OpenAI System Design Interview Questions

These are the 28 OpenAI system design interview questions AceOffer has reconstructed from candidate reports, sorted by how often each was reported. System Design: Payment System leads at 48×. Every question shows when it was last reported; the catalog refreshes monthly.

Key facts

  • 28 distinct system design questions indexed
  • 268 candidate reports across those questions
  • Most reported: System Design: Payment System — 48× (last seen August 2026)
  • Refreshed monthly · last updated August 2026

Which OpenAI rounds ask system design questions?

The OpenAI rounds below are where these questions come up. Counts are distinct questions, not times asked.

System design28 questions

Most reported: System Design: Payment System 48×

Which OpenAI system design questions get asked most?

Sorted by candidate-report frequency. Click any question for the full breakdown.

QuestionRoundReportedLast seen
System Design: Payment System

Design a payment system that models credit/debit card processing for offline retail (e.g., POS/coffee-shop scenario — NOT an online Stripe-like gateway, unless…

System Design48×August 2026
System Design: CI/CD PipelineFree

Design a multi-tenant CI/CD system (similar to GitHub Actions) that automatically schedules and executes user-defined workflows in response to repository events. Canonical…

System Design48×June 2026
System Design: Slack

Design a Slack-like messaging platform. Core requirements: (1) Direct messages (1:1) and group channels; (2) Create new group chats and add users…

System Design38×May 2026
System Design: ChatGPT / GPT Interactive Chat UI

Design a ChatGPT-like interactive chat application end-to-end. Core requirements typically include: (1) Users type a prompt and submit it to establish a…

System Design21×July 2026
System Design: Online Chess Game

Design an online chess game platform similar to chess.com. The system must support: (1) player matchmaking — pair players of similar skill…

System Design17×August 2026
Design Sora / Video Generation Scheduling System

Design OpenAI Sora's end-to-end video generation system. A client submits a video generation request; the system must schedule, execute, and deliver the…

System Design17×August 2026
System Design: Online IDE / Sandbox Cloud IDE

Design a cloud-based online IDE / sandbox environment. The prompt varies by variant but core requirements include: (1) Users can create, delete,…

System Design15×July 2026
System Design: Webhook Delivery Service

Design a scalable Webhook delivery service. Users register a callback URL paired with an eventId. Whenever that eventId is triggered, the system…

System Design8×February 2026
System Design: Crossword Puzzle Solver

Design a service/system to solve crossword puzzles. Input: (1) a crossword board with numbered cells indicating word start positions and directions (Across/Down),…

System Design8×July 2026
Novel Data Mining from Large Unlabeled Datasets

Design a machine learning system to discover, extract, and surface novel or high-quality data from a massive unlabeled dataset (images, medical records,…

System Design8×May 2026
System Design: Place of Interest (POI) / Yelp Service

Design a Place of Interest (POI) service similar to Yelp or Foursquare. The system stores registered places of interest, each with a…

System Design5×February 2026
System Design: URL Shortener

Design a URL shortening service (e.g., bit.ly / TinyURL). Users submit a long URL and receive a short URL (e.g., https://short.ly/xK9p2) that…

System Design5×March 2026
System Design: Web Crawler

Design and/or implement a web crawler system. Two main variants observed: (1) System design variant — Design a system to crawl and…

System Design4×February 2026
System Design: YouTube / Video Publishing & Streaming

Design a video publishing and streaming platform similar to YouTube. The system should support video upload, storage, transcoding, and delivery at scale…

System Design4×May 2026
Recommendation & Search System Design

ML system design question covering one or both of: (1) Design a recommendation system (e.g., content/video feed ranking), and/or (2) Design a…

System Design3×November 2025
AI Playground System Design

Design an AI Playground system (similar to ChatGPT but with a distinct UI) where prompts and responses co-exist in a single unified…

System Design3×April 2026
System Design: Calendar Application

Design a calendar application similar to Apple Calendar or Google Calendar. Users should be able to create, view, and manage events. The…

System Design3×February 2026
System Design: Image Sharing with Deduplication

Design an image sharing system where: (1) users can upload images and retrieve them by a unique ID; (2) if two users…

System Design2×April 2026
Multi-Shard Data Management Architecture

Design and implement a multi-shard data management system with shard balancing logic. The coding component involves implementing shard balancing using provided add_shard…

System Design2×March 2026
ML System Design: Image Extraction from Chat Logs for New Concepts

Design a machine learning system to automatically extract representative images from ChatGPT chat logs for newly emerged real-world concepts (e.g., Cybertruck, newly…

System Design1×December 2025
System Design: OpenAI Platform

Design the OpenAI platform. The scope is broad — you are expected to architect a production-grade system resembling the OpenAI API/product platform.…

System Design1×October 2025
Database Scaling for Notification System

Design Slack with a focus on two major challenges: (1) Large channel fan-out — how to efficiently deliver messages to all members…

System Design1×October 2025
Large Model Deployment System Design

You have a large ML model (50GB–500GB in size) that needs to be deployed as quickly as possible to 1000 internal machines…

System Design1×September 2025
Stock Trading System Design (Robinhood-like)

Design a stock trading platform similar to Robinhood. The system should support retail stock trading core flows — account management, order placement…

System Design1×January 2026
Design Functional Scalable Full-Stack Web App from Mockups

You are given one or more UI mockup screenshots of a web product. Your task is to transform those mockups into a…

System Design1×September 2025
System Design - Real-time Sensor System (End-to-End)

Design a real-time sensor system end-to-end. Starting from sensor selection and use case definition, incorporate PM requirements, then reason through algorithm selection,…

System Design1×May 2026
Coffee Shop Ordering System Design

Design a coffee shop ordering system. The interviewer frames it with a concrete in-store coffee shop scenario — not a general e-commerce…

System Design1×April 2026
ChatGPT Enterprise (Custom Company Data)

Design ChatGPT Enterprise: enterprise customers upload their internal company data, and the product provides customized ChatGPT functionality grounded in that data. Reported…

System Design1×March 2026

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FAQ

How many system design questions does OpenAI ask?
AceOffer has reconstructed 28 distinct OpenAI system design interview questions from 268 verified candidate reports, each with verbatim follow-ups and a last-reported date.
What is the most common OpenAI system design interview question?
System Design: Payment System — reported 48 times, last seen August 2026.
How fresh is AceOffer's OpenAI system design question data?
The catalog is refreshed monthly from new candidate reports, and every question shows when it was last reported.

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Every question, every candidate-reported follow-up, and what passers actually do. Monthly refresh.

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