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Senior AI Engineer

Askdragonfly
CompanyAskdragonfly
CategoryEngineering
LocationTallinn
RemoteHybrid
EmploymentNot stated
LevelSenior
SalaryNot stated by the employer
Posted14 Apr 2026
Last verified30 Jul 2026
SourceEmployer career page (ashby)
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Description
ABOUT US Dragonfly is building the world's first Automated Solutions Architect. We help businesses navigate the complex landscape of modern tools (SaaS, AI, Infrastructure) by using an AI-powered platform that understands their unique context and recommends the optimal tech stack. Our platform is powered by a proprietary knowledge graph of 230K+ products, 4M+ companies, and the relationships between them — built from 100+ external data sources, LLM-driven research, and human curation. Every user-facing interaction — search, recommendations, diagram building, research — runs through AI systems that we design, build, and operate in-house. THE ROLE This is not a research role. This is a building role. You'll be writing the AI systems that power the product — recommendation engines, research pipelines, conversational agents, structured LLM orchestration — and shipping them to production. We don't separate "AI" from "engineering." The AI systems live in the same monorepo as the product, follow the same engineering practices, and ship through the same CI pipeline. You'll be working alongside product engineers in Python and TypeScript — the same codebase, the same review process, the same standards. If a product change is needed to ship your work — a new API endpoint, a streaming interface, a UI prototype to expose an agent — you make it. We've built the foundations: a recommendation engine with search, ranking, and requirement analysis; a conversational AI for interactive architecture diagrams; an autonomous research pipeline that enriches our knowledge graph; and structured output schemas for every AI interaction. We need someone to own these systems — improve what exists, build what's next, and push the boundaries of what's possible with applied AI. We operate a high-autonomy, high-trust environment. You'll be given a problem and the space to solve it — not a task list. We expect you to think beyond the immediate task — consider cost, latency, reliability, and how your work fits into the broader product. Curiosity matters: you should want to understand how everything connects, not just the model you're tuning. WHAT YOU'LL DO 1. RECOMMENDATION ENGINE The recommendation pipeline is the core of the product. Given a user's context, it retrieves candidate products, ranks them, analyses them against requirements, and streams results back in real time. You'll own the intelligence behind this. - Evolve how we rank and score products — the models that decide what gets recommended and why - Improve retrieval quality — query generation, embedding strategies, hybrid search - Experiment with new approaches to scoring, filtering, and personalisation - Optimise for cost and latency — these pipelines run on every user interaction 2. CONVERSATIONAL AI & AGENTS Architect is our interactive tool where users describe what they need in natural language and the platform researches, plans, and composes architecture diagrams in real time. Safety checks run concurrently. Results stream live. - Extend the conversational AI — new capabilities, better planning, richer context - Improve safety and guardrails systems - Build and ship new agent experiences as the product evolves - Design agent architectures that balance cost, quality, and latency 3. RESEARCH PIPELINE & KNOWLEDGE GRAPH Our research pipeline autonomously discovers, enriches, and classifies entities at scale — products, companies, and the relationships between them. It's how the knowledge graph grows and stays current. - Own the research pipeline end-to-end — improve coverage, accuracy, and throughput - Improve research quality — better prompts, validation loops, automated quality checks - Extend to new domains, new data sources, and new entity types - Build human-in-the-loop systems where AI proposes and humans approve 4. SEARCH, RETRIEVAL & EMBEDDINGS Every surface of the product depends on finding the right en
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Senior AI Engineer — Askdragonfly · Job Opportunities API