Yes, LibreOffice will sometimes mess the formatting on decades old docs. I still blame Office as it was the 'standard,' yet no one could use/see its code to write new apps to approximate Office close enough to avoid any problems. As LO has matured, it has gotten better at Office docs, but not completely.
Secondly, I've been able to open decades old Office docs with LO while Office 365 refuses. (e.g., with Word 6.0 docs I have.)
For old print material, I capture them with my phone's camera, and either open the text image in Gimagereader or use Google Keep to convert the text to digital. For the most part, you will lose formatting, but you have the new editable text.
Oh, distro-hopped from 2006-2008, and have used Mint since then!