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Decagon AI Engineer interview questions

Decagon builds AI customer support agents and sends engineers into customer environments to get them resolving real tickets without a human in the loop. The process is a recruiter screen, a coding pair, a system design round on agents and retrieval, a past-project deep dive, and behavioral. The technical center of gravity is knowledge ingestion, retrieval quality, and measuring autonomous resolution well enough to trust it in production.

The Decagon AI Engineer interview process

Partial public data
RoleForward Deployed / Software Engineer (ex-OpenAI founders; AI customer support). Hires for 'proof of exceptionalism'Loop~3-4 weeks; warning: candidates report a disorganized, over-long process (recruiters add interviews; 5+ hour onsites without a break)
  1. 1
    Recruiter screenBackground and motivation.
  2. 2
    Coding pair (60 min)Practical TypeScript/Python, sometimes with concurrency or LLM-tooling flavor (a tic-tac-toe engine, a sliding-window CSAT tracker, a real-time voice agent).
  3. 3
    System designOften agent/LLM-flavored, e.g. 'design an AI gateway over multiple LLM providers'.
  4. 4
    Past-project deep diveDeep dive on your prior work.
  5. 5
    BehavioralOwnership, customer empathy, and team fit.
WHAT THEY'RE EVALUATING
  • Practical TypeScript/Python with concurrency or LLM tooling
  • Agent / multi-provider LLM system design
  • High technical bar (proof of exceptionalism)
  • Patience with a disorganized, sometimes over-long process

Compiled from our research and publicly available information (candidate reports and company interview guides). Interview loops change and are continuously iterated, and they vary by team, level, and region. Treat this as directional preparation, not an official spec, and confirm the exact rounds with your recruiter or hiring point of contact.

Questions modeled on Decagon loops

23 questions · 2 unlocked for you

More from the tracks Decagon's loop tests

The highest-signal questions across Decagon's core tracks.

8 questions · 8 unlocked for you

Go deeper on the topics Decagon's loop tests

The tracks that map to a Decagon AI Engineer loop, in the order to work through them.

The concepts Decagon's AI Engineer loop assumes you know

The vocabulary and mental models behind Decagon's questions, from our curriculum. Start with the foundations free; the deeper, interview-defining ideas are part of premium.

RETRIEVAL & AGENTS

Foundational
The RAG PipelineRetrieval-Augmented Generation anchors an LLM in outside knowledge: when a query arrives you pull the most relevant chunks from a knowledge base into the prompt, letting the model respond from actual sources rather than memory. This is the go-to remedy for hallucination and outdated knowledge, and refreshing it needs no retraining. Its stages are ingest and chunk, embed and index, retrieve (frequently rerank), then generate with citations. AI, ML, and GenAI interviews test it because RAG is the most common production LLM architecture.
CoreSign in
Vector Search and ANN IndexesVector search locates the embeddings closest to a query vector. Exact nearest-neighbor runs O(n) per query and will not scale, so production relies on Approximate Nearest Neighbor (ANN) indexes (HNSW, IVF, product quantization) that give up a little recall for enormous speedups. In practice the hard parts are the recall-vs-latency-vs-memory trade-off, metadata filtering, and coping with updates. AI, ML, and GenAI interviews test it because it is the engine beneath RAG and semantic search, and how you tune it directly sets retrieval quality and cost.
CoreSign in
Choosing and Adapting Embedding ModelsChoosing an embedding model is a call about retrieval quality, cost, and operational risk on your own data, not about which model leads a public leaderboard. The hard parts are benchmarking against your own queries, weighing dimensionality against storage and latency, judging whether to fine-tune for your domain, and preparing for the re-embedding migration whenever the model changes. AI, ML, and GenAI interviews test it because candidates reach for the leaderboard winner and overlook the drift and migration costs that bite later.
Advanced🔒 Premium
Agent Reliability and Long-Horizon RobustnessAgents over long horizons break down because per-step reliability multiplies: a step that works 95 percent of the time drops to roughly 60 percent across ten steps. The discipline spans consistent completion (not pass@k), recovering from errors, step and token budgets, human-in-the-loop checkpoints, and stopping cascading failure inside multi-agent systems. AI, ML, and GenAI engineer interviews test this to tell apart people who built a demo from people who shipped an agent that survives thousands of runs.

FOUNDATIONS OF LLMS & GENAI

Foundational
From RNNs to Transformers: RNN, LSTM, Seq2SeqRecurrent networks walk through a sequence one position at a time via a hidden state, an approach that is principled but slow and weak on long-range dependencies because gradients shrink across many steps. Gates in LSTMs and GRUs carry information further, and seq2seq encoder-decoder models with attention broke the single-vector bottleneck, the idea transformers later pushed all the way. AI, ML, and GenAI engineer interviews probe this because it explains where attention came from and why the field traded recurrence for parallelism.
Foundational
Classic NLP: Bag-of-Words, TF-IDF, and Word2VecBefore learned embeddings, text became sparse high-dimensional vectors through bag-of-words and TF-IDF, which tally words and weight them by distinctiveness while ignoring meaning and order. Word2Vec and GloVe swapped counts for dense vectors trained so words sharing contexts sit near each other, capturing semantic similarity. AI, ML, and GenAI engineer interviews probe this because sparse methods still win as cheap baselines and as the lexical half of hybrid retrieval, and because they clarify what dense embeddings actually repaired.
Foundational
TokenizationModels read neither characters nor words; they read tokens, subword chunks produced by an algorithm like BPE that maps text to integer IDs. Tokenization sets how many tokens a piece of text costs (driving price, latency, and context usage), why models miscount letters or stumble on rare words, and why non-English text costs more. AI, ML, and GenAI engineer interviews probe it because token accounting is the first thing that bites a production LLM bill.
Advanced🔒 Premium
Policy Optimization: PPO and GRPOPPO and GRPO are the reinforcement-learning algorithms that optimize an LLM against a reward, the RL step in RLHF and in training reasoning models. PPO is the established workhorse, nudging the policy in small, clipped steps to stay stable; GRPO (used by DeepSeek-R1) removes PPO's separate value network and instead normalizes rewards within a group of samples, which is simpler and cheaper for LLMs. AI, ML, and GenAI interviews probe it because it explains how alignment and reasoning training actually run, and why RL on verifiable rewards scales.

SYSTEM DESIGN FOR AI IN PRODUCTION

Foundational
The LLM GatewayAn LLM gateway is one proxy layer sitting between your application and one or more model providers. It consolidates the cross-cutting concerns every LLM app needs: routing and fallback across models/providers, caching, rate limiting, authentication, cost tracking, observability, and guardrails. By hiding providers behind a single interface, it also guards against vendor lock-in. AI, ML, and GenAI engineer interviews probe it because it forms the backbone of a production LLM platform and holds most operational controls.
Foundational
Latency Budgets and StreamingLLM latency is not a single figure: time-to-first-token (driven by prefill and queueing) and inter-token latency (driven by decode) feel very different to users. Streaming tokens as they generate masks total latency by showing progress right away. Designing to a latency budget means splitting time across retrieval, model, and tools, tracking TTFT and tokens-per-second (not only end-to-end), and applying streaming, caching, and routing to meet it. AI, ML, and GenAI engineer interviews probe it because perceived latency makes or breaks LLM UX.
Foundational
GuardrailsGuardrails are the runtime safety layer around an LLM: input checks (spotting prompt injection, off-topic or disallowed requests, PII) ahead of the model, and output checks (content safety, schema/format validation, grounding, PII/secret leakage) ahead of the user. They combine rules, classifiers, judge models, and validators, plus a defined fail-safe action when one trips. AI, ML, and GenAI engineer interviews probe it because 'add guardrails' is hand-wavy, and it is the concrete input/output checks plus fail-safe behavior that keep a deployment safe.
Foundational
Rate Limiting, Retries, and BackoffLLM systems rely on rate-limited, sometimes-failing providers, so resilient design is essential. Rate limiting (token bucket) shields your service and enforces per-tenant quotas; retries with exponential backoff and jitter absorb transient failures without hammering a struggling dependency; circuit breakers stop sending requests to a failing service so it can recover. AI, ML, and GenAI engineer interviews probe it because LLM calls are slow, expensive, and flaky, and naive retry logic turns a blip into an outage.

BEHAVIORAL & PROJECT DEEP-DIVES

Foundational
Requirements DiscoveryThe priciest AI errors trace back to building the wrong thing, and the reason is nearly always discovery that got skipped. Requirements discovery is surfacing the real problem hiding behind the stated request: who the user is, what success means, what the data actually looks like, and the constraints, all before you build. The central skill is asking the right questions and reasoning backwards from the user's outcome rather than their proposed solution. AI, ML, and GenAI engineer interviews probe it because understanding the problem is the half of the job most engineers under-train.
Foundational
Scoping Under AmbiguityReal AI projects begin ambiguous: fuzzy goals, unknown data, requirements that shift. Scoping under ambiguity means advancing regardless, locating the smallest version that delivers value (an MVP), ranking work by impact, stating assumptions openly, and de-risking the unknowns early instead of holding out for perfect clarity. AI, ML, and GenAI engineer interviews probe it because trimming a fuzzy problem to a shippable first slice, and acting decisively without full information, is what sets senior engineers apart.
Foundational
Translating Technical Trade-offsAI, ML, and GenAI engineers constantly translate between technical reality and business stakeholders: explaining the accuracy-latency-cost triangle, why the model cannot be 100% reliable, and what a trade-off means for the user, in the stakeholder's language rather than jargon. The skill is framing decisions as business impact and risk, and staying honest about uncertainty. These interviews probe it because the best technical answer is worthless if you cannot help a non-technical decision-maker choose, and AI's probabilistic nature makes this translation essential.
Foundational
Communicating with Non-Technical StakeholdersA large share of AI, ML, and GenAI engineering work is explaining complex systems to non-technical people: executives, customers, domain experts. The skill is meeting the audience where they are, leading with the outcome and the 'so what', favoring analogies over jargon, staying honest about limitations, and tailoring depth to who is listening. These interviews probe it because making an AI system understandable and trustworthy to a non-expert is half the job, and explaining a model's behavior to a skeptical stakeholder is a routine task.
DECAGON INTERVIEW FAQ
What is the Decagon AI Engineer interview process?

Forward Deployed / Software Engineer (ex-OpenAI founders; AI customer support). Hires for 'proof of exceptionalism'. Typical loop: ~3-4 weeks; warning: candidates report a disorganized, over-long process (recruiters add interviews; 5+ hour onsites without a break). Stages: Recruiter screen → Coding pair (60 min) → System design → Past-project deep dive → Behavioral. Key focus: Practical TypeScript/Python with concurrency or LLM tooling. Compiled from public reports; loops change over time, so confirm the exact rounds with your recruiter.

What kind of engineers does Decagon hire?
What does the Decagon interview test?
What is the hard part of the design round?

Prep the whole Decagon loop, not just one round

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