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Show Notes

(00:03:23) - (First question) - How media is adapting to the "more with less" era amidst challenges

(00:06:08) - Efficiency's impact on media brand identity and content quality

(00:08:21) - The benefits of niche focus in media for building sustainable brands

(00:10:25) - Media companies' failure to adapt and the impact of misaligned incentives

(00:13:30) - The power law effect on media business size and advocating for lean operations

(00:16:22) - Starting narrowly versus broadly in the media business

(00:18:57) - Leaving Digiday to build a personal, autonomous, trust-based media brand in The Rebooting

(00:22:27) - Using his year away from work to strategize personal media product creation

(00:23:52) - Leveraging connections to sell ads, avoiding paywalls to grow faster

(00:28:12) - Understanding the essence of sales and the role belief plays in it

(00:30:41) - How niche markets and personal connections can serve as media business moats

(00:33:43) - Valuing passion and expertise over market trends when starting a media business

(00:36:53) - Why questioning industry norms can be beneficial

(00:37:52) - Creators using autonomy and audiences for better deals

(00:40:57) - Pat McAfee's leverage as an entity, not just talent

(00:42:56) - Analyzing the Barstool-Penn breakup and its implications for the media business

(00:46:27) - Why ad agencies continue to survive despite being dysfunctional

(00:50:23) - Debrief

(01:01:17) - Live Event