NameDiego Siena
RoleCTO & Co-founder
Currently atEscala.ai
Based inRibeirão Preto, BR

Sixteen years of shipping software. Now building AI products and the teams that ship them.

Active since2010 · 16y
DomainsAI, Enterprise SaaS, Fintech, Healthcare, E-commerce, Real Estate, IoT, ERP
LanguagesPT-BR · EN
A.01Aboutprofile

CTO, technology leader, and co-founder. Sixteen years building software across industries — now focused on AI products and the teams that ship them.

I started writing software in 2010, at sixteen. Across fintech, healthcare, real estate, IoT, e-commerce, and ERP, I've moved from full-stack engineer to tech lead to CTO and founder.

That range taught me what I care about most now: understanding the business first, and treating technology as leverage, not as the point.

These days almost everything I do sits at the intersection of AI and product. Designing conversational agents, shaping how systems remember and reason, and deciding what to build, what to buy, and what to automate.

A.02Current focus06 areas
F.01Strategy & product

Ideating, building, and shipping AI products

From product strategy and validation to architecture and execution. Deciding what to build, what to buy, and what to automate.

F.02Tech leadership

Leading teams, systems, and decisions

Shaping technical direction, tradeoffs, and process. Building the conditions where small teams ship like much bigger ones.

F.03Discovery & research

Mapping the AI landscape

Tracking the technologies, frameworks, and concepts shaping AI product work today, and translating them into decisions.

F.04Agentic capabilities

How agents reach, sense, and act

Conversational and multimodal interfaces, multi-channel reach, multi-step workflows, and the orchestration that lets agents and tools work together as a system.

F.05Engineering & research

What makes agents actually work

Context engineering, memory, knowledge bases, evaluations, tool use, autonomous processing, and the patterns behind agents that hold up in production.

F.06Velocity

AI across the SDLC

Multiplying velocity with AI-native tooling, so small teams ship like much bigger ones.

A.03Career timeline05 recent · 2019 – present
Years →
'19'20'21'22'23'24'25'26
Escala.aiCTO · Co-founder
Current · 11 mos
BairesDevSoftware Engineer
2022 – 2025 · 3y 4m
Cuida.LifeTech Lead
2020 – 2022 · 1y 6m
Kzas.aiFull Stack Engineer
2019 – 2020 · 1y 3m
WHFFull Stack Developer
'19 · 6m

Showing most recent professional roles. Earlier work (2010 – 2019) includes freelance projects and foundational development experience.

2025→ Now · 11 months

Escala.ai

CTO & Co-founder
Full-timeRemote · HybridSão Paulo, BR

Leading the full technical journey of an AI-first startup, from strategy and product validation to architecture, development, and infrastructure. Designing and shipping conversational AI agents with deep focus on context engineering, memory management, and knowledge bases. Hands-on across the full agent lifecycle: research, design, evaluations, observability, and metrics. Partnering with the CEO and CRO on what to build, what to buy, and what to automate, and leveraging AI across the SDLC to ship like a much larger team.

Next.jsTypeScripttRPCDrizzle ORMSupabaseBetter-AuthMastraOpenRouterLangSmithComposioVector DBs
A.04Tools in rotationcurrent · 2026
Product · Web08
Next.js
TypeScript
tRPC
Drizzle ORM
Supabase · Postgres
Better-Auth
Tailwind CSS
Vercel
AI · Agents07
Mastra
OpenRouter
LangSmith
Composio
Vector DBs
Claude · OpenAI · Gemini
Model Context Protocol
Also fluent in07
Node.js
Svelte · SvelteKit
Vue · Nuxt
React
AWS · Azure
MongoDB · MySQL
Python, when needed
A.05Off hours05 entries

What I read, play, and keep. Most of my best product intuitions come from neuroscience, psychology, and the social sciences — not from tech blogs.

  • I.01Neuroscience & psychologyresearch · reading
  • I.02History, social & political sciencesreading
  • I.03Flight simulatorshobby · pc
  • I.04Games of most kindshobby
  • I.05Planted aquariums, betta fishhobby · care
A.06Open channelsform + 03 endpoints

Get in
touch.

If you're building AI products, leading engineering, or thinking about either — say hi. I read everything.

Send a messageform · async
Replies usually within a few days.