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Jonathan S.

Jonathan S.

Full-Stack & AI Lead | RAG, Agents, Automation | 2x CTO | AI-Augmented

I've spent 15+ years architecting production systems - from AI persona agent to global livestreaming services and cybersecurity analytics at ๐‚๐ข๐ฌ๐œ๐จ. Two ๐‚๐“๐Ž roles and a Director of Engineering gave me the architectural perspective that only comes from owning the entire technical surface of a company. As Granum's first Lead AI Engineer, I'm building GenAI infrastructure with a focus on agentic AI automations - powering intelligent workflows across Granum's unified software ecosystem. ๐“๐“ท๐”‚ ๐“ฝ๐“ฎ๐“ช๐“ถ ๐“ฌ๐“ช๐“ท ๐“ฌ๐“ช๐“ต๐“ต ๐“ช๐“ท ๐“๐“Ÿ๐“˜. ๐“ฃ๐“ฑ๐“ฎ ๐“ญ๐“ฒ๐“ฏ๐“ฏ๐“ฎ๐“ป๐“ฎ๐“ท๐“ฌ๐“ฎ ๐“ซ๐“ฎ๐“ฝ๐”€๐“ฎ๐“ฎ๐“ท ๐“ช๐“ท ๐“๐“˜ ๐“ญ๐“ฎ๐“ถ๐“ธ ๐“ช๐“ท๐“ญ ๐“ช๐“ท ๐“๐“˜ ๐“น๐“ป๐“ธ๐“ญ๐“พ๐“ฌ๐“ฝ ๐“ฒ๐“ผ ๐“ฝ๐“ฑ๐“ฎ ๐“ช๐“ป๐“ฌ๐“ฑ๐“ฒ๐“ฝ๐“ฎ๐“ฌ๐“ฝ๐“พ๐“ป๐“ฎ ๐“พ๐“ท๐“ญ๐“ฎ๐“ป๐“ท๐“ฎ๐“ช๐“ฝ๐“ฑ ๐“ฒ๐“ฝ ๐“ช๐“ท๐“ญ ๐“ฝ๐“ฑ๐“ฎ ๐“ฎ๐“ท๐“ฐ๐“ฒ๐“ท๐“ฎ๐“ฎ๐“ป๐“ฒ๐“ท๐“ฐ ๐“ญ๐“ฒ๐“ผ๐“ฌ๐“ฒ๐“น๐“ต๐“ฒ๐“ท๐“ฎ ๐“ฝ๐“ฑ๐“ช๐“ฝ ๐“ด๐“ฎ๐“ฎ๐“น๐“ผ ๐“ฒ๐“ฝ ๐“ป๐“ฎ๐“ต๐“ฒ๐“ช๐“ซ๐“ต๐“ฎ. ๐Ÿค– I'm also deeply invested in AI-assisted development as a force multiplier. I use tools like Claude, Cursor, and Copilot daily and actively coach teams to do the same - writing better prompts, building with AI-in-the-loop, and shipping faster without sacrificing quality. โžค What I build โ€ข Full-stack AI products - End-to-end design and development of AI-powered applications: AI chatbots and virtual assistants, RAG-based knowledge portals, financial document processing and compliance analysis, healthcare clinical note summarization and intake automation, legal contract review and clause extraction, real estate listing generation and market analysis, e-commerce product enrichment and recommendation engines. โ€ข AI automation & workflows - LLM-driven pipelines that replace manual processes: document analysis, report generation, data extraction, email summarization, intelligent routing โ€ข Multi-agent systems - Autonomous agents that plan, reason, use tools, and collaborate to complete complex tasks (research, analysis, content generation, data pipelines) โ€ข RAG-powered knowledge systems - Production RAG with vector search, hybrid retrieval, reranking, and domain-specific chunking strategies for accurate, grounded responses โ€ข Conversational AI & assistants - Custom chatbots, copilots, and AI assistants with memory, tool use, and guardrails - deployed into Slack, web apps, and internal tools โžค Track record โ€ข Lead AI Engineer, Granum: Building GenAI infra and agentic AI automations for landscaping and arborist businesses across Granum's unified ecosystem (LMN, SingleOps, Greenius) โ€ข CTO, Asha.ai: I led the transformation of an experimental prototype into a robust platform for building lifelike AI personas. I architected core systems including vector search, retrieval-augmented generation, and tone-aware response modeling. I also built and now lead a small, fast-moving team that ships meaningful features such as proactive outreach, personality calibration, and memory-based interactionโ€”all designed to preserve human connection and personal legacy at scale. โ€ข CTO, Driift Live: Designed the architecture behind a globally available ticketed livestreaming and e-commerce service. Transformed the platform from B2C to B2B2C SaaS while dramatically reducing infrastructure costs. โ€ข Director of Engineering, Dreamstage: Built the e-commerce and livestreaming platform from the ground up for ticketed events, contributing directly as an engineer while growing the org. โ€ข Software Engineer, Thuuz Sports: Led development of a React + Django platform where TensorFlow models detected actions in live sporting events and generated highlight clips in real time. โ€ข Software Engineer, Cisco: Led the front-end architecture for Secure Malware Analytics (formerly ThreatGRID), rebuilding the UI in React post-acquisition. โžค Tech Stack โ€ข LLM / Agents / Automation OpenAI, Anthropic Claude, Google Gemini, open-source (Llama, Mistral) Orchestration & Agents - LangChain, LangGraph, LlamaIndex, CrewAI, AutoGen, ChatGPT App, MCP, tool-calling / function-calling patterns, multi-agent orchestration, agent memory and planning RAG & Knowledge - Cloud vector stores, chunking strategies, hybrid search, reranking, knowledge graphs, memory systems, personality modeling, tone-aware retrieval Automation & Workflows - n8n, Zapier โ€ข Full-Stack Frontend - React, Next.js, TypeScript, Tailwind CSS Backend- Python, Django, FastAPI, Nest.js, C# / .NET, Java / Spring Boot Database - PostgreSQL, Redis, MongoDB, Supabase, SQL Server โ€ข Cloud & Infrastructure Azure - Azure Functions, App Service, Blob Storage, Azure OpenAI Service, AI Search, Cognitive Services, Azure ML, Synapse Analytics, Data Factory, Databricks AWS - Lambda, ECS/Fargate, S3, SQS, RDS, , Bedrock, SageMaker, Redshift GCP - Cloud Run, Cloud Functions, Cloud Storage, BigQuery, Vertex AI, Gemini API, Document AI, AutoML, Pub/Sub DevOps - Docker, Terraform, GitHub Actions, CI/CD pipelines โ€ข AI-Assisted Dev - Cursor, Claude Code, GitHub Copilot, Windsurf โ€ข Low-Code Platform - ๐‚๐ฅ๐š๐ซ๐ข๐ฌ ๐…๐ข๐ฅ๐ž๐Œ๐š๐ค๐ž๐ซ (10+ products, custom apps, relational database, scripting, Web Direct) Let's talk!

๐Ÿ‡บ๐Ÿ‡ธDenver, United States$80/hr100% JSS5.00 (1)Since Feb 2026
MRR
$918
๐ŸŒ#50.7K/363K
๐Ÿ‡บ๐Ÿ‡ธ#8,121/54.3K
Recent Earnings
$5,510
๐ŸŒ#50.7K/363K
๐Ÿ‡บ๐Ÿ‡ธ#8,121/54.3K
Total Earnings
$5,510
๐ŸŒ#229K/363K
๐Ÿ‡บ๐Ÿ‡ธ#36.0K/54.3K
Avg. Per Project
$2,755
๐ŸŒ#55.4K/363K
๐Ÿ‡บ๐Ÿ‡ธ#9,254/54.3K
Recent Projects
2
0f2h
๐ŸŒ#293K/363K
๐Ÿ‡บ๐Ÿ‡ธ#42.8K/54.3K
Total Projects
2
0f3h
๐ŸŒ#293K/363K
๐Ÿ‡บ๐Ÿ‡ธ#42.8K/54.3K
MRR Performance Over Time
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World Skill Rankings
of 118
#16
Live Streaming SetupTop 13%
#25Claris FileMaker
#160Solution Architecture
#457Large Language Model
#554Team Management
#638Retrieval Augmented Generation
#1,175AI Chatbot
#1,691Full-Stack Development
#1,741Artificial Intelligence
#1,889PostgreSQL
#1,941AI Agent Development
#2,300TypeScript
#2,370Next.js
#2,706Project Management
#3,653Node.js
#4,185Python
๐Ÿ‡บ๐Ÿ‡ธUnited States Skill Rankings
of 30
#6
Live Streaming SetupTop 17%
#13Claris FileMaker
#33Solution Architecture
#59Team Management
#67Large Language Model
#71Retrieval Augmented Generation
#125AI Chatbot
#169PostgreSQL
#170Full-Stack Development
#208TypeScript
#217Next.js
#255AI Agent Development
#311Artificial Intelligence
#325Node.js
#580Project Management
#594Python
Jonathan S. โ€” Top 15% in United States | UpworkMRR