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    Senior Applied AI Engineer

    Build the intelligence that makes compliance effortless. Design and deploy AI/ML models that power our compliance automation engine, from LLM integration to document understanding and intelligent risk assessment.

    Full-Time Remote / Tallinn, Estonia Engineering
    The Company

    About Whisperly

    Whisperly is the AI-powered GRC platform built for privacy, risk, and AI governance. We turn complex regulatory requirements, GDPR, EU AI Act, ISO 42001 and beyond, into clear, automated workflows, so compliance teams can move confidently without drowning in manual work.

    We are a lean, high-conviction team based in Tallinn, shipping fast and solving hard problems at the intersection of AI and regulation. Every engineer here owns a meaningful slice of the platform and has direct influence over its direction.

    The Role

    What You'll Do

    As Senior Applied AI Engineer, you will lead the design and deployment of the AI systems at the core of Whisperly compliance automation engine. You will own the full journey, from research and experimentation through to production systems that real customers rely on every day.

    • Design, train, and deploy AI/ML models that power our compliance automation engine end-to-end
    • Integrate and fine-tune large language models for regulatory document analysis and interpretation
    • Build document understanding pipelines that extract structure, meaning, and risk signals from complex legal and compliance materials
    • Develop intelligent risk assessment systems that surface the right insights at the right time for compliance teams
    • Define evaluation frameworks, quality benchmarks, and monitoring pipelines for model outputs in high-stakes contexts
    • Collaborate closely with product and engineering to ship AI capabilities as polished, customer-facing features
    • Track applied AI research and rapidly translate relevant advances into product improvements
    Requirements

    What We're Looking For

    Required

    • 5+ years in applied ML or AI engineering in production environments
    • Hands-on LLM integration experience (OpenAI, Anthropic, or open-source)
    • Strong Python and ML engineering fundamentals
    • Experience with NLP, document understanding, or information extraction
    • Ability to own the full cycle: research, prototype, production
    • Comfortable in small, fast-moving startup environments

    Nice to Have

    • Background in fintech, regtech, or compliance tooling
    • RAG architectures and vector database experience
    • LLM fine-tuning and RLHF experience
    • Model evaluation, red-teaming, and safety testing
    • Contributions to ML research or open-source projects
    Tech Stack

    Tools & Technologies

    We do not require expertise in every tool, but this is what you will be working with:

    PythonPyTorchTransformersLangChainOpenAI APIAnthropic ClaudepgvectorFastAPIDockerAWS / GCPPostgreSQLWeights & Biases
    Benefits

    What We Offer

    Competitive Compensation
    Competitive salary plus meaningful early-stage equity
    Remote-First
    Fully remote with the option to work from our Tallinn office
    Best-in-Class Tooling
    Hardware budget, frontier AI API access, and no limitations on tools that matter
    Learning & Growth
    Annual learning budget and conference allowance
    Real Ownership
    Direct influence over architecture and product direction, no bureaucracy
    Async-First Culture
    Deep work is protected. We default to async and trust you to manage your time