About
Diego Jiménez Wiseheart
Diego Jiménez Wiseheart grew up in Armenia, a small city in Colombia’s coffee region. When he was ten, his parents saved to buy him an old computer—an Intel 486, already a generation behind. He learned MS-DOS before Windows was even available in Colombia, figuring out the machine from the command line up. Then he opened it. Jumpers, BIOS, RAM, ROM—he learned the architecture by taking it apart and putting it back together until it made sense. He destroyed the hard drive with a speaker magnet. He wasn’t afraid. He was curious. He installed Windows 95 from a stack of floppy disks and never stopped.
He studied Business Administration and Economics at two universities in Colombia. He is an FAA-certified drone pilot and a Google-certified data analyst. Most of what he actually knows, he taught himself.
Cars brought him into the professional world. He ran the motorsports program at Ferrari of Miami—coordinating the Ferrari Challenge series, managing principal logistics, and operating at a level where the clientele was accustomed to a standard where nothing is noticed because nothing is wrong. From there he moved into autonomous vehicle technology, leading systems operations at Argo AI. When his oldest son needed emergency heart surgery at seventeen months, he walked away from the industry to be where it mattered.
Today he coordinates daily operations, staff, medical logistics, travel, and the discretionary judgment that holds it all together for a high-net-worth private client across their global portfolio. He is producing a Living Portrait for his client—a private documentary preservation of an extraordinary life, built from filmed interviews, recorded conversations, archival research, and photography.
He teaches STEM to neurodivergent children—drones, robotics, stop-motion animation. His brain works the way theirs does—lateral, fast, pattern-hungry, restless in the face of anything formulaic. He teaches them the way he wished someone had taught him. He also teaches AI literacy to non-technical adults at the University of Miami, after sitting in classes alongside his client and realizing the room was full of retired professionals who had no idea that AI could already help them use a lifetime of knowledge in ways that didn’t exist five years ago.
His most ambitious project is Claudia—a privacy-first AI assistant that runs on a private server and manages his family’s household around the clock. His wife Josephine, a licensed psychotherapist specializing in family systems, shaped the design from the clinical side. He built the architecture. It is, in miniature, the thing he does at every scale: take a complex system, understand what the people inside it actually need, and build something that holds it together.
He and Josephine have two sons and speak two languages at home. He flies drones, shoots documentary photography, makes music, writes code, and is working toward his private pilot’s license—ground school on his own, hours with an instructor, no shortcuts. The same way he learned the 486. The same way he has learned everything.
Get in touch — desk@diegowiseheart.com
Josephine’s practice: josephine-wiseheart.clientsecure.me
Read the essay: Two Networks, One System