Kurt, I have a similar story. My wife had a Giant cross type bike that she said she liked a lot, but she never rode it much back in the days when I rode a Cannondale touring bike most of the time. Fine on the flats, but we have a lot of hills around here. I got her up around Lake Placid a few times and onto a couple of bike paths, but she really didn't warm to it. Once I got interested in ebikes, she tried a Pedego City Commuter and liked it enough that we bought it for her. I figured yippee, I had a riding partner for at least some of the time when I wasn't out gathering up bigger miles.
Never happened. I now know that we bought her too much bike as far as weight and inertia from the bigger tires is concerned. She dumped it twice (Slow speed and stopping) over a couple of months and it has sat in the basement ever since, two years old now with 195 miles on it, I believe. She is just intimidated by the weight and mass of it and nothing is going to change that. Even when she was out basically enjoying the ride she is always super hesitant about the thing and talks fondly about her old Giant, due mainly to the lesser mass.
In the spring I have every intention of buying her a Faraday Courtland low step, which I think is going to be the answer. We saw a gorgeous one in the local bike shop and it caught her attention immediately. Much lighter (about 40 pounds), visually very appealing, and just so much easier to handle. Is it the most sophisticated ebike in the world? No, but it is a hell of a nice package and I am guessing that with the lighter weight and the ebike attributes, it will make her happy. She is never going to be a five day a week rider, but if we can get out on the paths or the Saratoga Battlefield Road seven or eight times a summer, it will be worth every cent, since I do enjoy riding with her.
And someone is going to end up with a super low mileage City Commuter!