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I’m a second year and still struggle with this. Sometimes I wonder if I take too much initiative and other times I feel silly asking “ok so should I send the doc now”. For me at least, it sort of has morphed (most of the time) from being questions to being “let me know if you have comments, otherwise I’ll do (x)”. Eventually it’ll probably morph to just doing (x) and then sending the senior an update later.
Pro
I think everyone deals with this when they're starting out (except for the associates who take zero initiative).
If you're a first year, I suggest always running your proposal by your supervising attorney. But try to do so in a way where it's a simple review and a yes, go ahead for the supervisor.
This is good advice. Also including a draft email (if applicable) with your proposal so that they can make corrections and let you fire it off.
Depends on practice but I like to send everything through the partner unless they specifically say no need. This of course drives me nuts but it is better than “wtf did you do that for?”
New associate = get your experience, meet billable targets, step on all the toes you must professionally, this is part of learning. Learn from mistakes and avoid stepping on same toes. You’ll have to buy drinks?
I think a lot of this is dependent on who you’re working with. Until you learn different people’s styles, it’s probably best to ask. Some people fly pretty fast and loose and others want to check your work every step of the way.
For emails to clients where I’m responding with real advice or legal analysis, I tend to draft a proposed response and send it to the partner/senior to review and comment on before sending it. If I’m just asked to send a copy of a document that we’ve already sent to them and it has no changes, I’ll shoot it off without question. It’s a combination of learning the styles of the people you work with and having the experience to know what you don’t know.