Can you share some recommendations here?
A Guide to the Good Life by William Irvine
I also read The Obstacle is the Way by Ryan Holiday, which read too much like a self-help/business book to me. It might be to some people's tastes, but I found it lacked the substance of the two above. Ryan Holiday does have Daily Stoic email newsletter which is often interesting, though.
Edit: Also, the 2003 Hays translation of Meditations is a much more accessible version of the text. I wish it was still in print.
I also recently picked up The Daily Stoic book, which does help me get into a Stoic "mindset" (for lack of a better term) to start my day. Although with the way Meditations by Marcus Aurelius is written, you could almost just open up to a random page each morning, read a passage and reflect. But so far I've enjoyed this book.
This short essay by GILBERT MURRAY is the best introduction to Stoicism: http://ia600304.us.archive.org/13/items/thestoicphilosop00mu...
After that, you can dive into:
- EPICTETUS, Discourses, Fragments, Handbook (Oxford World's Classics. It features both Enchiridion and fragments)
- MARCUS AURELIUS, Meditations (Oxford World's Classics)
- Any collection of letters and essays written by SENECA
- PIERRE HADOT, The Inner Citadel (Harvard Press, Translated by Michael Chase)
Don't rush through the material, think deeply about every page you read. Don't forget to understand the life and history of each author. Context is extremely important. Don't let modern sensibilities fill the gaps. If you're looking for a solid introduction to traditional logic, I recommend you Socratic Logic, by Peter Kreeft. Lastly, the only way to truly understand Stoicism is to learn about Socrates and Plato as well.
[1] http://www.press.uchicago.edu/ucp/books/series/CWLAS.html