Journalists known for breaking a few big stories a year at established outlets find the independent model challenging. A subscription business demands consistent value, but the time required for sales, marketing, and administration detracts from the deep-dive reporting needed for major scoops, creating a difficult trade-off.

In the social media era, long-form investigative journalism is a fundamentally unprofitable business. Legacy institutions like The Washington Post can only survive if a deep-pocketed benefactor views subsidizing its annual losses as a civic duty, similar to funding any other non-profit.

A toxic, symbiotic relationship exists between GOP voters, right-wing media, and elected officials. Each element reinforces the others, creating an incentive structure where politicians and media figures must cater to the base's appetite for Trumpism to survive, regardless of their personal beliefs.

Wikipedia co-founder Jimmy Wales advises leaders to be careful about taking political stands. The guiding principle should be direct business relevance. Wikipedia fights censorship because it's core to their mission, but avoids weighing in on unrelated topics. This strategy prevents alienating customers for no strategic purpose.

Substack's founder argues that online spaces become "heaven or hell" based on their core business model. Ad-based models optimize for attention (often leading to outrage), while Substack's revenue-share model forces its algorithm to optimize for the value creators provide to their audience.

Previously a Hillary Clinton donor, OpenAI's Greg Brockman has become a major donor to a Trump super PAC. This is seen not as an ideological shift but a strategic move to align with an administration perceived as friendly to AI, aiming to secure a favorable regulatory environment for the company.

Many educated Trump supporters aren't driven by conviction but by powerful rationalizations. They compartmentalize his flaws by focusing on a few agreeable points, allowing them to stay within their social and professional circles without admitting the embarrassing truth of their compromise.

Top tech leaders are aligning with the Trump administration not out of ideological conviction, but from a mix of FOMO and fear. In a transactional and unpredictable political climate, sticking together is a short-term strategy to avoid being individually targeted or losing a competitive edge.

Don't expect corporate America to be a bulwark for democracy. The vast and growing wealth gap creates an overwhelming incentive for CEOs to align with authoritarians who offer a direct path to personal enrichment through cronyism, overriding any commitment to democratic principles.