#056 - Dylan O’Sullivan on Lying to Yourself, Timelessness, Discipline, & Writing

Dylan O’Sullivan is a curator, editor, and writer at O'Shaughnessy Ventures and Essayful. Dylan and I talk about writing, taste, discipline vs. inspiration, timelessness vs ephemerality, boredom and solitude vs. the internet, inciting a digital renaissance, not lying to yourself, and more. — (00:45) Curating & editing vs. writing (05:39) Fear of never writing quality work or living up to your idols (08:32) Discipline vs. inspiration (15:49) Balancing technology & ephemerality with the timeless (17:44) Solitude, getting better at the craft, and having a "normal" life (21:09) Boredom (26:32) Short attention & the effect on art & mediums (29:54) Lack of original works & risk taking (36:43) Digital renaissance; timeless stories & works (44:15) What is timeless & what will become timeless (48:17) Creativity & the subconscious (52:08) Long form writing vs memes (55:00) Above all, don't lie to yourself (01:00:29) Books he’d have in his bookstore window (01:03:38) Three favorite directors & their three movies (01:05:34) Final question for listeners — Dylan’s Twitter: https://twitter.com/DylanoA4 Essayful: https://www.essayful.co/ O'Shaughnessy Ventures: https://www.osv.llc/ Spencer’s Twitter: https://twitter.com/SP1NS1R Spencer’s Blog: https://spencerkier.substack.com