How do I kickstart a medium-sized Python project without getting stuck?

Complete designs can be daunting, especially if you're not absolutely clear on your problem and solution. Instead of analyzing every detail, sketch quick ideas on paper and then move to coding. Focus on building a small, testable feature that's doable in a day. This will help you gain confidence and clarity as you progress, turning a vague concept into a functioning piece of your project.

I usually find that hands-on work motivates me to progress. In your case with the Events API, I’d suggest starting by simply pulling the data in a command line interface (CLI) to get familiar with it. Once you understand the data better, you can choose a framework based on quick evaluations of their features. Remember, it’s often easier to refactor later than to get stuck trying to make perfect decisions upfront.

I like to begin by designing my models and database schema first. Making sure they function well and create tests for them as I go is key. Once I’m confident with the models, I set up API endpoints for things like user registration and authentication, again testing as I build. Designing the frontend comes after I have everything working behind the scenes.

Try using an 'onion' design approach—start from the outside and work your way in. This method pairs well with Test-Driven Development (TDD) or Behavior-Driven Development (BDD). This can help organize your thoughts as you develop.