How to navigate an uninspiring brief...
...plus we're hiring in London and the US!
This week, we've got tips for breathing some life into an uninspiring brief, as well as a rare job opening at our UK office for an experienced Agent and Producer. There's lots of other inspiration from artists Timba Smits, Carla McRae and Seba Cestaro too - take a look!

Dear Jacky #15
Not every project arrives brimming with sparkle and serendipity - an uninspiring brief is a familiar visitor in any creative practice, whether you’re the one receiving it, or the one writing it.
In our latest Dear Jacky post, Agent and Producer Kirsten Chan lays out some handy tips for navigating a lukewarm creative situation. There's also some great insights and advice direct from our own JW artists, who share their personal approaches to giving a brief some extra spark.
Read the full article here!
Artwork by @lili.tae

We're hiring in the UK
We’re seeking an Agent & Producer to join our London office! If you have existing agenting or production experience (ideally from the advertising or creative industries) and are keen to work with commercial artists, our UK team would love to hear from you.
Click here to learn more and apply now!
Applications close 5pm GMT Fri, 2 Oct 2026 🚨




T2 x Timba Smits
“I think the creative scene here is incredible. The culture of Melbourne is rich and diverse, from its music, to its restaurants, to its film and cinema. I just love it.”
Take a wander with @timbasmits, as he shares his favourite hidden gems, gives us a glimpse of his studio and chats about capturing the grittiness and texture of Melbourne in his design for T2's “Melbourne Breakfast”.
🎥 Filmed content and photography by Never Too Small

Personal Work Highlight: Carla McRae
A STRANGE FLOWER by @carla_mcrae is a beautiful personal project capturing “a few moments with writer Katherine Mansfield (1888-1923), imagined via her personal objects and ephemera”. Carla not only drew this frame by frame with pen on paper, but created the music for it as well.
A masterpiece 🌷 Click to watch



Seba Cestaro x Readings
A handful of illustrations by @sebacestaro depicting dads who read, commissioned by Readings for its recent Father’s Day campaign across Melbourne,

We're still hiring in the USA!
ICYMI: We're seeking a Talent Agent & Producer to join Capital Virtues, the visual artist creator agency within The Jacky Winter Group.
If you’re based in LA or NY and are excited about flexing your agenting, talent management and production skills across brand partnership projects and social-first content led by artist-creators, this could be the role for you!
Click here to learn more and apply now
Applications close: 5pm PT Friday, 18 September 2026 🚨
As always - thanks for reading!