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Chris – Python, LangChain, LLM, experts in Lemon.io

Chris

From United States (UTC-4)flag

AI Engineer|Strong senior
Machine Learning Engineer|Strong senior
Tech lead
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Chris – Python, LangChain, LLM

Christopher is a staff-level AI/ML engineer with 14 years of experience, specializing in production-grade RAG and multi-agent systems for tax, financial, and healthcare domains. He demonstrates strong skills in Python, LLMs, LangChain, OpenAI APIs, and vector databases, with a pragmatic, design-first approach. Christopher excels in stakeholder communication, technical leadership, and implementing robust validation, security, and evaluation layers. His background includes fractional CTO roles and hands-on delivery of complex AI architectures.

12 years of commercial experience in
AI
Analytics
Healthcare
Machine learning
Music and audio
Real estate
Virtual assistants
Main technologies
Python
7 years
LangChain
3 years
LLM
4 years
RAG
3 years
LangGraph
2 years
Additional skills
OpenAI
Typescript
Django
Pinecone
REST API
Docker
JavaScript
Kafka
AI agent development
React
SQL
Prompt engineering
Vector Databases
Node.js
GCP
AWS
Microsoft Azure
CI/CD
NLP
Dagster
FastAPI
Direct hire
Possible
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Experience Highlights

Fractional CTO
May 2025 - Ongoing1 year
Project Overview

A premium concierge healthcare platform delivering personalized, high-quality care through a team of expert Advanced Practice Providers. Designed around the individual—not just the condition—it combines clinical excellence with a deeply human approach, ensuring every patient receives attentive, tailored support.

Project gallery:
Portfolio example for Checkmate Health Technology by Christopher, Fractional CTO
Responsibilities:
  • Leading technical direction and product architecture for core healthcare platform - overseeing infrastructure, engineering team, and roadmap execution.
  • Partnered with founders, clinical advisors, and investors to translate clinical and business requirements into a technical roadmap — aligning non-technical stakeholders around 3/6/12-month milestones.
  • Spearheading relaunch of core healthcare application as a "minimum lovable product", revitalizing confidence among stakeholders and investors, and establishing new product quality benchmarks.
  • Conducting full codebase and infrastructure audit; stabilized platform with AWS and GitHub Actions CI/CD pipelines. Chose GCP + GitHub Actions over a heavier platform (e.g., Kubernetes, dedicated CI vendors) to minimize ops overhead for a small team while keeping a clear path to SOC 2.
  • Leading strategic technical hiring and mentoring new engineers through onboarding, code review, and architecture walkthroughs — DevOps, full-stack developers, QA specialists, and product managers.
  • Implementing SOC 2 compliance plan across vendors, engineering team, and operational workflows.
  • Pivoting company from non-revenue state to active monetization by improving product direction and market focus.
Project Tech stack:
AI
RAG
LangChain
Project management
DevOps
AWS
GitHub Actions
CI
CD
AI Engineer/Tech Lead
Jun 2025 - Dec 20256 months
Project Overview

A film production planning tool that uses AI to automate pre‑production tasks like script breakdown, shooting schedules, and budgeting so producers can save time and focus on creative decisions. 

Responsibilities:
  • Partnered directly with the founder and early sales users to translate live-call behavior into prompt and pipeline changes — tight feedback loop between non-technical operators and the AI layer.
  • Chose a streaming voice pipeline with narrow-scope intents over a single large-model approach to keep latency low enough for natural conversation.
  • Built the full backend and UI for an autonomous AI phone sales humanoid handling outbound/inbound sales calls 24/7 in parallel.
  • Designed real-time conversational voice AI/ML pipelines that dynamically respond during live sales calls - intent detection, lead qualification, budget/timeline extraction, and appointment booking.
  • Architected CRM integration layer for automatic post-call record updates (HubSpot, GoogleSheets).
Project Tech stack:
FastAPI
React
AWS
AI Engineer/Tech Lead
Sep 2023 - Jan 20244 months
Project Overview

An AI-powered platform designed to streamline and elevate tax and financial workflows. It helps professionals navigate complex client needs with greater efficiency, clarity, and confidence—automating routine tasks, reducing pressure, and enabling more strategic, high-value work.

Responsibilities:
  • Built LangChain + OpenAI + vector database pipeline for CPA firms: scraped public financial sites -> indexed in vector DB -> RAG-powered chatbot as front-office replacement.
  • Implemented prompt engineering workflows to generate structured financial planning reports from client data using LLMs; real-time streaming via Ably.
  • Worked directly with CPA partners to translate tax and financial workflows into AI-usable structure — bridging non-technical domain experts and the engineering team.
  • Chose RAG over fine-tuning given the rate of regulatory change and the cost profile of a small SaaS — kept the source of truth editable without retraining.
  • Led code review and architecture decisions with the small engineering team; onboarded contributors to the RAG and prompt layer.
Project Tech stack:
OpenAI
LangChain
Vector Databases
RAG
LLM
AI Engineer/Tech Lead
Nov 2021 - Apr 20225 months
Project Overview

A healthcare data platform that connects and activates real-world clinical data to accelerate medical innovation. It enables researchers, life sciences teams, and clinicians to generate deeper insights, improve decision-making, and advance patient care. By combining high-quality data with AI and machine learning, the platform transforms everyday healthcare interactions into actionable intelligence that supports better outcomes and drives progress across the medical ecosystem.

Responsibilities:
  • Delivered production-ready Voice AI agent in 2 weeks - integrated AWS Bedrock, Amazon Lex, and LangChain into an existing React dashboard.
  • Partnered with product, engineering, and clinical stakeholders to define the agent's scope; translated LLM capabilities and limitations into concrete product decisions that secured leadership buy-in to expand the project.
  • Architected a multi-agent supervisor system using LangChain to orchestrate specialized agents for SQL generation, data querying, result summarization, and automated report generation.
  • Implemented multimodal input processing supporting text and voice queries via Amazon Lex with NLP/NER tuned for healthcare-specific terminology.
  • Built a scalable data pipeline connecting Amazon Redshift clinical warehouse to AI agents for real-time quality measure (QM) analysis.
  • Chose a multi-agent supervisor pattern over a single-prompt approach to keep each agent's responsibility narrow — improved debuggability and made the system easier for other engineers to extend.
Project Tech stack:
AWS
LangChain
Redshift
React
Python
NLP
Tech Lead
Aug 2018 - Apr 20201 year 8 months
Project Overview

A shared equity homeownership platform that helps buyers access property without taking on additional debt. Instead of providing a loan, it contributes to the down payment in exchange for a stake in the home—aligning its success with the homeowner’s.

Responsibilities:
  • Built a GraphQL + REST API web portal connecting banks and prospective homeowners.
  • Designed async 3rd-party API integrations for real-time multi-system data synchronization.
  • Created CI/CD deployment pipelines and comprehensive unit test suites.
  • Collaborated closely with product and business stakeholders at banking partners to translate compliance and underwriting requirements into API contracts.
  • Chose GraphQL for the partner-facing portal to give banks flexible querying without versioning churn, while keeping REST for simpler internal sync jobs.
  • Ran code review and mentored contributing developers on API design and testing patterns.
Project Tech stack:
REST API
GraphQL
CI
CD

Education

2014
Computer Engineering
Bachelor of Science

Languages

English
Advanced

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