We did a Roth conversion in 2017. The taxes wound up being very, very painful when tax time came around! DH makes 6 figures, which didn't help. Most of what we received in inheritance that year wasn't taxed to us. Adding insult to injury, not only did we owe a big federal tax bill, but state, as well. And then the state turned around and requested a large pre-payment of our expected 2018 taxes. So, we "get" the value of a Roth conversion, but we're waiting to see if we have a low-income year. We thought this might be it--DH lost his job 12/31/18. But then he got severance, a bonus, unused vacation time, and a new job. And his annual RMDs (from his inherited IRAs). Pity us, we have too much money coming in (the horror!)
I think I mentioned this, probably a couple dozen pages back, but we had DD23 put money in a Roth, last year and this year. She inherited a small 5-figure amount from her grandmother that she partial used for this (the rest, we encouraged her to spend on travel, which both she and her late grandmother love). She also has a pension and a 403b--obviously, her numbers are small right now, but she's better situated than most 23yos. On the Roth, we used the argument with her that she can pull out the principle in 5 years. Obviously, I'd rather she not do that, but I think it's easier for a 20-something to see the shorter time horizon. And she's kind of thinking about maybe buying a house someday--retirement is decades away, she's not giving it much of a thought.
P.S. While we've considered the idea of funding/matching for a Roth, we're not doing it at this time. Our oldest has been given a really good head start already, and we have three other kids to consider--two of whom still have pricey college plans. The other thing that DH and I have discussed privately is, our older two got much more in monetary gifts from their grandmother--she was much less generous with the younger two. We are more likely to quietly balance that out, versus giving more to our oldest (the only one with income).