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Jack Rinn Felke

Lead AI Engineer | AI Product Architect | Autonomous Systems Designer

Lead AI Engineer & Product Architect building AI-enhanced enterprise platforms, multi-agent systems, and intelligent automation workflows. Pioneer in integrating LLMs and autonomous agents into complex operational environments.

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Work Experience

AllDigitalRewards (ADR)

Lead AI Engineer

2024 — 2025
  • Designed and deployed multi-agent AI systems that autonomously break down complex tasks, write code, evaluate work quality, and interact with external APIs, transforming internal operations across multiple departments.
  • Engineered an AI-enhanced internal knowledge base featuring vector search, role-based access control, dynamic document summaries, and agent-powered guidance, enabling teams to access institutional knowledge instantly.
  • Built an AI-driven deal intelligence engine that calculates win probability, automation scores, risk assessments, and profitability estimates in real-time, providing actionable insights for sales and operations teams.
  • Developed advanced HubSpot integrations that automatically enrich contact, company, and deal properties using AI analysis and external API data, dramatically improving data quality and sales intelligence.
  • Created a comprehensive business intelligence database by orchestrating web scraping and API enrichment pipelines (Google Places, BuiltWith, LinkedIn), providing deep market and prospect insights.
  • Designed Opportunities & Leads dashboards featuring conversion probability modeling, timeline predictions, next-action recommendations, revenue forecasts, and AI-suggested new business opportunities.
  • Built an internal Slack AI assistant offering channel summaries, insights dashboards, and long-context retrieval Q&A, making organizational knowledge accessible through natural language queries.
  • Delivered extensive UI/UX improvements across ADR platforms using modern design paradigms integrated with AI capabilities, significantly enhancing user experience and adoption rates.
  • Automated the ingestion and organization of Bookstack documentation into AI-friendly vector structures, enabling semantic search and intelligent information retrieval across all company documentation.

Featured Projects

Changemaker

Multi-tenant SaaS platform for enterprise engagement programs. Unifies challenge management, participant tracking, and reward distribution with integrated gamification. Built with Next.js 15, Prisma, and Supabase featuring multi-workspace isolation and native reward fulfillment.

Changemaker

AI-Powered Deal Intelligence Engine

Real-time probabilistic modeling system for sales opportunities, providing win probability, risk scoring, and profitability forecasts using machine learning and historical data analysis.

AI-Powered Deal Intelligence Engine

Enterprise Knowledge RAG System

Vector-based retrieval augmented generation platform with role-based access, semantic search, and intelligent document summarization for organizational knowledge management.

Enterprise Knowledge RAG System

About Me

I'm Jack Rinn Felke, a Lead AI Engineer and Product Architect specializing in building intelligent systems that fundamentally transform how businesses operate. My work focuses on the intersection of large language models, autonomous agents, and enterprise workflows. I pioneer AI-enhanced platforms that go beyond simple automation, creating multi-agent systems capable of understanding context, making decisions, and executing complex tasks with minimal human intervention. From designing deal intelligence engines to building knowledge retrieval systems, I craft solutions that deliver measurable business impact. My approach combines deep technical expertise in AI/ML with strong product thinking and cross-functional collaboration. I excel at rapid prototyping, end-to-end ownership, and deploying production-grade AI systems that scale. Whether orchestrating web scraping pipelines, designing vector databases, or architecting multi-agent workflows, I focus on delivering systems that are both technically sophisticated and immediately valuable to users. I thrive in environments where creativity meets engineering rigor, building the future of AI-augmented work.

Jack Rinn Felke