This time we welcome Karen Patterson, the Executive Director of the Ruth Foundation for the Arts. The organisation immediately became a major player when it launched in 2022, announcing plans to give away up to $20 million a year to arts organisations, thanks to a $440 million bequest from Ruth DeYoung Kohler. We delve into the what-ifs of philanthropy, the foundation's ethos, and its ambitious initiatives. Through a focus on generosity, experimentation, and consideration, Ruth Arts aims to transform the philanthropic landscape. “What if we made a big difference? What if people saw themselves as valuable?” Karen asks. “What if people saw themselves as cared for?”

“The market is poised for a big fall, so it's more ‘when’, than ‘what if’,” says Allan Schwartzman, founder of the podcast. He’s back on the show to talk all about the state of the art market and the broader implications of its changing dynamics for the artists and for the cultural landscape at large. "Greatness doesn't grow at the same rate as a population does," says Allan. "Greatness is extremely rare. And right now we're at a moment where I think there's greater confusion than ever about what actually is going on in art and what will be seen as significant 20 or 30 years from now."

We welcome back Kemi Ilesanmi, the former executive director of the Laundromat Project and one of the standout stars of our first season. In season one, Kemi was just about to head off on the trip of a lifetime around 13 countries, including ten in Africa. She promised to come back and tell us how the trip changed her ‘What Ifs.’ “I'm looking for freedom of movement, freedom of ideas, and freedom of manifestation of those ideas. Right now, it feels like I can only find that by working outside of any singular institution.” Kemi talks about creating a “beautiful, joyful, sustainable, cultural infrastructure for black and brown people across the globe” and asks, “What if that were possible? And what if I could help with that? And who else could help with that?”