Brandon Ciampanelli

About Brandon Ciampanelli

I care about damn good design, smart systems, and helping others reach their peak potential.With over a decade of experience in tech sales and a background in design, I lead GTM Field Enablement at ClickUp, building AI-powered, rep-centered systems and programs that remove friction, boost adoption, and drive performance.My unique approach blends design thinking + systems thinking + sales execution. I treat enablement like a product: intentional, intuitive, and built to fit into how reps actually work. From training and toolkits to coaching systems and playbooks, I focus on creating experiences that feel seamless and get results.I didn’t take the traditional path here. I’m self-taught, shaped by curiosity, and grounded in what works in the real world. That perspective shows up in everything I build, thoughtful, clean, and always focused on making it easier for reps to grow and succeed.Outside of ClickUp, I run The Sales Experience Design (SXD), a space where I share ideas and consult at the intersection of design thinking and enablement. Through it, I help teams rethink how sales should feel, and how enablement can serve as a lever, not a layer.If you\'re passionate about building smarter systems, more human sales experiences, or just want to jam on how design makes things better, let\'s connect.

Experience

1. Senior Manager, Gtm Enablement

   ClickUp

   Jan 2025 — Present

   I lead GTM Field Enablement, partnering with our global Enterprise sales and solutions teams to improve how we bring ClickUp to market at scale.I design and engineer the AI-powered performance systems — playbooks, embedded methodologies, and coaching programs with custom workflows — that close real skill gaps, simplify execution, and create durable success to launch ClickUp into a billion-dollar business.