The Intersection of Digital Gardens and On Deck Series A Memo

Kazuki Nakayashiki

Hatched by Kazuki Nakayashiki

Aug 15, 2023

4 min read

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The Intersection of Digital Gardens and On Deck Series A Memo

In the vast landscape of the internet, two concepts have been gaining traction and reshaping the way we consume and produce information: digital gardens and On Deck Series A Memo. Although they may seem unrelated at first glance, there are common points that connect these two ideas, offering unique insights into the future of online communities and learning.

Digital gardens, as coined by Mark Bernstein in his 1998 essay "Hypertext Gardens," represent a departure from the traditional linear structure of websites. Instead of following a predefined path, digital gardens embrace the idea of unplanned hypertext sprawl, resembling a wilderness of complex and interesting information. However, these gardens can be difficult to navigate, akin to ploughing through thickets filled with thorns and mosquitoes.

It was not until 2007, when Rory Sutherland used the term "digital gardening" to describe the process of syncing and organizing information, that the concept gained further attention. However, it was Mike Caufield's keynote on "The Garden and the Stream: a Technopastoral" at the 2015 Digital Learning Research Network that solidified the foundations of digital gardening. Caufield emphasized the importance of moving away from time-bound streams and towards contextual knowledge spaces, where information can accumulate, connect, and mature over time.

Tom Critchlow's article "Of Digital Streams, Campfires, and Gardens" in 2018 further explored alternative metaphors to frame information consumption and production. This piece sparked a conversation that was continued by Joel Hooks in his article "My blog is a digital garden, not a blog" in 2019. Hooks highlighted the shift from creating web pages to writing web content within a web page, blurring the line between publication dates and navigational structure.

One of the key elements of digital gardens is the use of bi-directional links, which allow readers to explore both the destination page and the source page simultaneously. This interconnectedness creates an ever-evolving and growing ecosystem, mirroring the organic nature of a real garden. In digital gardens, imperfection is embraced and shared with readers, fostering a sense of intimacy and authenticity that is often lacking in blogs or social media feeds.

On the other hand, On Deck Series A Memo represents a new approach to community and learning. Recognizing the decline of organized religion and the ongoing search for meaning, identity, and community in modern life, On Deck provides online communities that fulfill these needs. The organization identifies existing demands within their network and creates specific programs to meet those demands. By bundling community with curriculum, On Deck aims to create exceptional learning experiences that combine peer-to-peer education with a sense of camaraderie.

On Deck's success lies in its ability to build reputation and drive new member demand through program revenue. The integration of community and curriculum addresses the shortcomings of the first generation of "ed-tech" and offers a more personalized and rewarding learning environment. The strong "repeat buying" behavior exhibited by top fellows reflects the value and impact of On Deck's programs.

The rise of remote work, accelerated by the COVID-19 pandemic, has further fueled the need for online communities and virtual learning experiences. On Deck's focus on distributed living and working aligns with the new norms that have emerged, creating opportunities for individuals to connect and learn regardless of their geographical location. As Chris Dixon from a16z stated, the ideal approach is to offer utility to the user base, and the full-stack approach of building end-to-end products or services bypasses incumbents and competitors.

So how can we apply the insights from digital gardens and On Deck Series A Memo to our own online presence and learning journey? Here are three actionable pieces of advice:

  1. Embrace the concept of a digital garden: Instead of conforming to standardized templates, create a personal playspace on the web that reflects your unique way of thinking. Organize your ideas and mediums in a way that matches your thought process, and use bi-directional links to connect related themes and topics.

  2. Nurture your ideas in public: Just as a garden grows and evolves over time, allow your thoughts and opinions to develop in the open. Share your "seedlings" of ideas and regularly tend to them until they become fully grown and respectable opinions. This process of researching and refining in public offers readers an insight into your writing and thinking process.

  3. Seek out online communities and learning experiences: In a world where location is becoming less important in hiring and work, tap into the power of online communities and virtual learning programs. Look for opportunities to connect with like-minded individuals and engage in peer-to-peer education. By learning with others, you can develop a deeper sense of respect and perspective while expanding your knowledge and skills.

In conclusion, the convergence of digital gardens and On Deck Series A Memo highlights the transformative potential of online communities and learning experiences. By embracing the organic nature of digital gardens and leveraging the power of community and curriculum integration, we can create personalized and meaningful online experiences. As the world continues to evolve, these concepts offer a glimpse into the future of how we consume and produce information, connect with others, and cultivate our own personal digital spaces.

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