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The book Mesilas Yesharim prescribes a ladder of stages to master.

Must one master each lower stage before moving on to the next one, or can he work on two or more simultaneously?

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Not that my opinion means anything to you but I don't think it is worth trying both at once. My father always says a Derash on the Gemara in Sukka "Tafasta Merube Lo Tafasta" don't take too much on at once. –  Hacham Gabriel Oct 20 '13 at 18:23
I'm pretty sure that he writes somewhere in the intro that you should do them in order, but I couldn't find it just now. This passage from the intro might be it, but I'll have to give it a better look later. –  Shokhet Jul 23 at 2:57

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I heard about a person, who achieved a lot in learning and implementing Mesilas Yesharim, that his method was to learn and work on one stage for one month and then go further and start again after finishing.

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