Gio Olavarria

Revenue Leader & Builder

Driving growth at the intersection of strategy, technology, and operational excellence. CRO at Five Nines — building the systems that scale.

Recent Posts

March 26, 2026

Language Shapes Security Culture

How the words we use in IT communications determine whether security policies get followed or ignored

leadership security culture

March 20, 2026

Building Intelligence Dashboards on Cloudflare Workers

How I built real-time competitive intelligence tools using Workers, KV, and zero infrastructure overhead

cloudflare workers engineering

Projects

Intelligence

Competitor Intelligence Dashboard

Real-time competitive tracking for MSP sales teams. Aggregates executive data, news, and website enrichment with completeness scoring.

Cloudflare Workers KV Storage REST APIs
Analytics

Pipeline Prediction Engine

Interactive analytics platform with health scoring algorithms, pipeline forecasting, and deal-level risk analysis.

SvelteKit ECharts Cloudflare D1
Integration

Pipeline Report Worker

Real-time HubSpot integration that visualizes 6-stage sales pipeline with director commentary and API caching.

Cloudflare Workers D1 HubSpot API
Intelligence

Partner Intelligence Dashboard

Dynamic partner ecosystem visualization with KV-backed data, security hardening, and health check monitoring.

Cloudflare Workers KV Storage
Knowledge

Marketing Hooks Framework

200+ document knowledge system covering 15 hook types, behavioral psychology foundations, and 6 copywriting frameworks.

Obsidian Research
Knowledge

Five Nines Knowledge Base

Enterprise knowledge management spanning sales playbooks, 50+ competitor profiles, delivery frameworks, and operational runbooks.

Obsidian Git