I'm going to agree on doing a test ride with BOTH of you first. The difference between the 998 and 1330 shows up most when you are two-up, and the RTs were better built in general from 2014 forward.
See if you can rent something to try for a day here:
https://www.riders-share.com
There is no substitute for doing a real ride with both you, as compared to a test ride. You'll know what works for you.
Generally speaking, from 2010-2013 there were some improvements (and a step back) every year, 2014-2019 is largely identical, and 2020-present is also largely identical. I prefer the post 2020 ride, but the differences aren't large compared to a 2014. The difference between a pre-2014 and a 2014 forward is significant.
The Riker doesn't feel like the best match for you, especially two-up.
EDIT: MY Spyder comments are specific to the RT, not the F3. They are meaningfully different.