Nancylee --
You are a Style Statement trouper! I have a total avoidance thing about blank workbooks/journals. Did I miss what your 2-word phrase is? [Feel free to start another thread about it hint hint....]
Alaskagirl --
I completely agree with Angie that you have a lot of "homework" to do around work clothing, and also with Jonesy/others that you can absolutely find ways to bring your style into your professional life as a lawyer.
[I have seen a lot of what you are wearing to work, and let's face it: you ain't in Boston big law, Dorothy! You have a lot of flexibility.]
I'm going to say something, though:
THE SIZE OF YOUR CLOSET SCARES ME AND YOU KEEP ADDING MORE TO IT!!!!
Since you did make the mistake of asking how I got to where I am, I'm going to try to articulate something here. Please bear with me.
As an analytical but lazy/non-organizationally-inclined person, it is was -- and is -- VERY hard for me to deal with "The Closet."
However, even if one is a magical creature who knows exactly what one's style range is (no matter how narrow or deep) I think ya gotta know:
1. What's in there -- in terms of color palette, seasonal appropriateness, proportion, lifestyle need, "on-trendness" etc
2. How what's in there works with other closet pals, which means lots and lots of trying things you own on with the distinct goal of finding out how or if Item A can be part of a [Professional] outfit
3. Approximately where and how anything new will play with other closet pals
I know you have been "communicating" with your closet, ha, but I kind of have the feeling you do a little bit of #1- 3 and then back away, dig back in, then back away, etc.
Understandable, because I find the whole closet thing takes lots of time, stamina, and emotional energy.
However, in the midst of this off/on analysis you seem -- and I could be wrong -- to be bringing in batches of thrifted clothes as well as bigger-ticket "statement items."
So I don't really know HOW you can get a grip on what's in there, and what works perfectly with what in your eyes, and how what's in there can express what you want to express with that going on.
Can you stop, breathe, and put shopping thoughts on hold for a bit? Because if I may be so bold I don't think an All Saints suit is going to be the brass ring...yet, anyway!
Instead, can you try to create 2 to 3 weeks of seasonally-appropriate work outfits you love from what's in there right now?
And if you get close but think, "oh, this would be better with X vs Y" write it down for later and keep trying to create from what you have until you reach whatever: ONE great outfit, or 5, or 25.
To me it seems like the folks who have a large number of items in their closets do best when they have their core silhouettes and colors (many of which they seem to repeat with new purchases, IMHO) that they use to create "go-to" items/ensembles. Then the rest is just icing for experimentation, boundary-pushing, etc.
My .02, worth price charged!