I went through this exercise about a year ago. To the best of my recollection, all the equipment I'd need (including a flex-shaft) would end up costing approx US$250. Based upon the price at that time of my most commonly used sterling silver ring size (18swg 5/32), I figured it would take around 18 ozs of silver before I broke even. This was strictly based on the cost of pre-made rings versus the cost of wire and how long it would take to recoup the cost of the equipment. A more thorough analysis would assign a dollar value to the extra time I'd spend coiling and cutting and factor in some wastage for when I mangle a coil during the cutting process. I'd also stress that this was a year ago and the math may have changed a bit since then.
However, there are other things to consider than just the financial aspect - do you LIKE coiling and cutting your own rings (either because you actually like the process or you want the bragging rights that go with making your rings from scratch)? Do you use odd ring sizes that are hard to find? Do you like the convenience of being able to make your rings as and when you need them rather than having to wait for your supplier to ship them?
At the end of the day, if you're into making jewellery as a full-time business that's paying you a realistic, liveable wage, then making your own rings is pretty much a given due to the volumes you're going through. If this is strictly a hobby or a "pin-money" venture, then it really comes down to personal choice more than anything else.