Last year I ran an AMA while sitting in a field waiting to graduate from my undergrad program. I had planned to do the same thing again as I graduated from my master's program but was foiled by the 502 Bad Gateway last week, and then forgot to do it after as I was busy with moving and celebrations.

So, 1 year older (and wiser? -ish?), with deeper eye bags and less sleep, AMA

My daughter (11) is doing a week long Python class, which is not using LLMs.

It got me thinking about how I learned to program in the pre-internet days (laboriously, from books), and then what a marvel it was when you could just search for information, especially for troubleshooting. But for her, the first answer in the Google search is going to be the AI summary, and most of her search tools are going to be AI tools.

I wonder if it would be possible to make an LLM that has a didactic/socratic mode. So if you said, "help me write a program to do madlibs" maybe it would give you a skeleton of a function, then prompt you to come to with a plan, then critique that plan. Or if you said, "I'm getting this error", it wouldn't just fix it, it would explain what the error means and nudge you towards the answer.

Thinking in a larger sense, it could have a rubric of important concepts, even tiers of understanding. It could be using the interactions to track the user's understanding, which could let it then tune how it answers future questions, or even be used to customize assignments.

I recognize that this is potentially replacing a teacher with a machine, which wouldn't be my goal. Good teachers are more holistic in their teaching than a machine is ever likely to be. But for people who don't have access to good teachers, or need more directed support than is available from a teacher, or just want to self study, it seems like it could be a valuable addition.

Until they solve the obsequiousness problem, it would be vulnerable to prompt hacking, so really more of a tool for someone who recognizes the value of learning over just being given the answer.

What do folks think about using such a tool? What would you want it to do, or not do?

Aside: I forgot until I reached the end of this post, but this is also (somewhat) the plot of The Diamond Age, or A Young Lady's Illustrates Primer by Neal Stephenson.

(This post turned out longer than I planned. TLDR: I’m thinking about going to university at forty and I’m wondering if anyone has any experience with this and would like to share those?)

For those of you who would like to know more background:

I grew up in a dangerous household which is why I moved out from my mom’s house at seventeen and immediately started working. I worked as a freelancer and started some small businesses, mostly in advertising and technology.

About ten years ago (at 30yo) I felt both advertising and technology were not the places I wanted to work in. These were just the places that were accessible for me at the time in order to make a living and survive. But when the survival mode subsided, I found they didn’t fulfil me personally.

I had a daughter on the way and wanted to find a way to make more of a positive impact on the world. Because I had no idea how, I started interviewing people who I looked up to. People who are very aware of the issues that the world faces but are not paralysed by it. People who try to fix the biggest issues of our time.

Very unexpectedly, those interviews became a big hit. The response was so overwhelming, that it has now been my full time job for ten years. I’ve interviewed 150 beautiful people, published two books in the process and I’m working on the third.

In the past 6 months the financial stress of running this whole thing has lowered dramatically and we have found people who are helping us with the whole practical side of running this thing/interview series/podcast/art project/… (I don’t know what to call it). Which made me think about what’s next.

When I was seventeen, all my friends were at university. I loved having them over and talk about what they learned. At the time, I hoped my business would become so successful I would be able to afford private tutoring in everything that peaks my curiosity. That didn’t happen :).

The interviewing I do sometimes feel like private tutoring. I have learned an immense amount from these people. Albeit not really in a structured manner.

On of my favorite YouTubers had similar issues growing up as me, and recently posted a video where he announced he was going to college. It made me think about my own life. Maybe I don’t have to stay ‘a dropout’/“selfmade” (I disagree with that term but many people call me by it anyway).

My life is safe enough now to go to university. I can afford it, and I believe getting a formal education would very much challenge me, enrich my work and my writing and could maybe even be fun?

This is a long winded way of asking if anyone here has any experience in going to university at a later age. As I stated in the title, I am almost forty, and as much as this idea excites me, it also scares me and some relevant stories would maybe help in knowing what to expect.

Thanks for reading this far and sharing whatever wisdom you’re willing to share.

Hi friends,

Given the current state of AI and other technologies, do you consider higher education to still be worth pursuing? For those of you with children, will you be advising them to go to college?

I’m asking because I am enrolled in a masters program for statistics and have ~2 years left. I’m concerned that by the time I’m finished, the degree won’t be worth the paper it’s printed on. Like many of you, I work in software. Some days I think I should be learning an entirely different skill set in a non tech related field to diversify my value instead of doubling down on a potentially dying field.

I am not really interested in “you should pursue education for the sake of education”. While this is probably true, at the end of the day I need a way to make money to survive and education is the historical way of increasing one’s value in the job market. Furthermore, I can educate myself for far cheaper if education from a university is no longer considered valuable.

Anyone else in the same boat? Am I being dramatic? Would love to hear your thoughts.