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Bold Penguin Software Engineer Interview Guide

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

The 60-second brief

As a Software Engineer at Bold Penguin, you play a crucial role in shaping the technology that drives our innovative insurance platform. Your contributions directly impact our ability to streamline the insurance process for agents and consumers alike, making it easier and more efficient. This role is not just about coding; it involves collaborating with cross-functional teams to develop scalable solutions that enhance user experiences and optimize our backend systems. At Bold Penguin, you will work on complex problems in a fast-paced environment, where your technical skills will be challenged and your ideas will be valued. You will contribute to projects that require a deep understanding of both software engineering principles and the unique demands of the insurance industry.

This guide is scoped to a Software Engineer candidate at Bold Penguin.

Focus areas

  • Ruby
  • Ruby on Rails
  • Take-Home Coding Challenge

The Bold Penguin interview process

Bold Penguin candidates report 4 rounds over 3-5 weeks. The stages below are what candidates describe, not a published process.

Recruiter Call

Engage with a recruiter for a screening call to discuss your background and fit for the role.

What to demonstrate

  • Engage with a recruiter for a screening call to discuss your background and fit for the role
  • Depth in Ruby

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.

Technical Interviews

Participate in several rounds of technical interviews that include coding assessments.

What to demonstrate

  • Participate in several rounds of technical interviews that include coding assessments
  • Depth in Ruby

How to prepare

  • Answer aloud and timed: Can you explain the differences between SQL and NoSQL databases?
  • Answer aloud and timed: Describe a challenging bug you encountered and how you resolved it.

Behavioral Interviews

Engage in discussions that reflect the company's collaborative culture and assess your alignment with the mission.

What to demonstrate

  • Engage in discussions that reflect the company's collaborative culture and assess your alignment with the mission
  • Depth in Ruby

How to prepare

  • Prepare three examples from your own work, each with a decision you made and an outcome you can quantify.
  • Re-read the description of the behavioral interviews above and write down what you would ask to confirm before it.

Team Interaction

Interact with potential colleagues to gain insights into team dynamics and project methodologies.

What to demonstrate

  • Interact with potential colleagues to gain insights into team dynamics and project methodologies
  • Depth in Ruby

How to prepare

  • Answer aloud and timed: If you have a large dataset, how would you go about processing it efficiently?
  • Answer aloud and timed: Describe your process for debugging a complex system.

Where candidates lose points

Prepare for Behavioral Questions

Practice articulating your experiences using the STAR method (Situation, Task, Action, Result) to effectively convey your contributions.

Show Enthusiasm for Technology

Be ready to discuss your passion for software development and how you keep up with industry trends.

Ask Insightful Questions

Prepare questions for your interviewers that demonstrate your interest in the role and the company, such as inquiries about team dynamics and ongoing projects.

Be Yourself

Authenticity matters in interviews. Be honest about your experiences and how they align with Bold Penguin’s values.

Questions & practice

Write a function to reverse 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?

How would you 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?

Can you demonstrate how to use recursion to solve a problem?

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 problem using hash maps and explain your thought process.

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?

Can you explain 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?

Keep soft-deleted accounts from blocking re-registration

Easy · soft delete · unique constraints · engine differences

app_user holds user_id, tenant_id, email CITEXT, password_hash (NULL for SSO principals), email_verified_at, auth_version, status ('invited','active','suspended','deactivated'), created_at, updated_at, deleted_at. Two live accounts for one address inside a tenant must be impossible, but an address freed by a soft delete must be reusable, and the same tenant may delete and re-register it repeatedly. Write the uniqueness DDL for PostgreSQL 16, then the equivalent for MySQL 8 where partial indexes do not exist, and say what each permits once three deleted rows already hold that address.

Approach

  1. Start from what is actually unique: not (tenant_id, email), but (tenant_id, email) among live rows. PostgreSQL says that directly — CREATE UNIQUE INDEX app_user_live_email ON app_user (tenant_id, email) WHERE deleted_at IS NULL. A full constraint over the same two columns burns the address permanently the first time someone deletes an account.
  2. Keep case-insensitivity in the type or the index, never in the application: CITEXT as given, or UNIQUE (tenant_id, lower(email)) as an expression index where the extension is unavailable. A case-sensitive unique column is exactly how two accounts for one human appear.
  3. For MySQL 8 the predicate has to move inside the key: add a discriminator column that is a constant 0 while the row is live and is set to user_id on delete, with UNIQUE (tenant_id, email, deleted_marker). Live rows share the constant and still collide; deleted rows differ from each other and stop colliding.
  4. State the NULL variant and its dependency: leaving the marker NULL for deleted rows also works, because a unique index treats NULLs as distinct — true in MySQL, and true in PostgreSQL only under the default NULLS DISTINCT, which PostgreSQL 15 lets you reverse. Check the polarity against the three existing deleted rows: constant-on-live is what preserves the collision you want, and reversing it silently admits duplicate live accounts.

Follow-up

  • A deleted account re-registers with the same address the next day. Do the old resource rows follow the new user_id, and how does the API keep the two principals apart?
  • How do you honour an erasure request while resource_revision.actor_user_id still references this table?

What are the principles of object-oriented 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?

How do you ensure the scalability of a web application?

Medium · Technical / Domain Questions

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 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 key features of Ruby on Rails?

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?

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?

If you have a large dataset, how would you go about processing it efficiently?

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 would you handle a situation where your project requirements change mid-development?

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?

Describe your process for debugging a complex system.

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 Bold Penguin candidates report.

Day 1 — Map the Bold Penguin loop

  • Write out the reported sequence: Recruiter Call, Technical Interviews, Behavioral Interviews, Team Interaction.
  • 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 4 reported rounds, with the weakest marked.

Day 2 — Work Ruby

  • Spend the session on Ruby, which Bold Penguin candidates report being tested on.
  • Write one worked example in Ruby and time yourself on it.

Deliverable: One timed worked example in Ruby.

Day 3 — Work Ruby on Rails

  • Spend the session on Ruby on Rails, which Bold Penguin candidates report being tested on.
  • Write one worked example in Ruby on Rails and time yourself on it.

Deliverable: One timed worked example in Ruby on Rails.

Day 4 — Work Take-Home Coding Challenge

  • Spend the session on Take-Home Coding Challenge, which Bold Penguin candidates report being tested on.
  • Write one worked example in Take-Home Coding Challenge and time yourself on it.

Deliverable: One timed worked example in Take-Home Coding Challenge.

Day 5 — Answer out loud: Technical / Domain Questions

  • Answer aloud, timed: What are the principles of object-oriented programming?
  • Answer aloud, timed: How do you ensure the scalability of a web application?

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

Day 6 — Answer out loud: Problem-Solving / Case Studies

  • Answer aloud, timed: How would you approach optimizing a slow-running application?
  • Answer aloud, timed: If you have a large dataset, how would you go about processing it efficiently?

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

Day 7 — Answer out loud: Behavioral / Leadership

  • Answer aloud, timed: Tell me about a time you had to work with a difficult team member.
  • Answer aloud, timed: How do you prioritize your work when faced with multiple deadlines?

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.

Tell me about a time you had to work with a difficult team member.

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 your work when faced with multiple deadlines?

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 took the lead on a project.

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 at your best?

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?