Thank you for bringing this up as a topic of discussion! I'm really interested to see what the Less Wrong community has to say about this.

Let me be clear that my goal, and that of Intentional Insights as a whole, is about raising the sanity waterline. We do not assume that all who engage with out content will get to the level of being aspiring rationalists who can participate actively with Less Wrong. This is not to say that it doesn't happen, and in fact some members of our audience have already started to do so, such as Ella. Others are right now reading the Sequences and are passively lurking without actively engaging.

I want to add a bit more about the Intentional Insights approach to raising the sanity waterline broadly.

The social media channel of raising the sanity waterline is only one area of our work. The goal of that channel is to use the strategies of online marketing and the language of self-improvement to get rationality spread broadly through engaging articles. To be concrete and specific, here is an example of one such article: "6 Science-Based Hacks for Growing Mentally Stronger." BTW, editors are usually the ones who write the headline, so I can't "take the credit" for the click-baity nature of the title in most cases.

Another area of work is publishing op-eds in prominent venues on topical matters that address recent political matters in a politically-oriented manner. For example, here is an article of this type: "Get Donald Trump out of my brain: The neuroscience that explains why he’s running away with the GOP."

Another area of work is collaborating with other organizations, especially secular ones, to get our content to their audience. For example, here is a workshop we did on helping secular people find purpose using science.

We also give interviews to prominent venues on rationality-informed topics: 1, 2.

Our model works as follows: once people check out our content on other websites and venues, some will then visit the Intentional Insights website to engage with its content. As an example, after the article on 6 Science-Based Hacks for Growing Mentally Stronger appeared, it was shared over 2K times on social media, so it probably had views in the tens of thousands if not hundreds. Then, over 1K people visited the Intentional Insights website directly from the Lifehack website. In other words, they were interested enough to not only skim the article, but also follow the links to Intentional Insights, which was listed in my bio. Of those, some will want to engage with our content further. As an example, we had a large wave of new people follow us on Facebook and other social media and subscribe to our newsletter in the week after the article came out. I can't say how many did so as a result of seeing the article or other factors, but there was a large bump. So there is evidence of people wanting to get more thoroughly engaged.

The articles we put out on other media channels and on which we collaborate with other groups are more oriented toward entertainment and less oriented toward education in rationality, although they do convey some rationality ideas. For those who engage more thoroughly with out content, we then provide resources that are more educationally oriented, such as workshop videos, online classes, books, and apps, all described on the "About Us" page. Our content is peer reviewed by our Advisory Board members and others who have expertise in decision-making, social work, education, nonprofit work, and other areas.

Finally, I want to lay out our Theory of Change. This is a standard nonprofit document that describes our goals, our assumptions about the world, what steps we take to accomplish our goals, and how we evaluate our impact. The Executive Summary of our Theory of Change is below, and there is also a link to the draft version of our full ToC at the bottom.

Executive Summary 1) The goal of Intentional Insights is to create a world where all rely on research-based strategies to make wise decisions and lead to mutual flourishing. 2) To achieve this goal, we believe that people need to be motivated to learn and have broadly accessible information about such research-based strategies, and also integrate these strategies into their daily lives through regular practice. 3) We assume that: - Some natural and intuitive human thinking, feeling, and behavior patterns are flawed in ways that undermine wise decisions. - Problematic decision making undermines mutual flourishing in a number of life areas. - These flawed thinking, feeling, and behavior patterns can be improved through effective interventions. - We can motivate and teach people to improve their thinking, feeling, and behavior patterns by presenting our content in ways that combine education and entertainment. 4) Our intervention is helping people improve their patterns of thinking, feeling, and behavior to enable them to make wise decisions and bring about mutual flourishing. 5) Our outputs, what we do, come in the form of online content such as blog entries, videos, etc., on our channels and in external publications, as well as collaborations with other organizations. 6) Our metrics of impact are in the form of anecdotal evidence, feedback forms from workshops, and studies we run on our content.

Here is the draft version of our Theory of Change.

Also, about Endless September. After people engage with our content for a while, we introduce them to more advanced things on ClearerThinking, and we are in fact discussing collaborating with Spencer Greenberg, as I discussed in this comment. After that, we introduce them to CFAR and Less Wrong. So those who go through this chain are not the kind who would contribute to Endless September.

The large majority we expect would not go through this chain. They instead engage in other venues with rational thinking, as Viliam mentioned above. This fits into the fact that my goal, and that of Intentional Insights as a whole, is about raising the sanity waterline, and only secondarily getting people to the level of being aspiring rationalists who can participate actively with Less Wrong.

Well, that's all. Look forward to your thoughts! I'm always looking looking for better ways to do things, so very happy to update my beliefs about our methods and optimize them based on wise advice :-)

EDIT: Added link to comment where I discuss our collaboration with Spencer Greenberb's ClearerThinking and also about our audience engaging with Less Wrong such as Ella.