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...selling is part of the coin hobby.
May you have the best of luck trying to logically justify from an adult perspective that particular colorful sale by you or anyone, for that matter, from the mindset view of a little girl that age.
Young females often emotionally attach on to even the most unlikely of objects: even a severely mutilated dog-bitten Ragged Ann doll.
In situations such as these I personally would try to think like a six year old would. As an example, out of a lineup of ten mixed beautiful and ugly dolls first ask her to pick out which two dolls she likes the best and least.
Let's assume she chooses (Penelope the princess) as her favorite doll because she looks beautiful like this.

and this is how she would like to dress up as some day. ...
Be aware, however, that since beauty is in the eye of the beholder it is imperative that your little girl makes the choice herself since she could have easily chosen the ugliest doll, Betty the beast.

as being her favorite one; maybe she felt sorry for this one because of her sad looks, who knows.
Then out of, let's say, five coins that you show her she loves two of them that you know you're going to have to flip someday.
Since in this example she chose Penelope the princess I would tell her that her least favorite doll, Betty, will now be in charge of taking care of those two coins because that is her specialty.
So when you revisit with your granddaughter those same two coins again (with the guard doll ever-present) with the intent to flip them, selling them should be less of a traumatic experience. The emotionally draining feeling of separation should be diminished somewhat for her only because those two coins have now been associated with the doll that she never did like that much in the first place.
The only challenging component with this particular strategy in this example is coming up with an excuse of explaining to your granddaughter why you gave her two favorite coins to an ugly duckling like Betty. If you come up with a solution to that little disparity you are a better man than me. If you're lucky, she probably won't even question your logic.
Remember, thinking like a kid is the key to success here.
