This episode explores how Southwest Airlines can mitigate damage to its brand following its decision to start charging for baggage, a move that contradicts its long-standing "Bags Fly Free" tagline. Against the backdrop of rising fuel costs and increased competition from discount airlines, the hosts Donald Miller and Kyle Reed analyze Southwest's messaging missteps, particularly the use of humor, which is deemed inappropriate for communicating price increases. More significantly, the discussion pivots to the importance of transparency and honesty, suggesting Southwest should have released a white paper explaining the business rationale behind the decision. For instance, Miller suggests that Southwest should frame the change as an "upgrade" to the overall customer experience, highlighting new routes, assigned seating, and improved on-time performance. The hosts emphasize the need for clear communication and soundbites to counter potential criticism, drawing parallels to StoryBrand's own pivot to AI. Ultimately, the episode underscores the importance of adapting to market dynamics while maintaining customer trust by clearly articulating the value proposition and avoiding victim mentality.