ollyconn

resume

Download PDF · LinkedIn · GitHub · john@connol.ly

Principal Engineer · AI Engineer: LLM apps, RAG, evals, agents, MCP · Product & Forward-Deployed Engineering · Python, TypeScript, Azure, AWS, Terraform

experience

Data Society Group · Lead Product Engineer

Principal-level IC · Remote · Jan 2025 – Present

Ran engineering, delivery and product for a construction client’s program while building the backend and running the infrastructure myself.

Project intake and financial operations platform (bid to accounting and operations, ERP integration)

Generative AI document Q&A pilot on Azure (Jun 2026 – present)

Internal / platform

Career break

Feb 2024 – Dec 2024

Planned break for family time and hands-on work. Restoring a 13’ Boston Whaler (stripped to bare fiberglass; sanding, fairing, gelcoat; mahogany trim to come). Worked on a 1993 Volvo to learn car mechanics from the ground up.

Flow Commerce · Principal Software Engineer

Acquired by Global-e (NASDAQ: GLBE) · Jul 2021 – Feb 2024

Netsmart · Software Architect Team Lead

Software Architect Team Lead, Nov 2020 – Jul 2021 · Lead Software Architect, Jun 2020 – Nov 2020

Perfumania · Senior Applications Engineer

Jan 2018 – Feb 2020

Bug Labs · Lead Software Engineer

Feb 2008 – Apr 2012

Grew from QA to development lead of a 7–9 person team.

Earlier

Senior Software Engineer, Open-Xchange (2016–2017) · Senior Software Engineer, CooCoo (2015–2016; backend and middleware: Java 8, Apache Camel, AWS SQS/CloudWatch, MySQL, WildFly) · Software Engineer, Platform & API Services, TheLadders (2012–2015; Storm, RabbitMQ, Scala, Java, Clojure, Couchbase, Elasticsearch; metrics infra, CI, email migration ETL, data access for data science).

projects

local-llm-pi5 · 2026. Raspberry Pi 5 + Hailo-10H vs. Apple Silicon with measured tok/s. Hailo wins on compiled vision/Whisper models, not agentic LLMs (2B ceiling, 2k context).

publications

education

Stony Brook University · B.S. Computer Science.

skills

Leadership & architecture: Technical Leadership, Solutions Architecture, API Design, Data Modeling, Stakeholder Management, Program Management.

AI / LLM: Generative AI, Retrieval-Augmented Generation (RAG), LLM Evaluation, AI Agents, Model Context Protocol (MCP), Claude API, Azure OpenAI, Azure AI Document Intelligence, Amazon Bedrock, pgvector.

Engineering: Python, TypeScript, Scala, Terraform, Kubernetes, PostgreSQL, Playwright, CI/CD, Embedded Linux, OpenCV.