caused the improvement?

What motivates you to perform your best work?

Medium · Behavioral / Leadership

Approach

1. Pick a story where you made the decision, not one where you watched it.
2. State the situation in two sentences and spend the rest on the reasoning.
3. Give the blast radius: what could have broken, and what you measured.
4. Name the disagreement and how you resolved it with evidence.

Follow-up

• What would you do differently if you ran that again?
• How did you know your change caused the improvement?

Describe a situation where you had to learn something new quickly.

Medium · Behavioral / Leadership

Approach

1. Pick a story where you made the decision, not one where you watched it.
2. State the situation in two sentences and spend the rest on the reasoning.
3. Give the blast radius: what could have broken, and what you measured.
4. Name the disagreement and how you resolved it with evidence.

Follow-up

• What would you do differently if you ran that again?
• How did you know your change caused the improvement?

How do you prioritize tasks when managing multiple projects?

Medium · Behavioral / Leadership

Approach

1. Pick a story where you made the decision, not one where you watched it.
2. State the situation in two sentences and spend the rest on the reasoning.
3. Give the blast radius: what could have broken, and what you measured.
4. Name the disagreement and how you resolved it with evidence.

Follow-up

• What would you do differently if you ran that again?
• How did you know your change caused the improvement?

Have you ever disagreed with a decision made by your manager? How did you handle it?

Medium · Behavioral / Leadership

Approach

1. Pick a story where you made the decision, not one where you watched it.
2. State the situation in two sentences and spend the rest on the reasoning.
3. Give the blast radius: what could have broken, and what you measured.
4. Name the disagreement and how you resolved it with evidence.

Follow-up

• What would you do differently if you ran that again?
• How did you know your change caused the improvement?

Describe a time when you had to make a difficult decision with limited information.

Medium · Problem-Solving / Case Studies

Approach

1. Pick a story where you made the decision, not one where you watched it.
2. State the situation in two sentences and spend the rest on the reasoning.
3. Give the blast radius: what could have broken, and what you measured.
4. Name the disagreement and how you resolved it with evidence.

Follow-up

• What would you do differently if you ran that again?
• How did you know your change caused the improvement?