Pablo Jacobi
@pablojacobi
Senior software engineer and AI engineering lead building end-to-end products.
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’ve built multiple AI-enabled products—from RAG assistants and document-understanding pipelines to ecommerce analytics and conversational recommendation systems—using LLMs, vector search, and evaluation workflows tied to real business needs.
I currently develop an ecommerce AI analytics platform for natural-language business questions, including Shopify and Google Workspace integrations, tenant-aware flows, and AI-assisted query evaluation via golden test suites. I’ve also led and built teams (including a 6-person multidisciplinary group) with mentoring, delivery ownership, and cross-functional coordination as core principles.
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, enabling natural-language questions over business performance data. Built production-grade integrations with Shopify and Google Workspace and designed AI-assisted query flows with retrieval and answer evaluation for multi-tenant usage.
Fullstack Developer
Dualboot Partners
May 2024 - Present (2 years 2 months)
Develop and maintain three production Ruby on Rails fintech applications, including REST API and microservices work. Implement async processing with queues and collaborate 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. Designed and deployed a RAG pipeline with hybrid retrieval, event-driven ingestion, OCR, embeddings, and structured extraction on Azure.
Senior Developer
Buk
Jan 2023 - Dec 2023 (11 months)
Built a Ruby on Rails platform for health-insurance sales 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)
Built a React app backed by Rails and Django and supported infrastructure migration from AWS ECS to Railway, reducing infrastructure costs. Served as CTO and hands-on engineer for a platform processing transactions and led a multidisciplinary engineering team covering backend, frontend, product, operations, and ecommerce integrations.
Fullstack Developer
Capitalizarme.com
Worked on a real estate marketplace built on Ruby on Rails deployed on AWS EC2 and ECS.
Optimization Routes API
Optimization Routes API
Built a Django API enabling route optimization for product distribution across warehouses.
Startup Founder
Beerly
Built a monthly subscription web system delivering a curated box of beers.
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 (2021) and achieved C1 proficiency (EF SET).
Santa Maria Technical University
Civil Computer Engineering, Computer Engineering
Completed Civil Computer Engineering at Santa Maria Technical University in 2012.
Tech stack
Software and tools used professionally
Availability
Location
Authorized to work in
Portfolio
github.com/pablojacobi/smart-catalogSalary expectations
Skills
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