Pablo Jacobi
@pablojacobi1
Senior software engineer and AI engineering lead building production-grade APIs, web apps, and RAG-powered analytics end to end.
What I'm looking for
I’m a senior software engineer and hands-on engineering leader with 12 years of Ruby on Rails and 3 years of Django experience, delivering APIs, web applications, AI products, and production systems end-to-end. I build and lead multidisciplinary teams—owning delivery, mentoring, driving the technical roadmap, and coordinating cross-functionally to ship product outcomes.
I’ve built multiple AI-enabled products, including RAG assistants, document-understanding pipelines, ecommerce analytics, and conversational recommendation systems, using LLMs, vector search, and evaluation workflows to solve real business problems. Recently, I’ve developed an ecommerce AI analytics platform with Shopify and Google Workspace integrations, and I’ve led AI real estate assistant work using RAG (PostgreSQL + pgvector) plus event-driven ingestion on Azure.
Experience
Work history, roles, and key accomplishments
Freelance AI Product Engineer
Plenix
Mar 2026 - Present (4 months)
Developing an AI analytics platform for ecommerce merchants that supports natural-language questions across sales, customers, inventory, marketing, fulfillment, and store performance. Built production-grade Shopify and Google Workspace integrations and AI-assisted query flows with answer evaluation via golden test suites.
Fullstack Developer
Dualboot Partners
May 2024 - Present (2 years 2 months)
Develop and maintain production Ruby on Rails fintech applications, including services for CreditNinja. Design microservices and REST APIs and implement async processing with queues while collaborating with distributed teams across Ukraine, the US, and Spain.
Freelance AI Engineer
Colliers International Chile
Jan 2025 - Jan 2026 (1 year)
Built an internal AI real estate assistant for property search, document understanding, and data extraction. Implemented a RAG pipeline using PostgreSQL + pgvector with hybrid retrieval, and deployed an event-driven ingestion system on Azure with Azure OpenAI for embeddings.
Senior Developer
Buk
Jan 2023 - Dec 2023 (11 months)
Built a Ruby on Rails platform for health-insurance sales using Delayed Job, Jenkins, and Docker, serving 2,000+ insured users. Partnered with cross-functional teams across multiple countries to deliver features end-to-end.
Chief Technology Officer
HelloWine
Mar 2020 - Dec 2022 (2 years 9 months)
CTO and hands-on engineer building a React app backed by Rails and Django, processing 13,000 monthly transactions. Migrated AWS ECS to Railway, cutting infrastructure costs by 90%, and built and led a 6-person multidisciplinary tech team.
Startup Founder
Beerly
Built a monthly subscription web system delivering a curated box of beers.
Fullstack Developer
Capitalizarme.com
Worked on a real estate marketplace built on Ruby on Rails, deployed on AWS EC2 and ECS.
Education
Degrees, certifications, and relevant coursework
University of Pennsylvania
Santander Language Course, English Language
Grade: C1 (EF SET)
Activities and societies: Cambly 1:1 lessons
Completed the Santander Language Course at the University of Pennsylvania in 2021 and achieved C1 level on EF SET.
Santa María Technical University
Civil Computer Engineering, Computer Engineering
Completed Civil Computer Engineering at Santa María Technical University in 2012.
Availability
Location
Authorized to work in
Portfolio
github.com/pablojacobi/smart-catalogJob categories
Skills
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