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Boomerang Software Engineer Interview Guide

Boomerang Software Engineer interview guide: reported rounds, questions and how candidates describe the process.

The 60-second brief

As a Software Engineer at Boomerang, you will play a pivotal role in shaping the technology that powers our innovative solutions. Your contributions will directly influence product development, enhance user experiences, and drive business success. At Boomerang, we focus on creating tools that streamline communication and productivity, and your expertise will help us continue to lead in this competitive landscape. This role is not just about writing code; it’s about tackling complex challenges, collaborating with cross-functional teams, and contributing to products that are used by thousands of users daily. Expect to work on projects that involve scaling systems, optimizing performance, and developing features that meet the evolving needs of our users. You will be at the forefront of technology, facing interesting problems that require creative and efficient solutions.

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

Focus areas

  • Live Coding (General)
  • Coding Challenge (General)
  • Technical Phone Screen

The Boomerang interview process

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

Coding Challenge

Begin with a coding challenge sent via email to assess your technical skills.

What to demonstrate

  • Begin with a coding challenge sent via email to assess your technical skills
  • Depth in Live Coding (General)

How to prepare

  • Answer aloud and timed: What are the differences between object-oriented programming and functional programming?
  • Answer aloud and timed: How do you manage memory in your applications?

Technical Phone Screen

Engage in live coding during a technical phone screen to evaluate your problem-solving approach.

What to demonstrate

  • Engage in live coding during a technical phone screen to evaluate your problem-solving approach
  • Depth in Live Coding (General)

How to prepare

  • Be able to walk your CV end to end in two minutes, and say why this company specifically.
  • Have your salary expectations, notice period and location constraints ready, and ask for the rest of the loop in writing.

In-Depth Technical Interviews

Participate in more detailed technical interviews focusing on system design, coding, and behavioral questions.

What to demonstrate

  • Participate in more detailed technical interviews focusing on system design, coding, and behavioral questions
  • Depth in Live Coding (General)

How to prepare

  • Answer aloud and timed: What are some common algorithms for sorting data?
  • Answer aloud and timed: Write a function to reverse a linked list.

Where candidates lose points

Practice coding on a whiteboard

Get comfortable with explaining your thought process while coding, as this is a common interview format.

Be ready to discuss past projects

Have examples from your previous work that showcase your skills and contributions.

Understand Boomerang's products

Familiarize yourself with our tools and how they benefit users, as this knowledge will help you align your answers with our mission.

Prepare for behavioral questions

Reflect on your experiences and how they demonstrate your fit with Boomerang's values and culture.

Questions & practice

How do you manage memory in your applications?

Medium · Technical / Domain Questions

Approach

  1. Say what the runtime actually does before reasoning about the code.
  2. Name what is shared across threads and what owns each piece of state.
  3. Identify the window where an invariant is briefly untrue.
  4. Distinguish a value from a reference to it, and say which one you handed out.

Follow-up

  • What happens if two callers reach this at the same time?
  • Where could this allocate more than you expect?

What are some common algorithms for sorting data?

Medium · Technical / Domain Questions

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?

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?

How would you find the first non-repeating character in a string?

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?

Given two sorted arrays, merge them into a single sorted array.

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 how you would optimize a piece of code for performance.

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?

Describe the differences between SQL and NoSQL databases.

Medium · Technical / Domain Questions

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?

Explain why the owner filter ignores the listing index

Medium · composite index · query plans · sort elimination

The only index on resource is (tenant_id, status, updated_at DESC, resource_id DESC). A new endpoint returns one user's resources across all statuses, newest created first: WHERE tenant_id = $1 AND owner_user_id = $2 ORDER BY created_at DESC LIMIT 20. On a tenant with 2M rows it takes 900 ms and EXPLAIN shows a sort above a large scan. Explain precisely why the existing index cannot serve it, give the index that can, and state which of these the new index still will not help: owner_user_id alone across tenants; the same query ordered by updated_at. PostgreSQL 16.

Approach

  1. Separate the two jobs an index does. For filtering, a composite btree is seekable only on a left prefix, so with no predicate on status the scan can at best range over tenant_id and test owner_user_id per row; PostgreSQL 16 has no btree skip scan to jump the unconstrained column.
  2. For ordering, the index is sorted by (status, updated_at) within a tenant and not by created_at, so the LIMIT cannot stop early: every matching row is read and then sorted. That is the 'Sort Method: top-N heapsort' line, and it is why the plan reads 2M rows to answer with 20.
  3. Derive the replacement from the access path — equality, equality, then the ordering column: CREATE INDEX CONCURRENTLY ON resource (tenant_id, owner_user_id, created_at DESC). The scan seeks to the (tenant, owner) range and walks 20 entries in order, so the Sort node disappears along with the row-read.
  4. Treat INCLUDE (title, status) as conditional, not free. An index-only scan still visits the heap for any row whose page is not marked all-visible, so on a table taking 1.2k writes/second the win depends on autovacuum keeping the visibility map current, and the wider index costs more on every insert.

Follow-up

  • 90% of rows are status='active'. Would a partial index WHERE status = 'active' change your answer, and for which of the three queries?
  • A dashboard runs this for 40 owners in one page load. What changes about the design?

What are the differences between object-oriented programming and functional programming?

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 the concepts of RESTful services?

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 complex problem you faced and how you approached solving it.

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?

How do you prioritize tasks when working on multiple 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?

Can you provide an example of a time you improved a process or system?

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?

Design a URL shortening service like Bitly.

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 architect a messaging system for a large-scale 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?

Explain how you would design a web application to handle millions of concurrent users.

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?

Discuss the trade-offs between microservices and monolithic architectures.

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 considerations do you take into account for database design?

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?

p99 jumped on one listing filter while p50 stayed flat

Medium · query planning · composite index · percentiles

After a release that added an owner_user_id filter to the resource listing, p99 rose from 90 ms to 1.9 s while p50 stayed at 40 ms. Traffic and row counts are unchanged. resource carries the index (tenant_id, status, updated_at DESC, resource_id DESC). The new query filters tenant_id and owner_user_id, orders by updated_at DESC, resource_id DESC, and takes 20 rows. On PostgreSQL, explain the shape of the regression, prove it from a query plan, and give the index you would add.

Approach

  1. Start from the shape. A flat p50 with a moved p99 means a subset of requests changed cost, not all of them, so the first job is naming the subset. Bucket the endpoint's latency by the tenant's row count; the natural hypothesis is that large tenants are a small share of requests and all of the tail.
  2. Get the plan for the new query on a large tenant with EXPLAIN (ANALYZE, BUFFERS). Expect an index scan over the tenant's range, a filter discarding most of it, then a Sort feeding the Limit, possibly reporting Sort Method: external merge Disk. Read actual rows on the scan node, not estimated.
  3. Explain why the existing index cannot serve it. A composite B-tree is seekable only as a left prefix, and with no equality predicate on status the scan cannot treat updated_at as an ordering, because rows in the tenant's range are ordered by status first. Everything matching must be read and sorted before LIMIT 20 can apply, so a tenant with 400,000 rows pays 400,000 rows to return 20.
  4. Add (tenant_id, owner_user_id, updated_at DESC, resource_id DESC). Equality on the first two columns leaves the index ordered by updated_at within that pair, so the plan becomes an index scan that stops after 20 rows with no Sort node. PostgreSQL can scan a B-tree backwards, so the DESC markers matter only if the two sort columns ever disagree in direction; keeping them explicit documents the order the keyset cursor depends on.

Follow-up

  • The endpoint paginates with OFFSET. What does page 500 cost with your index, and what does the keyset version cost?
  • How would you have caught this before release, given that a 10,000-row seed database produces the same plan shape at an unnoticeable cost?

Suggested practice checklist

Built from the rounds and topics Boomerang candidates report.

Day 1 — Map the Boomerang loop

  • Write out the reported sequence: Coding Challenge, Technical Phone Screen, In-Depth Technical Interviews.
  • 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 Live Coding (General)

  • Spend the session on Live Coding (General), which Boomerang candidates report being tested on.
  • Write one worked example in Live Coding (General) and time yourself on it.

Deliverable: One timed worked example in Live Coding (General).

Day 3 — Work Coding Challenge (General)

  • Spend the session on Coding Challenge (General), which Boomerang candidates report being tested on.
  • Write one worked example in Coding Challenge (General) and time yourself on it.

Deliverable: One timed worked example in Coding Challenge (General).

Day 4 — Work Technical Phone Screen

  • Spend the session on Technical Phone Screen, which Boomerang candidates report being tested on.
  • Write one worked example in Technical Phone Screen and time yourself on it.

Deliverable: One timed worked example in Technical Phone Screen.

Day 5 — Answer out loud: Technical / Domain Questions

  • Answer aloud, timed: What are the differences between object-oriented programming and functional programming?
  • Answer aloud, timed: How do you manage memory in your applications?

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

Day 6 — Answer out loud: Coding / Algorithms

  • Answer aloud, timed: Write a function to reverse a linked list.
  • Answer aloud, timed: How would you find the first non-repeating character in a string?

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

Day 7 — Answer out loud: Problem-Solving / Case Studies

  • Answer aloud, timed: Describe a complex problem you faced and how you approached solving it.
  • Answer aloud, timed: How do you prioritize tasks when working on multiple projects?

Deliverable: Spoken answers to 2 reported Problem-Solving / Case Studies question(s), under time.

Behavioural preparation

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

Discuss a time when you had to make a decision based on incomplete data.

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?

How do you handle tight deadlines and pressure?

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?

Tell me about a time you worked in a team and faced a conflict.

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 handle constructive criticism?

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 advocate for a technical decision.

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 succeed in your role?

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 ensure your work aligns with the company’s goals?

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?