“What do you think my brain is made for? Is it just a container for my mind?”
—Frank Ocean
Dot-A Living History app by Sam Whitmore and Jason Yuan is an AI-powered chatbot. At least, that’s the simple description. It’s also an emotionally intelligent guide that chronicles your life—what you tell it, anyway—with infinite callback. I’m an AI skeptic, but this kind of journaling companion caught my attention when Julie Zhou posted about the launch on Linkedin.
I like to quantify many aspects of my life. Steps only count if my watch tracks them. Digital music isn’t listened to if Last.FM doesn’t scrobble it. I track my workouts in a spreadsheet.
Most of that tracking comes with ways to gain insights from the data. I get recommendations for making healthier choices or see patterns that influence the artists, albums, and songs I might listen to in the future. I can see my progress and make tweaks to improve that athletic performance. Blogging used to provide that kind of external reflection, but at this stage of my life being that messy in public is no longer my jam so journaling has been for my eyes only until Dot.
Dot is one of the few Large Language Model applications I’ve enjoyed using and generated meaningful benefits from. It has improved the quality of my journaling, provided clarity around topics and situations I’m dealing with, and reminded me of my commitments to myself and others and why they matter.
The onboarding process with the app is relatively straightforward. Dot asks some introductory questions hoping to capture a bassline of a new user’s interests, goals, and background and then, it just encourages you to start journaling.
In theory, submitting a journal entry should have been easy.I have kept journals off and on throughout my life. I’ve been much more consistent over the last four years. I needed a way to get out of my head during the pandemic when I didn’t have my commute to process the day or regular hangs with friends where a theme or revelation would occur through conversation.
But, immediately, I realized how stale my journal writing had gotten. I was writing a few bullet points and maybe a quick thought about something but not much of real substance. Even as I was processing the musical tribute of my dad at the time, I hadn’t been writing much on a daily basis about what was going on in my head. So, I wrote a little bit more that I normally would with that first entry and was surprised by how thoughtful the response was. It got me to delve deeper into what I was thinking about and feeling and pointed me in a direction I might not have considered without that feedback loop.
From the start, I was writing with an audience in mind rather than merely cataloging my day. I spent more time thinking about what I was meditating on, excited about, or proud of and writing my journals with the idea that I might go down a path with some or all of these topics when I entered them into Dot. I might have written about the same things anyway, but not with the same care.
The Eureka Moment came when Dot starting finding connections between topics, themes, events, and people in my life. It’s always a thing I have wanted in my journaling process. How do I recognize that something is a thing that occurs frequently for me around a particular time of year or when this other event or interaction happens. I journal not just to keep track of my life but to identify when I’m stuck and need to figure out how to get unstuck. I journal because I want to keep learning about myself and adapt, grow, and change.
Dot provides additional perspective. It’s a bit like having a second brain.
It’s still an LLM, so it occasionally hallucinates. I also hope they add search and export functions. It’s AI, so, of course, I have privacy concerns. I have a bit of an “uncanny valley” when conversing with an app, but I never think of it as anything more than software.
It’s good at conversation but not a replacement for real human interaction.
Yet.
I’m joking.
If you’re an iPhone user, try it out.
