I've used SW for a while. It is very powerful & I consider myself decently proficient. I have not used 360 but watched some training videos. The impression was similar workflows. SW is a parametric modeller. I 'think' 360 is the same/similar. You draw 2D sketches, make them into 3D solids by a multitude of common tools (various flavors of extrusions, rotation). Then multiple ways to modify these solids again using combination of 2D constructs or 3D tools like cuts, holes, chamfers, feature mirroring, pattering. At this point you have something called a part, lets call it a piston for example. Assemblies are collection of 2 to a gazillion parts joined together by various defined mates. Examples of mates are edges, face to face, coincident axis like a shaft withi a hole, rotate about a line, point. So a completed engine would be example of a moderately complex assembly.
Some people say 360 is <pick a number> 70% of SW in terms of CAD modelling capability. That is infinitely debatable because it depends on what features you commonly use & how buggy the version is. But 360 has a CAM module, SW does not. I'm not sure about 360 drawings/dimensioning capability but think I've seen nice examples. SW drawings capability is excellent & powerful.
SW is probably 5K to buy at its lowest offering, plus annual maintenance fees. The only discount is being a FT student in registered program during the program and I think possibly military/veterans/?? you would have to check. 360 is free for hobbyists although I heard rumbling about price structure changes. maybe that was for commercial. I keep waiting for the shoe to drop (meaning price increase) but so far hasn't. You need to satisfy yourself what 'cloud' means in 360. I've heard everything from a convenient storage mechanism to essentially what equates to holding files ransom depending, but again, due diligence from experienced users & forums is much better than hearsay.