Some good advice, some not so good. For example, he recommends A) going after a big B2B market with lots of existing demand (good) Then he recommends B) spend

Some good advice, some not so good. For example, he recommends A) going after a big B2B market with lots of existing demand (good) Then he recommends B) spend on advertising instead of content marketing (not so good) You can't both do A and B. Big markets with lots of demand also have tons of competition in the advertising space. The talk he's referencing for these tips is from almost a decade ago (Jason Cohen's microconf talk). I'm sure Google adwords was a much more viable strategy back then, however, if you're remotely close to a big market in B2B, adwords is now going to be cost-prohibitive for growing a bootstrapped business. The reason Jason's personal blog didn't convert well is because his content wasn't targeted towards the products he was creating. If you're writing about general life/tech news/etc. the chances your audience will overlap with a niche B2B product offering are slim to none. On the contrary, most of the B2B Saas startups I've worked with in the last 5 years grow almost entirely from SEO. Content is like real estate. Once you start ranking for a few key niche search phrases, your position grows in value over time, without you doing anything. Advertising on the other hand is like a money treadmill. The minute you step off the treadmill, you're no longer getting leads...at all. If you want to bootstrap a sustainable business, ignore content/SEO at your own peril.