One of my hangups in terms of advertising is that I take my ethics super seriously, and ultimately, if a company is helping pay the bills, it's hard to be truly objective about them. What I realized, however, is that it's hard for me to be objective about Stripe anyway. I wanted to be a professional blogger long before I started Stratechery; however, I thought I had missed my chance, particularly as it became clear that advertising was not a long term business model for a one-person site.
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The Brazilian banking system was an oligopoly of five banks that had been around for decades, that were making 25% return on equity, charging the highest fees and highest interest rates in the world, and yet had the lowest NPS scores. So the opportunity was massive — you had a lot of value being extracted from consumers with very little value being given back.
David Vélez — Invest Like the Best with Patrick O'Shaughnessy
I think one thing that's counterintuitive about compliance is that it's actually a sales tool. If you are compliant, you can sell to bigger companies, you can sell to more regulated industries, and you can charge more.
Christina Cacioppo — Invest Like the Best with Patrick O'Shaughnessy
the best entrepreneurs aren't defined by a lack of weaknesses, but by having a strength or insight that's genuinely exceptional
Ben Horowitz — The a16z Show