I have to say I leaned the most from other people I found in local groups but I started as a kid when I was just picking up any books I could find, nowadays you can get lots of books on the internet.
There are lots of different styles of astrology and different astrologers and different ways to cast a chart. If you have a local N.C.G.R. group in your area see http://www.geocosmic.org/ then I would highly reccommend getting involved, also note the conferences which are awesome.
In general I think that making charts themselves is really easy to do with astro.com yet learning how to do it by hand is top notch and drawing out the chart yourself even better. First learn the symbols.
The meaning of the signs all of them and the houses whch are 12 as well. Tradition astrology will give you somewhat different ways to look at houses (some people I know don't even use houses and do just fine it all depends on your way of choice (as Noel Tyl says your lens of looking at things) . Even some people will look at the chart heliocentrically where its as it you are on the SUN! actually this can also give loads of info.
Then learn the aspects first the main ptolemaic aspects such as the conjunction , the Square , the opposition, and trine and sextile (if you want to go into more like septiles and dociles even thats up to you but honestly I don't use them and neither do many astrologers)
I think it can be difficult to know where to draw lines as you can end up literally just looking at one chart the rest of your life even. Theres always more....I have learned that different astrologers all have their own personalities as well and each can read a chart in their way and there is no "better " way necessarility. The most common way (house wise) is probably Placidius because many programs can default to that way to calculate.
I will try to find some posts about favorite books and one i did on the symbols awhile back and link them here too
ok this lady is a virgo and she is neater than me so I will give you a link to this neat little post about the symbols (mine I did by hand and on the mouse so it really wasn't as cool!)
What you can do which makes it really interesting is to get a copy of your chart or of a loved ones then get yourself some books and look all the placements up. Ato Z llewellyn is really good as well as the authors March and Mc Evers (technical)... Steven Forrest (relaxed evolutionary) .
Everyone has their own style of writing.
Everyone has their own style of learning as well so I can only tell you my perspective its really best to find your own likings. please share what you like too and what you find
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