Tell me about your orchards

The number one thing social media says people regret about their homestead is not planting fruit trees sooner. Do you all think that's true?

Please tell me about the trees you planted and trees you wish you had planted if you had known better!

I would love a fruit AND nut tree orchard. I've gardened a lot but just for enjoyment before. I have just under 50 acres but some of it is in the 100-year floodplain. Zone 7B.