Whether or not I would use the 10-inch round DD coil would depend on the mineralization of the sites I was hunting. My unscientific "rule of thumb" is the number 28. If I can GB my concentric coil with a GB number of 28 or higher, I use the concentric. If, however, the mineralization requires me to GB with a number less than 28, I get more performance out of the DD. Simply a matter of coil design characteristics.
As to having to learn one coil or another....... there is very little difference in the way you use them. I do try to overlap my swaths with the concentrics more than with the DD coils. Again, it is a matter of design characteristics. One exception is in pinpointing with the two types of coils. Since the "hot spot" on a concentric coil is in the center, I can X over a target and get a good idea as to where it is buried. On the DD coils, the "hot spot" runs the entire length of the coil, front to back, right down the middle. So, when I am "Xing" the coil over a target, I slowly pull the coil closer to me. When the sound drops off, the target is directly under the front "tip" of the DD coil.
The price you mentioned for the bag and elliptical sounds fair. Of course it would depend on the condition of each. Whether or not you will find it your best option would depend on what you hunt for. The elliptical coil is a great coil for beach hunts (if you water proof it first) and some use it for prospecting. My brother uses his for coin shooting open fields as it has a solid bottom (don't snag) and covers a lot of ground. Personally, I don't think it has the depth of detection of the 10-inch round DD. And in my moderate mineralized soil, it don't have the depth of the 9-inch concentrics. If you give us an idea as to what you are looking for, and the type of places you are hunting (including mineralization), we'd be better able to answer your questions. HH Randy