Responsible, by ClearOPS

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I started writing this newsletter for fun. Recently, it has become a bit more of a chore than it is fun. I struggle to come up with consistent themes and I am not sure if what I am saying comes across as cheeky as it sounds in my head. Being ironic or funny is why I enjoy it. But then this week happened and I was inspired.

Today’s newsletter will challenge your ethics and your morality.

You have been warned.

What I have for you this week:

• Snippets About What is Going On in Responsible AI

• Caroline’s weekly thoughts

• Chef Maggie Recommends

• Useful Links to Stuff

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I know you expect me to write about Tea and its data breach because of my interest in cybersecurity. If you do not know what happened, let me tell you about Tea. It is an app that leans on the phrase “to spill the tea.” The founder supposedly came up with the idea when his mom was having trouble on a dating app because she found out someone she met online had a criminal history. Or something like that. So, in order to solve this problem, he founded an app where women could anonymously spill the tea on their dates as a way to protect other women. What could go wrong?

Indeed. I think Cecilia Ziniti sums it up well on her LinkedIn post about Tea’s “apology” to their data breach exposing photos and other personal information of its users and how even AI could have done a better job responding.

A few months ago, I was introduced to the concept of vibe coding, which has now expanded into vibe marketing and even vibe lawyering. Apparently, all this vibing means that we can use our natural language to tell a computer what to do, and it will do it. Vibe coding is gaining popularity, and criticism. This past week, I found one particular story fascinating: that SaaStr founder, Jason Lemkin, was vibe coding on Replit only to discover that his AI agent went rogue. It deleted his database which was specifically against explicit instructions.

Shocker right?

But it seems that I have been vibe lawyering for some time. With vibe lawyering, you input a prompt that tells the AI to do something, like draft a contract, based on your stream of consciousness, rather than a template. Personally, I like the creativity and the ability to actually think in a draft rather than stick “with the market.” So I am a fan of vibe lawyering. But I do think the reason this is fun for me is because I have seen, through my 25 years of experience, so much. My experience allows me to “play” with standard legal language and templates, knowing what I can and what the AI should not do, like that I cannot lose the protections that have been built into documents due to case law, regulation or guidance.

Listening to one of my podcasts, a commentator made a really interesting point. He basically said that we should all be prompting AI to recognize its limits. For example, if I ask the AI chatbot to reference a source, I should ask it to tell me, “and what else do you know about this topic?” Because with AI chatbots, they like to fill in due to the mathematical probability of the data that it has been trained on. Counter to that is when the AI has very little data on a specific topic. Maybe we should be asking all our chatbots “what do you know about __” before we begin our engagements with them