Ultra rich a hundred years ago, no contest. The main losses would be in terms of technology, and much of those would be more than compensated for by the proper application of wealth.
Entertainment: A person in “the lowest form of poverty” today (homeless people begging for enough to be able to eat) doesn’t have access to things like going to the movies, tv’s and stereos–modern entertainment conveniences–anyway. A rich person 100 years ago in any large city would have had easy access to the theater, symphony, books, etc. Rich long ago wins out easily.
Transportation: Rich 100 years ago has access to luxury cars on trains and ocean liners, which much outweighs walking or hitchhiking, perhaps on occasion being able to afford a bus ride.
Medical treatment: This would seem to be the biggest modern advantage, but the poorest of the poor really have no access to health care other than the emergency room in an emergency. Having access to a healthy diet, luxury housing, and some, if limited, health care wins out.
Power: The ultra rich have more power than the ultra poor. Having power leads to many more opportunities to live a fulfilling life than not having it.
There really isn’t any contest here. There are modern conveniences I’d miss if I were transported to 100 years ago, but I’d miss them today if I were suddenly homeless and begging for change to eat.
However, had I been born 100 years ago, as the OP suggests, I wouldn’t miss any modern conveniences, never having experienced them in the first place, while being poor nowadays comes with the lack of conveniences and luxuries, but with the knowledge that they are readily available to others.
Rich 100 years ago, no contest at all.