It depends on how their owners protect them. Switching IPs via proxies and changing user agents are well-known and relatively simple methods—essentially pretending to be different clients. However, nowadays, services like Cloudflare often render these techniques obsolete, forcing you to mimic human behavior instead. I don’t have expertise in that area.
Just finished writing a more fare benchmark a few days ago. It's utilizing all cores, have DB pools of the same capacity for all tested languages, uses asyncpg in the async Python version, etc.
The difference is Freelancy has native versions for OS X, Windows and Linux. Many people still prefer desktop apps to web services, because they give them the feeling ‘it's my own’ and works in any internet conditions, also it could be more convenient to work with a desktop app rather than with a tab in a browser.
That would definitely be very nice. Again, I can't emphasize how much I like the minimalist approach to your page. A quick little screencast video would be a clear call to action. Best of luck, looks like a well thought out product!
No, it's not automatic. You just start a task, work on it and stop it when you're done. How an automatic solution that you use actually works? Does it track usage time for all apps?