Datadog interview questions

58 questions24 coding4 system design30 behavioral10 freeUpdated

This is every question in the Datadog guide, in one list: 24 coding problems, 4 system designs and 30 behavioral questions, drawn from what candidates report about Datadog interviews.

Each row shows the round it comes from and links to the lesson that works through it. 10 are free to read in full. The other 48 are Premium, and here you still see their round, difficulty and topic, so you know what you're walking into.

Datadog coding interview questions

24 problems, in the order the guide teaches them. Each lesson gives the full problem, a worked solution and the follow-ups interviewers tend to add.

1Total Directory Size: Walk, Then ScaleFreeMediumRecursion & Pattern Matching
2rm -rf: Collect Every Deleted PathFreeMediumRecursion & Pattern Matching
3Simple Regex Parser: Match a Log Line Against Dot and StarFreeHardRecursion & Pattern Matching
4Valid Word Abbreviation: Match a Compressed TokenFreeEasyRecursion & Pattern Matching
5Directory Size by Path: Parse It, Then Walk ItFreeMediumTrees & Graphs
6Million-Wide Directory: Walk It Without RecursionFreeMediumTrees & Graphs
7Streaming Walk: Yield Paths Instead of Collecting ThemFreeMediumTrees & Graphs
8Max Root-to-Leaf Sum: Score Every Path Down the TreeFreeMediumTrees & Graphs
9Service Graph: Fastest Path Between Two HostsFreeMediumTrees & Graphs
10Premium medium problemMediumLog Stream Parsing
11Premium medium problemMediumLog Stream Parsing
12Premium medium problemMediumLog Stream Parsing
13Premium easy problemEasyCounting & Aggregation
14Premium easy problemEasyCounting & Aggregation
15Premium medium problemMediumCounting & Aggregation
16Premium medium problemMediumCounting & Aggregation
17Premium easy problemEasyCounting & Aggregation
18Premium easy problemEasyLatency & Monitoring
19Premium medium problemMediumLatency & Monitoring
20Premium medium problemMediumLatency & Monitoring
21Premium medium problemMediumLatency & Monitoring
22Premium medium problemMediumBuffered Writers & I/O
23Premium hard problemHardBuffered Writers & I/O
24Premium medium problemMediumBuffered Writers & I/O

Datadog system design interview questions

4 designs, each worked end to end in its own lesson, from requirements to the architecture and its trade-offs.

#Question
1Design the Metrics SystemFree
2Design a Budgeting App (Premium)
3Log Ingestion & Search (Premium)
4Real-Time Collaborative Grid (Premium)

A lock means the design is named here and its walkthrough is Premium.

Datadog behavioral interview questions

30 questions, grouped by what the interviewer is testing. The lesson explains why each one gets asked and what a strong answer covers.

End-to-end ownership and accountability (4)

All 4 are Premium

Reliability versus velocity tradeoffs (4)

All 4 are Premium

Conflict and collaboration (4)

All 4 are Premium

Giving and receiving feedback (4)

All 4 are Premium

On-call and customer empathy (4)

All 4 are Premium

Learning from failure (4)

All 4 are Premium

Communication and conciseness (3)

All 3 are Premium

Motivation and why Datadog (3)

All 3 are Premium

Read the Datadog behavioral questions

See all 58 Datadog questions by name

Premium opens the 48 locked questions on this page, each with the full prompt and a worked answer, and every other lesson in all 100 company guides.

Common questions

How many questions are in the Datadog interview guide?

58: 24 coding problems, 4 system designs and 30 behavioral questions. The guide was last updated in November 2026.

Which rounds do these Datadog interview questions come from?

All 24 coding problems come from the coding rounds. The 4 system designs and 30 behavioral questions come from the system design and behavioral rounds. Every row in the list carries its round, so you can start with the one you have booked.

Which Datadog interview questions are free?

10 of the 58 are free to read in full, marked Free in the list. The other 48 come with Premium, which also opens all 100 company guides.