Assort Health Forward Deployed Engineer interview questions

The warm-up that filters out tutorial-level candidates. Interviewers aren't grading the diagram, they're grading whether you know the three places real pipelines fail and how you'd see it happening.

Everyone says '500 tokens with overlap.' The candidates who get hired explain why chunk boundaries are a recall problem, name three strategies, and describe the experiment that picks between them.

Every deployment has a skeptic, and 'I showed them data and they came around' is the answer everyone gives. The scored version starts with why they were right to be skeptical.

Every queue, webhook, and retry loop you'll ever deploy at a customer hides this distinction. Interviewers use it to separate people who've shipped from people who've read about shipping.

The single most common FDE behavioral question, and the 'week one' follow-up is where most candidates collapse. Here's the structure that signals you can be dropped into chaos and produce order.

The retrieval design question with a precise rubric: candidates who can say what each stage rescues, and what it costs in latency, clear it. Includes the RRF detail and the latency budget interviewers ask for.

This is a flight-risk filter, not small talk, FDE teams lose hires back to pure SWE roles constantly. The answer that passes is built on evidence, not enthusiasm. Here's what it sounds like.

A staple at OpenAI and Anthropic in both coding and design rounds. Most candidates can name the algorithms; few can say which one lets 2x your limit through, and that's the part that gets scored.

Pure vector search fails on the exact queries enterprise users ask most: IDs, error codes, product names. Here's the failure-mode framing that turns a definition question into a design answer.

Arguing against agents reads senior; it's an explicit rubric signal at AI labs. Learn the cost ladder from single call to autonomous loop, and the three conditions that actually justify an agent.

A reported FDE design question that punishes one-size-fits-all answers. Each corpus has a different 'semantic unit': get the three designs, the parsing tools to name, and the eval that proves the split was worth it.

The signature FDE debugging genre: a moving fault, an opaque client, and a customer who's sure it's your fault. The winning method splits the problem at the boundary, and knows the four classic culprits hiding on their side.

A Fermi estimate with a paycheck attached. The interviewers' favorite filter: candidates who jump to a dollar figure miss the two numbers that actually break deployments, peak QPS and tokens-per-minute limits.

OWASP's LLM01 is the opening question of nearly every AI security screen. Most candidates can define direct injection; the ones who get hired explain why indirect injection is the one that ruins enterprise deployments.

'Evals first' is the #1 hiring signal in FDE design rounds. This is the foundational version: what a 50-case golden set looks like, which metrics split retrieval from generation, and the launch gate that convinces interviewers.

Three plausible fixes, one decision framework. Interviewers grade the ordering (cheapest-reversible first) and whether you can say what each option costs in data, time, and operational burden.