I’ve mentioned this one before but I would really like to see a startup make an attempt at prison reform. It’s not completely a technology problem but I do think there are ways in which a combination of technology and smarter segmentation of types of prisoners can work more toward rehabilitation and careers post-incarceration, while also supporting families and relationships.
You can't make prisoner's lives better / post prison lives better IF the voters and politicians don't wish to / pay you to do so...