Aligning Open Source and Enterprise Sales requires a thoughtful approach that balances collaboration with users while also providing value to paying customers through managed services. It's essential to avoid common pitfalls such as cannibalizing enterprise sales, pushing away open source users, or relying on proprietary 3rd party services. Instead, focus on building a healthy relationship with your community, setting clear boundaries, and creating an easy-to-use self-hosting experience that leverages documentation and expertise. A managed service must be big enough to sustain the business, and it's crucial to prioritize solving problems for customers rather than relying solely on software itself. By adopting an open source approach, leveraging network effects, and investing in people, companies can build a successful business model that benefits both users and paying customers.