@Allan Foote
This is a tough question, and one that I personally go back and forth on a ton. I have a bachelors degree and a masters degree and have paid upwards for 40K back in loans and neither of those degrees are necessary for what I do now.
A few of my thoughts below...
Student Loans -
Students loans are very real and I didn't realize this when I was 18 and had no clue what I wanted to do with my life. I remember before going to college student loans were talked about like a thing that everyone has and its normal to graduate with up to 100k in debt and it doesn't matter as long as you follow your dreams. Luckily, I ended up at an affordable school and only had a little bit of debt (40K after both degrees). When you are graduating high school debt is talked about like its not a real thing, but is very much is. The degrees I graduated with led to high paying jobs but paying off debt still sucks.
College-
College was one of the most fun times of my life and also very formative. I still look back on college and think about how fun it was and also a lot of what I did in college has set the framework for my current life. In that way I think it is great.
Is it necessary?
If you know what you want to do and it doesn't require a specific degree, I would say its not needed. Most paths with real estate or anything entrepreneurial don't require degrees. But it can also be a really fun time and a great place to figure out your life a grow up.
Would I do it again?
Probably. But it would look different. If I were to start over knowing what I know now I would have worked more during college. At 18 you can become a licensed real estate agent, or probably work or be involved in whatever side of investing you want. Also, if I wasn't concerned about the social aspect of college I would likely start working and pursue a degree online. All that being said, I'm still kicking around the idea of getting an MBA, or going to seminary, or both. I think I value knowledge and the accessibility of knowledge a lot but I don't that it necessarily adds any value practically.
All that to be said...I'm in San Antonio and if you want to grab coffee or lunch or something and need someone to bounce ideas off of let me know.