New year, same me

I promised myself back in October that I'd spend some time over the Christmas holidays sorting out this site. It's January 2nd, and I actually did do some sorting out. I'm shocked too. My domain name points here now, instead of my creaky old self-hosted WordPress site that I've barely maintained.

I've been hemming and hawing about trying to import all my old blog entries from the last 25 years. I talked to multiple AI tools about how to convert the content into other filetypes so I could automate the process. I understand just enough about the different recommendations I was given that I don't trust myself to complete the whole process smoothly. I did get all my WordPress entries converted into individual Markdown files. It was figuring out how to convert those Markdown files into individual emails and ideally backdate them to match their original publish date. I still haven't landed on a solution I felt capable of implementing on my own. 

I started adding old entries manually, but it was tedious and not something I want to do for hundreds of entries. Are all of my old entries even worth importing? I made a lot of posts private after my daughter learned to Google and kept asking me questions about stuff I'd posted over the years. There was nothing scandalous - quite the opposite in fact. She was mostly asking about stuff I wrote in the early days of motherhood. I had no problem answering her questions, but I hid them mostly to stop the question-asking since she was searching this stuff with her friends when they were at school. So hiding the entries was one less distraction.

Now I'm undecided. Part of me wants to conquer the problem and figure out how to automate the import process, just to say I did it. Part of me wants all of that writing in one place. Part of me wants to start fresh. 

What would you do?