Sly Agencies · 2025-05-14 · 24 min
In this episode of The Sly Agencies Podcast, Andrew dives into an often-overlooked topic - how solid systems can actually fuel creativity - with systems strategist Caitlyn Wells of Upwell Strategies. Caitlyn helps creative agencies streamline their operations through systems and automation without sacrificing individuality or spontaneity. If you've ever feared that organizing your work would kill your creative flow, this conversation will flip your thinking. You’ll learn: Why systems don’t kill creativity - they support it How file organization and naming conventions can save hours a week The right way to use project management tools like ClickUp or Asana Why founders must lead by example for systems to stick How even simple automations (think: folder generation) can offload mental clutter The mindset shift required to actually embrace systems - and love them This episode is loaded with tips for any creative entrepreneur feeling overwhelmed by operational chaos. If your “systems” are sticky notes and half-finished Google Docs, this one’s for you. Show Notes: Learn more about Caitlyn’s services: Follow Upwell on Instagram: @ upwellstrategies
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