About me

Pietro Masi
Head of Design | Agentic AI, CX & Design Systems | Humantic Design

Designing how human operators and AI agents work together, to make work feel more human.

I lead design for AI-native enterprise products. At Five9, I’m Head of Design, driving our AI-first design transformation and launching our first agentic products. Before that, as Senior Director of Product Design at Cornerstone OnDemand, I headed design for AI, innovation, and new products, including Talent Marketplace, a 2024 Webby Award nominee in the SaaS category.

Selected work

  • Five9: Agentic CX Management. A new 0-to-1 agentic product.

  • Five9: Agent Experience & Design System. Flagship legacy product redesigned, with a new design language.

  • Five9: AI Transformation of the Design Org. A new process from idea to prototype to code.

  • Cornerstone: Talent Marketplace. AI-powered product, 2024 Webby nominee (SaaS).

2023 Award Winning HR Intelligent solution

2024 Webby Awards Honoree Mention


Linkedin: Pietro Masi