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Pros
Pro Clean syntax
Ruby has a very clean syntax that makes code easier to both read and write than more traditional Object Oriented languages, such as Java. For beginning programmers, this means the focus is on the meaning of the program, where it should be, rather than trying to figure out the meaning of obscure characters.
presidents = ["Ford", "Carter", "Reagan", "Bush1", "Clinton", "Bush2"]
for ss in 0...presidents.length
print ss, ": ", presidents[presidents.length - ss - 1], "\n";
end
Pro Well-supported by learning materials
A very wide range of learning materials, including mountains of very well-written books about everything from the Ruby programming language itself to important concepts of computer science, with approaches from the most theoretical and academic to the most practical, hit-the-ground-running instructional information, is available to Rubyists both new and seasoned.
Pro A large ecosystem of tools & libraries
Ruby has a large ecosystem of tools and libraries for just about every use. Such as ORMs (Active Record, DatabMapper), Web Application Frameworks(Rails, Sinatra, Volt), Virtualization Orchestration(docker-api, drelict), CLI tools(Thor, Commando), GUI Frameworks(Shoes, FXRuby) and the list goes on. If you can think of it, there is probably a gem for that ( and if not you can create your own and share with the community).
Pro Widely used
Ruby is one of the most popular languages for developing web sites. As a result, there's an abundant amount of documentation, sample code, and libraries available for learning the language and getting your project up and running. The most popular features are just 'gem install' away. Additionally, it is easier to find Ruby jobs because of this.
Cons
Con Its ecosystem is limited outside of web development
If you're looking to host, generate, manipulate or secure a website, Ruby is your language. There's also some great support here for infrastructure as code work via Chef. However, it just doesn't have the depth and breadth that Python does. Things like native UI development, high performance math, and embedded / small footprint environments are barely supported at all in Ruby-space.
Con Viewed as a web development language
Despite its flexibility and performance, Ruby is often seen as being unsuitable for other tasks by those who are not familiar with it. As such, a lot of discussion about it centers around Rails, which is not at all relevant if you're using Ruby for something else, such as game development.
Con Does not teach you about data types
Since Ruby is a dynamically typed language, you don't have to learn about data types if you start using Ruby as your first language. Data types being one of the most important concepts in programming. This also will cause trouble in the long run when you will have to (inevitably) learn and work with a statically typed language because you will be forced to learn the type system from scratch.