Creativity and tasteOctober 21, 20262 hr 1 min

The MikeyG Podcast Experience

Pain Into Art: Jonny on Loss, Design, and AI

Jonny AshcroftCo-founder of Augmented Imagination and award-winning brand designer

Portrait of Jonny Ashcroft

Jonny Ashcroft traces how loss, mentors, music, and design shaped his creative work. With Mikey G, he examines the difference between being a designer and a founder, his search for focus, and why Augmented Imagination keeps an artist in the AI loop.

Archival conversation · Video released October 21, 2026 · Audio edition published December 8, 2025

Jonny Ashcroft remembers the day his father died when Jonny was 14, and the people who offered guidance afterward. Drawing and music led him from New Mexico to design work at Fender and into editorial illustration and agency building. He talks about choosing meaningful work over a better-paid role, then about burnout, protecting focused time, and learning to build a business as well as make the work. At Augmented Imagination, an initial idea for a standalone AI product gave way to a creative studio where artists direct the tools. This conversation's new video edition was released October 21, 2026; its audio edition was published in December 2025.

Timestamped moments below open the original video edition; the newer edit has different timestamps.

The story of Jonny Ashcroft

Creativity and care through a family collapse

Jonny Ashcroft grew up in Aztec, New Mexico, where both parents worked as registered nurses. He remembers a stable early childhood followed by a family collapse between roughly ages seven and fourteen, shaped by his mother's opioid addiction and the early loss of his father. His sister became a major source of care, while older skaters, friends, and relatives supplied mentorship and belonging. Rollerblading occupied much of his adolescence and connected him to a community built around practice, risk, and shared progress.

Jonny emphasizes that instability did not erase love. He learned to distinguish people from what they were struggling with, and his mother later entered recovery and became an addiction counselor. That arc informed his framework of redeeming painful experiences by carrying their lessons into constructive work rather than letting them remain only damage.

Choosing craft, mentors, and meaningful work

Jonny followed older friends to New Mexico State University without a clear plan, moved from business toward design, and built a portfolio around music. A job at Fender gave him an early dream role across its family of guitar brands, but the slow pace pushed him toward illustration work outside the office. Freelancing then led to agency building in the Pacific Northwest and creative work for major technology clients.

Later, he chose a lower paid role at the small Factory North studio over a better compensated offer because the work, collaborators, and learning felt more valuable. There he deepened his typography, packaging, and local brand experience. By the end of that period, fragmented attention threatened his ability to design, prompting a serious study of flow states and repeatable methods for protecting focus rather than relying on exhaustion.

Jonny Ashcroft says leaving a crowded studio helped him recognize that he needed time alone to recharge. He now keeps most of his studio space for himself and saves more of his social energy for outside work. In his experience, entering a focused state matters less if interruptions immediately break it. Listen at 1:21:40

Putting an artist inside the AI loop

The phrase Augmented Imagination began when Jonny watched a studio mate use early open source generative tools to create an animated music video alone over a weekend. He saw the technology as an extension of creative possibility rather than a replacement for imagination. Work with co-founder Sway Malina then showed how trained models could reproduce a character or visual style consistently.

Their initial product concept focused on privately owned fine tuned models, but rapid technical change and limited customer interest in learning complex workflows pushed them toward a service and agency model. Augmented Imagination now develops private brand models, production workflows, and on-brand content while retaining experienced artists and designers in the decision loop. Jonny argues that faster tools increase output, but taste, fundamentals, direction, and the ability to envision what does not yet exist remain essential.

Three ideas

What stays with you

  1. 01

    Jonny found care and mentorship beyond his immediate household during a period of family instability.

  2. 02

    He repeatedly chose work with stronger creative learning over safer or better compensated paths.

  3. 03

    Augmented Imagination pairs private generative models with artists who provide consistency, ownership, taste, and direction.