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Christopher Sipola - Senior Machine Learning Engineer in New York, NY

Christopher Sipola

Senior Machine Learning Engineer specializing in LLMs and recommendation systems

SpotifyUniversity of EdinburghNew York, NY11 Years ExperienceSenior Level

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About

ML/GenAI engineer who owned major parts of Spotify’s AI DJ from offline experimentation through deployment, monitoring, and iteration. They combine recommender systems, RAG, real-time feedback loops, and LLM safety/orchestration to ship consumer-facing personalization features that drove double-digit engagement and deeper listening sessions.

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Key Strengths

  • owned Spotify AI DJ personalization and LLM orchestration end-to-end
  • shipped production GenAI feature with double-digit engagement and listening-depth gains
  • deep expertise in real-time feedback loops using skips, replays, and session signals
  • strong RAG architecture judgment over fine-tuning for grounded personalization
  • balanced latency, cost, quality, and safety in production LLM systems
  • built scalable ML/LLM infrastructure on GCP, Kubeflow, MLflow, Airflow, Docker, and GKE
  • designed robust safety systems with grounding, filters, confidence checks, and human review
  • improved recommendation quality by blending short-term behavior with long-term taste embeddings
  • created shared Python service layer that increased team experiment velocity and reliability
  • strong production monitoring mindset across latency, drift, diversity, skip rate, and session depth

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Experience

Senior Machine Learning EngineerSpotify · Nov 2019 – Present
Director of Data Science & Senior Data Scientisttellic, LLC · Jan 2018 – Jun 2019
Data ScientistZillow · Jul 2014 – Jul 2016
Analytical leadGoogle · Aug 2013 – Jul 2014

Education

University of Edinburghmaster, Artificial Intelligence (2017)
Johns Hopkins Universitymaster, Applied Economics (2013)
University of Pennsylvaniabachelor, Economics (2009)

Awards

  • cum laude - University of Pennsylvania
  • First place - Zillow Hackweeks
  • Second place - Zillow Hackweeks

Languages

English

Certifications

Machine Learning Modeling Pipelines in ProductionSearch AdvertisingMachine Learning Data Lifecycle in ProductionCustom Models, Layers, and Loss Functions with TensorFlowDrug Discovery

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Christopher SipolaSenior Machine Learning Engineer specializing in LLMs and recommendation systems