Exploring the Power of Note-Making with the Co-founder of Obsidian: How Atlanta's Calendly Turned a Scheduling Nightmare into a $3B Startup

Kazuki Nakayashiki

Hatched by Kazuki Nakayashiki

Sep 03, 2023

4 min read

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Exploring the Power of Note-Making with the Co-founder of Obsidian: How Atlanta's Calendly Turned a Scheduling Nightmare into a $3B Startup

In today's fast-paced world, staying organized and productive is a constant challenge. Whether it's managing our schedules or keeping track of important information, finding efficient solutions can make a significant difference. Two companies that have tackled these challenges head-on are Obsidian and Calendly. In this article, we will explore the power of note-making with the co-founder of Obsidian and learn how Calendly turned a scheduling nightmare into a $3B startup.

Obsidian, often referred to as the IDE for thought, is a note-taking app that offers unparalleled customization and extensibility. Just like code editors, which can be personalized to suit individual preferences, Obsidian allows users to customize almost every aspect of their notes. This flexibility extends to the plugin system, where users can add or remove features based on their needs. The core features of Obsidian are supplemented by an array of plugins, providing users with a tailored note-taking experience.

The co-founder of Obsidian recognized the importance of creating a community around the app to gather feedback and foster growth. They chose Discord as the platform for their private beta, allowing them to distribute early alpha versions and gather direct feedback from users. As the Discord community grew, the need for better organization and discussion arose. While Discord is excellent for communication, it falls short when it comes to keeping track of topics and discussions. To address this, the Obsidian team integrated a forum into their ecosystem. This forum serves as a centralized hub where users can engage in meaningful conversations and find relevant information.

Obsidian's vision extends beyond personal note-taking. With the introduction of Publish, a feature that allows users to share parts of their digital garden with the world, Obsidian becomes a gateway to knowledge exchange and collaboration. By opening up their notes to a wider audience, users can foster discussions, receive feedback, and contribute to the collective intelligence. The extensibility and adaptability of Obsidian make it a powerful tool for individuals and communities alike.

On the other side of the productivity spectrum, Calendly has revolutionized the way we schedule meetings and events. The founder, Tope Awotona, identified a common frustration many people face - the hassle of scheduling meetings through endless email exchanges. This personal need acted as the catalyst for the creation of Calendly. Awotona aimed to develop a solution that simplifies the scheduling process without requiring immediate commitment or catering to specific industries.

Calendly's freemium model allowed it to gain traction quickly, and today, it boasts an impressive user base of 10 million monthly users. The company's subscription revenues have reached $70 million annually, and they have ambitious plans to reach $1 billion in aggregated revenues in the near future. The success of Calendly lies in its ability to address a universal pain point and provide a user-friendly solution.

Looking ahead, Calendly has plans to expand its offerings beyond scheduling. Awotona envisions creating tools for following up on meetings and facilitating the planning of recurring individual or group events. By constantly evolving and adapting to user needs, Calendly aims to stay at the forefront of the scheduling industry.

It is noteworthy that both Obsidian and Calendly have been founded by individuals from underrepresented backgrounds. As a black tech founder, Awotona acknowledges the impact his story has on inspiring young black entrepreneurs. While race or color may not directly influence the approach or development of their products, it highlights the importance of diversity and representation in the tech industry.

To conclude, note-making and scheduling are two essential aspects of our professional and personal lives. Obsidian and Calendly have recognized the pain points associated with these tasks and have developed innovative solutions. The extensibility and customization of Obsidian empower users to create their ideal note-taking experience, while Calendly simplifies the scheduling process and eliminates the need for endless back-and-forth emails. To maximize your productivity, here are three actionable pieces of advice:

  1. Embrace customization: Whether it's your note-taking app or scheduling tool, seek solutions that allow you to tailor the experience to your needs. Look for extensible platforms that offer plugins or integrations to enhance functionality.

  2. Foster community engagement: Building a community around your product can provide invaluable feedback and support. Consider utilizing platforms like Discord or forums to facilitate discussions and gather insights from your users.

  3. Identify universal pain points: Solving a common frustration can be the foundation for a successful startup. Look for opportunities to streamline processes and simplify tasks that many people find cumbersome.

By leveraging the power of technology and addressing real-world challenges, companies like Obsidian and Calendly have transformed the way we work and organize our lives. As we continue to seek efficiency and productivity in our daily routines, these innovative solutions pave the way for a more streamlined and enjoyable experience.

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