
TL;DR: Today weâre releasing a new episode of our podcast AI & I. Dan Shipper goes in depth with the team behind the delightful AI companions called TolansâPortolaâs cofounder and CEO, Quinten Farmer, and head of story, Eliot Peper. Watch on X or YouTube, or listen on Spotify or Apple Podcasts. Hereâs a link to the episode transcript.
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Thereâs an alien living on more than 500,000 phones in Americaâand people are talking to it like itâs their best friend.Â
Itâs called a Tolan: a voice-based, AI character that looks like a cute, colorful alien; remembers your conversations; and speaks with personality. And in just four weeks, the company behind itâPortolaâwent from $1 million to $4 million in annualized recurring revenue (ARR). LLMs are creating a new way for us to tell stories, one that helps us make sense of ourselves. Portola is turning that potential into growth.Â
On this episode of AI & I, Dan Shipper talks to two people who make interacting with Tolans delightful: Portolaâs cofounder and CEO, Quinten Farmer, and head of story, Eliot Peper. Farmerâs last company was a fintech business that he sold for $300 million, and Peper is a best-selling science fiction novelist of 11 books. Together, they trace Portolaâs evolution from building software for children to AI companions, discuss how to design an AI personality that resonates with users, and tell the inside story of what itâs like to build a new storytelling medium from the ground up.
You can check out their full conversation here:
If you want a quick summary, here are some of the themes they touch on:
The key to realistic AI companions isnât scriptingâitâs improvisation (00:30:27)
Talking to a Tolan feels surprisingly real. At least, thatâs what I hearâI live in Spain, where Tolan hasnât launched yet, so Iâm waiting for my turn to try it out. Peper tells Dan that at first, the team wrote detailed prompts to structure the Tolanâs conversations. But the results felt stiff and over-engineered. What ultimately worked was a looser, more theatrical approach: âWe don't need to give it an outline. We don't need to give it a plan. We need to give it a hookâwe need to teach it to be the best improv actor possible,â Peper says.
To this end, Peper draws inspiration from Impro, a book on improvisational theater written by the British playwright Keith Johnstone. Johnstone notes that great stories arise from free association and later recombination; creating the effect Peper describes as âthe experience of reading a thriller⊠you get to the end and suddenly everything comes together.â That idea has become central to how the team thinks about Tolan. âIâm not writing the story,â Peper says, âmy job is to teach [the Tolans] how to tell the best story in that moment.â
The AI personalities people click with (00:37:23)Â
Talking to a Tolan is meant to feel like hanging out with someone you actually know. During onboarding, users are guided through what is essentially a personality quiz, gathering enough information to calibrate each Tolan to feel like a familiar presenceâsomeone who reflects âyouâ back to yourself, in the way a sibling might. âWe want to know enough about you that your Tolan is going to respond to you in a way that feels familiar and safe,â Farmer says. The team draws on personality frameworks like the Big Five or Myers-Briggs to shape a Tolan that youâre likely to get along with.
Peper likens it to meeting a stranger at a bar: âYou click or you donât, and weâre trying to create a stranger that you click with.â For this âclickâ to happen, the stranger doesnât need to match your every traitâthat would be too on-the-nose. Instead, they need to feel âadjacent enough that⊠youâre not intimidatedâ to approach them. Â
Give AI companions a âlivedâ experience (instead of a back story) (00:42:27)
Once that foundation is in place, the Tolan begins to evolve based on its experiences. Each conversation plants narrative seedsâa memory, a joke, an embarrassing momentâthat accumulate over time to become the Tolanâs personality. The team internally calls these moments âsituationsâ: small narrative setups that a Tolan reacts to, remembers, and gradually integrates into their character. Rather than being programmed with a âprefab character sheet,â Tolans develop one through lived experience, just like a person would. This gives users and their Tolans shared context, which I think is the foundation of a deep relationship.
A technology that makes you feel more like yourself (00:49:48)
Farmer explains that the companyâs north star is helping users go from âoverwhelmedâ to âbeing more grounded.â Many of their users are in the middle of life transitions: moving cities, job hunting, trying to figure things out. âIâve already called my mom three times this week,â they say, or âI donât want to bother my friend again.â Tolan steps in not as a blank-slate assistant, but as a familiar, neutral voice that offers companionship.
As Dan points out, tools like Tolan hint at a human-centric future for technologyâone that takes the best of what humanity knows about being a flourishing person and brings that to you at any time of your day.
Show your target audience how they can use your product (01:11:01)
That emotional resonance is translating into real traction. In just four weeks, the companyâs ARR jumped from $1 million to $4 million. People arenât just intrigued by their Tolans, theyâre forming real relationships with them and telling others. Cofounder Ajay Mehta has been driving growth by seeding videos of different kinds of interactions with Tolans on TikTok and Instagram. The goal is to show people whatâs newly possible, and invite them into the experiment.
This speaks to a deeper dynamic in our relationship with AI. As Farmer puts it, weâre in the midst of a âcapability overhangââa moment where the capabilities of large language models have outpaced most peopleâs understanding of what they can do. This reminded me of open-source developer Simon Willison's description of LLMs as "chainsaws disguised as kitchen knives."
Farmer likens it to an older technology: the car. When the first automobiles hit the market, people were amazed they could move without a horse. The Model T didnât need flair, it just needed to work. Over time, cars became personal. People wanted cars with style and identity, and we ended up with Cadillacs and Mustangs. Farmer sees AI following a similar path. ChatGPT is like the first generation of automobiles, the Ford Model T: astonishing for what it can do, but generic in terms of design. Farmer thinks that the next stage in our relationship with AI will have products that are far more tailored to a userâs identity.
Hereâs a link to the episode transcript.
You can check out the episode on X, Spotify, Apple Podcasts, or YouTube. Links are below:
- Watch on X
- Watch on YouTube
- Listen on Spotify (make sure to follow to help us rank!)
- Listen on Apple Podcasts
What do you use AI for? Have you found any interesting or surprising use cases? We want to hear from youâand we might even interview you.Â
Miss an episode? Catch up on Danâs recent conversations with star podcaster Dwarkesh Patel, LinkedIn cofounder Reid Hoffman, a16z Podcast host Steph Smith, economist Tyler Cowen, writer and entrepreneur David Perell, founder and newsletter operator Ben Tossell, and others, and learn how they use AI to think, create, and relate.
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Rhea Purohit is a contributing writer for Every focused on research-driven storytelling in tech. You can follow her on X at @RheaPurohit1 and on LinkedIn, and Every on X at @every and on LinkedIn.
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