
Pablo Alessio
Verified Expert in Engineering
Software Architect and Full-stack Developer
Poznań, Poland
Toptal member since February 26, 2016
Pablo is a top-performing AI-centric solution architect, full-stack developer, and Agentic AI specialist. He delivers large-scale apps, cutting-edge AI integrations, autonomous multi-agent workflows, and robust distributed systems. He built over 50 successful projects, evolving from enterprise apps to implementing extraordinary LLM-powered ecosystems, designing scalable infrastructure, and reducing cloud computing costs by half. Pablo is ready to take a challenging project to the next level.
Portfolio
Experience
- .NET - 12 years
- Cloud Engineering - 7 years
- DevOps - 7 years
- Python - 6 years
- React - 6 years
- Artificial Intelligence (AI) - 3 years
- Node.js - 2 years
- Agentic AI - 2 years
Preferred Environment
Agentic AI, Agentic Frameworks, Large Language Models (LLMs), Cloud Architecture, APIs, Full-stack Development, DevOps, Azure, Google Cloud Platform (GCP), Amazon Web Services (AWS)
The most amazing...
...thing I've built is an AI multi-agent solution that builds complex learning case studies in minutes, automating a process that previously took months.
Work Experience
Senior AI Architect
Various AI Projects
- Architected an automated travel itinerary builder with AI predictions, utilizing a custom "non-thinking" model where real-time agents translate natural language rules into executable Python logic.
- Orchestrated a multi-model AI back end (OpenAI and Gemini) that automates 85% of itinerary creation, reducing processing time by 90% and errors by 95% compared to manual workflows.
- Served as AI tech lead for an AI-powered creative advertising platform, designing and documenting a comprehensive AI strategy that became the company's official roadmap for future innovation, transforming the tech stack into an AI-first ecosystem.
- Engineered a subscription-based Agentic AI marketplace MVP for an AI startup, enabling enterprises to deploy autonomous agents that execute complex real-world tasks via Semantic Kernel orchestration.
- Architected a modular "plug-in" ecosystem to drive the strategic transition to Agentic AI, transforming static content systems into scalable, self-optimizing workflows for autonomous operations.
- Designed the architectural roadmap for an AI sports analytics engine, pivoting the system from legacy models to a multi-agent simulation framework for predicting high-value race outcomes.
- Modernized a cosmetic enterprise’s legacy stack to Azure PaaS, establishing the high-performance cloud data foundation required for AI adoption.
Senior AI Architect
Simulation Powered Learning
- Redesigned the core application architecture for a simulation learning company to enable AI transformation, evolving the user experience to support massive scalability and new business models.
- Engineered a modular AI Multi-agent Orchestrator from scratch to plan and route tasks across specialized agents, enabling the generation of complex case studies in minutes.
- Implemented an advanced Retrieval-Augmented Generation (RAG) system to ground LLM prompts with internal business data, utilizing OpenAI models for context-aware content.
- Architected an Azure AI Search solution for deep knowledge mining, facilitating the deployment of conversational chatbots with integrated prompt engineering and fine-tuning.
- Optimized cloud infrastructure to support high-load AI workloads, doubling application speed and reducing Azure compute costs by around 40% while ensuring end-to-end observability.
- Resolved complex, long-standing structural issues that previous engineering teams were unable to fix, effectively unblocking the platform's transition to an AI-driven architecture.
- Developed unified tool adapters to integrate cloud services with the AI core, delivering a robust client-ready API via FastAPI and React.
Senior Software Architect
Monorail
- Designed, implemented, and documented the organization-wide software architecture for a top American fintech startup.
- Sorted out the development team's technical approach with extensive guidelines that include best practices, principles, patterns, and code conventions.
- Built complex banking and financial products, including features such as trading, custom portfolio models, rebalancing, savings, spending with cards, and donating.
- Integrated the solution successfully with market-leading 3rd-party financial tools, including Stripe, Plaid, Apex, Dosh, IEX Cloud, Orbis, and Q2.
- Reorganized the cloud infrastructure with Azure, which reduced costs by 60% and substantially increased security by implementing networking, encryption, and authorization layers.
- Refactored a poorly designed solution into a new scalable system, transitioning from a monolithic solution into microservices, including vertical slice, clean architecture, domain-driven design, and event-driven architecture.
Senior Software Engineer | Architect
Various Clients
- Improved customer experience substantially after completing an email marketing platform's ambitious architectural design optimization, allowing it to scale up.
- Enhanced the corporate infrastructure of a building modeling platform and its internal systems.
- Helped a global footwear design leader with their current eCommerce system, invoice generation, and aging of non-processed orders.
Senior Software Engineer
Santander Bank
- Served in the Nordic division of a top global consumer bank, dedicated to high-end loan apps.
- Built from scratch an AML workflow tool for comprehensive anti-money laundering surveillance cases.
- Optimized the pre-launch of a front-office tool for individual customers requesting car loan approvals.
- Helped to refactor the back-end system that connects major Nordic division applications.
Co-founder | IT Leader
Kytasoft
- Co-founded Kytasoft for personal venture projects and to help other startups with great ideas.
- Created a social network called Bindaloo to help people find new local buddies with whom to do activities.
- Designed and customized projects for personal purposes and external startups, including CRM and eCommerce industries.
Senior Software Engineer | Project Manager
Deutsche Bank
- Participated in crafting organization-wide critical solutions for the risk division of the leading German bank, earning awards for efficiency and user experience.
- Designed and developed from scratch strategic business intelligence solutions.
- Worked on numerous projects, including market oversight control, internal risk workflow optimizations, and process automatizations.
Full-stack Developer
Various Clients
- Led development for Spain's largest bank, creating a real-time news portal that enabled traders to digest critical market information rapidly and efficiently.
- Architected a social fintech platform that facilitated financial advice exchange via a virtual currency economy, fostering a collaborative investment community.
- Engineered customizable eCommerce platforms for prominent Spanish retailers, including a bespoke storefront for a market-leading sunglasses brand to drive online sales expansion.
- Developed enterprise-grade document management systems with integrated CRM and activity workflows, streamlining complex operations for large corporate clients.
- Built a comprehensive dynamic web portal for the Spanish Maritime industry and a scholarship petition system, digitizing manual processes for specific sectors.
- Delivered diverse operational tools, including a hotel booking reservation platform and an HR management desktop application, tailored to specific business needs.
Experience
Itinerary App Automation with Advanced AI Features
https://drive.google.com/file/d/1aONu4t6tVBVb3CmKOa8y7Xjwcp-aMKmb/view?usp=sharingBefore this new AI back end, every itinerary required human-crafted rules and field population; now, 85%+ of the itinerary is AI-driven, with agents interpreting natural-language business rules and itinerary context. I designed specialized background AI agents using the OpenAI platform (GPT-5 Mini) and Google Vertex AI (Gemini) to transform rule descriptions into executable Python logic for the rule engine, achieving a 90%+ time reduction in creating each travel itinerary and a 95%+ error reduction. The architecture is designed for multi-model AI orchestration. At the same time, the core back end runs on Python and FastAPI and integrates with a Node.js itinerary app for consumption and real-time itinerary outputs.
AI Multi-agent Orchestrator Workflow
https://drive.google.com/file/d/19uDe73HPOwHVF0qFX2iLmZNyx8OOpQ0-/viewRedesign of a Learning Platform with AI Features and Scalable Architecture
https://drive.google.com/file/d/1wJAjoHYV_iYLCizBq9YFyUZTrWTnvPsm/viewAI Agents Platform MVP
https://drive.google.com/file/d/14byoltBS6nz0ntqsRaotkakrTqZhKDwX/viewTech Lead of AI Solution Architecture
https://drive.google.com/file/d/1a4uyDUFqa4Ws8zgh8017VYe09cuwinPG/viewThis strategic plan and detailed architecture now serve as the company's official roadmap for the software architecture, AI development, and innovation.
Global Architecture Design
https://drive.google.com/file/d/1w4O3TsgXvhUskbl-Ubfgs17w6dAIfn6j/viewDevelopment of a Fintech App
https://drive.google.com/file/d/1hDyVL4YQb88MSY14LYHg7zvNiVrTxiHg/viewCosmetics Enterprise Process Automation and Azure Modernization
https://www.toptal.com/case-study/cosmetics-company-automates-processes-with-azureReplaced outdated infrastructure with scalable, maintainable services, improving system reliability, reducing operational costs, and enhancing error handling and transparency across logistics workflows.
My Personal Website
https://www.pabloalessio.comCreation of an Oversight Tool for Deutsche Bank
https://drive.google.com/file/d/1maAYELzT4woGZHw3DbGxdiPxjK8pM663/viewBuild of AML Workflow Tool for Anti-money Laundering for Santander Bank
https://drive.google.com/file/d/14X6LiF-j1U4zf9uDPn6N7wZapk0QDNFj/viewDevelopment of a Social Network Platform
https://drive.google.com/file/d/1cTLUEfvNYoRpykMmsGsD19ZoH1w-rGS_/viewFounding of Kytasoft
https://drive.google.com/file/d/1kUvvmUXaZMnfAuLPpoUJWlmuAEh130YC/viewEnhancement of the Building Modeling App
https://drive.google.com/file/d/1rZseZt6GgK-8UxGoAv_JVClmpgdzr3zi/viewArchitecture of an Email Marketing Platform
https://drive.google.com/file/d/1vkTLSUxAZfZPGqtxqm-WYWuFI1rHBti_/viewEducation
Bachelor's Degree in Computer Science
Universidad Tecnológica Nacional - Buenos Aires, Argentina
Certifications
Microsoft Certified: Azure AI Engineer Associate
Microsoft
Microsoft Certified: Azure Solutions Architect Expert
Microsoft
Microsoft Certified: Azure Administrator Associate
Microsoft
Skills
Libraries/APIs
NServiceBus, jQuery, REST APIs, Stripe, Entity Framework, React, LINQ, Stripe API, Azure Cognitive Services, OpenAI API, React Redux, Node.js, Plaid API, API Development, Azure API Management, SignalR, Windows Forms (WinForms), Authorize.net, Google Maps
Tools
Git, Azure DevOps Services, GitHub, Confluence, Microsoft Excel, Azure Logic Apps, Azure App Service, Visual Studio, Postman, Azure Key Vault, Plaid, AI Prompts, Claude, Azure Active Directory B2C (ADB2C), RabbitMQ, C#.NET WinForms, Microsoft Teams, Azure Kubernetes Service (AKS), Microsoft Power Pages, MQTT, Celery, Figma, Microsoft Copilot, Visual Studio Tools for Office (VSTO), ChatGPT, Azure Machine Learning, Microsoft Power Apps, Jenkins, GPT Builder
Languages
Transact-SQL (T-SQL), ASP.NET Razor, Visual Basic, Visual Basic .NET (VB.NET), C#, TypeScript, SQL, HTML5, JavaScript, CSS, C#.NET, VB.NET, HTML, C++, GraphQL, Excel VBA, CSS3, VB, YAML, Python, Active Server Pages (ASP), Visual Basic for Applications (VBA), Python 3, Visual Basic 6 (VB6), UML
Frameworks
Razor, Angular, ASP.NET, ASP.NET Core, ASP.NET Web API, .NET, Bootstrap, ASP.NET MVC, Blazor, .NET Core, .NET 6, gRPC, Windows PowerShell, Entity Framework Core, Tailwind CSS, ASP.NET Core MVC, Redux, Razor Pages, Next.js, Swagger, .NET 8, OAuth 2, JSON Web Tokens (JWT), Express.js, .NET 9, Windows Presentation Foundation (WPF), Django, Selenium, Agentic Frameworks, React Native, LangGraph
Paradigms
Continuous Integration (CI), Unit Testing, Agile Software Development, Azure DevOps, DevOps, Microservices, Test-driven Development (TDD), Requirements Analysis, REST, Database Design, Microservices Architecture, CQRS, Behavior-driven Development (BDD), Event Sourcing, Application Architecture, Event-driven Architecture, API Architecture, Agile, Clean Architecture, UI Design, UX Design, DevSecOps, Continuous Development (CD), Object-oriented Programming (OOP), Automation, ETL, Responsive Web Design (RWD), Model Context Protocol (MCP), Design Patterns, Lambda Architecture, Building Information Modeling (BIM), HIPAA Compliance
Platforms
Amazon Web Services (AWS), Azure, Windows, Docker, Azure Functions, Azure Event Hubs, Azure AI Search, Microsoft Copilot Studio, Google Cloud Platform (GCP), AWS Lambda, Mobile, Oracle, Kubernetes, Microsoft Power Automate, Telerik, Oracle Database, Microsoft Power Platform, Vertex AI
Storage
Azure Blobs, Azure SQL, NoSQL, Azure Active Directory, MongoDB, MySQL, JSON, Microsoft SQL Server, Azure Table Storage, Redis, Relational Databases, Azure Cosmos DB, Azure SQL Databases, SQL Stored Procedures, Azure Queue Storage, PostgreSQL, Azure Cloud Services, SQL Server 2014, Database Architecture, SQL Server Integration Services (SSIS), MySQL Server, Data Integration, SQLite, On-premise, Elasticsearch, Amazon S3 (AWS S3), Database Caching, IIS SQL Server, Data Pipelines, Google Cloud
Industry Expertise
E-learning, Project Management, Trading Systems
Other
Azure Service Bus, Integration Testing, Full-stack, Data Scraping, Big Data, APIs, Architecture, Security, Enterprise Service Bus (ESB), Web Development, CI/CD Pipelines, Finance, Solution Architecture, Microsoft Web, Cloud Architecture, API Integration, Webhooks, Trading, Enterprise Architecture, Windows Services, Cloud Platforms, Cloud Computing, Virtual Machines, Integration, System Architecture, Software Architecture, Excel Add-ins, WebAssembly (Wasm), Consulting, RESTful Services, Data Processing, Web Applications, SaaS, Credit Risk, Fraud Analysis, Fintech, Workflow, Domain-driven Design (DDD), Message Queues, Software Development Lifecycle (SDLC), Enterprise Integration Patterns (EIP), Normalization, Single Sign-on (SSO), IIS, Legacy Software, Containerization, Distributed Systems, Leadership, Back-end, API Design, Stock Trading, Recommendation Systems, Third-party APIs, Technical Leadership, Artificial Intelligence (AI), OAuth, Front-end, Cloud, Infrastructure as Code (IaC), Back-end Development, GitFlow, Serverless, Mapping, Payment APIs, Identity & Access Management (IAM), Code Review, Enterprise SaaS, SaaS Design, Multitenancy, Monitoring, Documentation, Microsoft Data Transformation Services (now SSIS), SOLID Principles, Marketing Technology (MarTech), Stripe Payments, User Interface (UI), Data Structures, Progressive Web Applications (PWAs), Semantic Kernel (SK), ChatGPT API, GitHub Actions, Technical Documentation, Large Language Models (LLMs), Prototyping, OpenAI, OpenAI SDK, Chatbots, AI Design, RESTful Microservices, FastAPI, Retrieval-augmented Generation (RAG), Prompt Engineering, Data Visualization, Finance APIs, eCommerce, Agentic AI, Payment Gateways, Web MVC, Responsive Web Apps, OpenID Connect (OIDC), Stock Market, Infrastructure, Web App Development, API Gateways, AI Chatbots, Cloud Engineering, RESTFul APIs, Azure Blob Storage, AI Tools, Data Engineering, Azure AI Foundry, Anthropic, AI Pipeline, Minimum Viable Product (MVP), CTO, Data Architecture, Team Leadership, ACH Payments, Know Your Customer (KYC), Low-latency Software, Multi-agent Systems, .NET Framework, Dashboards, Software as a Service (SaaS), Cloudflare, Systems Analysis, AI Integration, Analytics, Cursor AI, Critical Thinking, Problem Solving, Cloud Infrastructure, Debugging, Reverse Engineering, System Integration, Windows Communication Foundation (WCF), AWS Cloud Architecture, Digital Asset Management, Natural Language Processing (NLP), Fine-tuning, AI Programming, AI Agents, Vector Databases, Web Scraping, Scraping, Lambda Functions, Generative Artificial Intelligence (GenAI), PG Vector, Fast Endpoints, Business Systems Analysis, Full-stack Development, Data Analysis, Programming, IT Consulting, Azure Data Factory (ADF), Pipelines, OpenAI GPT-3 API, OpenAI GPT-4 API, Mobile Apps, Document Processing, Computer Vision, Azure AI Document Intelligence, Document Parsing, Optical Character Recognition (OCR), IT Security, Performance Testing, ERD, Microsoft Office, Machine Learning, Gemini
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