1. I suggest you choose a Java-like language as secondary to avoid cognitive burden. That way, similarities (semicolons, brackets, OOP, etc.) are closer. PHP, C

1. I suggest you choose a Java-like language as secondary to avoid cognitive burden. That way, similarities (semicolons, brackets, OOP, etc.) are closer. PHP, C#, and Node are examples. 2. Learn them both. Vanilla JS is good in Node and good enough in the browser. But for things that are really hairy (AJAX, DOM manipulation), jQuery will be your friend. 3. Yes, it is possible. It's all about determination. 4. Just do it. Going through a learning course does nothing if you don't apply it.