I have been wanting to give Jekyll a go for ages, and when I saw Seth’s post last night (although I’m not on Mavericks yet), I decided that a new install attempt of the static website generator would be on my morning’s todo list, having tried on many occasions to install the fu**er, unsuccessfully.
Right, so you have it all installed. So you think. As advised on the jekyll site, you’ve done your:
sudo gem update --system
Xcode and its command line tools are in there, but you still get an error while running:
sudo gem install jekyll
something like:
Building native extensions. This could take a while...
ERROR: Error installing jekyll:
ERROR: Failed to build gem native extension.
It appears that the installation order is vital, and therefore you should try to uninstall ruby, start from a clean situation, and reinstall it.
It did fix it for me, so have a try if you’re stuck and you’re a numpty like me when it comes down to gems, CLI, and the rest.
Start with:
rvm get head rvm reset
Then check what’s in there with:
rvm list
Note what ruby version is installed, in my case it was ruby-2.0.0-p247.
rvm remove ruby-2.0.0-p247 rvm cleanup rvm repair
Only then go with:
sudo gem update --system sudo gem install jekyll
Hope this helps.
Cheerio.

My name is Flo Preynat and I am the freelance webdesigner and developer behind shoogle designs. I live in France and specialize in responsive web design. Give me a shoogle or get in touch with me on twitter.
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Thanks! This did it!
Hi Jeff,
Glad to have helped.
flo
HERO
cannae beat it eh?
lol
This is the only solution that worked for me, thanks!
You are a legend mate