This document discusses some of the challenges of using Sinatra for complex web projects compared to Rails, including:
1. Models require additional configuration like dependent options and counter caches compared to ActiveRecord in Rails.
2. The ORM Sequel requires more setup than ActiveRecord in Rails but offers more flexibility.
3. Migrations need to be run manually from the command line rather than using Rails generators.
4. Additional gems are needed to get Rails-like functionality for assets, forms, routing, and reloading.