Launching in September 2025, Jacky Winter Academy is a platform offering courses, training, and resources to help commercial artists navigate the art of creative project management and guide client projects from initial brief to smooth landing.

An illustration-led literary agency, brought to you by Jacky Winter. Built to champion visual storytellers, Gildlings gives artists a dedicated space to grow their careers in the world of publishing. From illustrators to picture book creators to graphic novelists, we're here to build lasting careers and support artists cover to cover, so they can tell the stories they’re most excited about.

A First Nations-led creative agency dedicated to representing and nurturing indigenous artists with a constant connection to identity, culture and Country. Solid Lines is an independent creative agency that we’re privileged to support and work with.

Great art should be admired... and sometimes made into activities. We think this is a great rule of thumb. Since the viral sensation of our first CMYK Gradient puzzle in 2014, we’ve taken our artists’ work and created a series of games and other fun things to whittle time away with.

Out of Commission is a weekly curated newsletter featuring a fresh selection of commissioned illustration and animation. Each week we scour the internet for the best recent commissions and we gather our favourites here for your viewing pleasure.

Tired of the Evil Algorithm Overlord, we made a micro-newsletter platform made specifically for artists. PencilBooth provides you with a beautiful, image-led template that’s easy to use and send to anyone who wants a visual snapshot of what you’ve been up to.

We spent 17 years and countless hours searching for a system that would take care of admin for a company like Jacky Winter. We didn’t find one, so we made it ourselves. Cobbler is an (almost) all-in-one back-of-house solution for commission-based talent agencies. Quotes, invoices, everything in between (and after), Cobbler has you covered.

We developed Replier to help ourselves out but we found it so useful we decided to share it with the world. Quickly respond to questions buried in a long message by choosing what’s important and removing the rest without losing important info along the way.