If you're like me, it won't get easier over time. :-/
My wife has an old Motorola StarTac flip phone. It has rather poor battery life, rather poor reception, the screen is monochrome, and I've already had to canibalize another one to fix it (the speaker died). I expect the flexible circuit board to fail eventually, like the donor's did.
But she loves it and gets upset when I mention to her that we should get her a newer phone. She does have a point that the newer ones are much thicker than her StarTac. Sometimes progress isn't. :-(
I hope it works out well for you and her. :-)
Cheers,
Scott.