How this former NYT columnist uses ChatGPT to brainstorm ideas, do research, and find the perfect metaphor | Farhad Manjoo - podcast episode cover

How this former NYT columnist uses ChatGPT to brainstorm ideas, do research, and find the perfect metaphor | Farhad Manjoo

Apr 28, 202526 min
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Summary

Farhad Manjoo discusses how he uses AI tools like ChatGPT to enhance his writing process. He details using AI for brainstorming, research, and finding the perfect metaphor, emphasizing how these tools improve efficiency and quality without replacing his unique voice. Practical tips are shared on integrating AI into a writing workflow, making it an invaluable assistant for modern writers.

Episode description

Farhad Manjoo, a former New York Times and Wall Street Journal columnist, reveals his AI-enhanced writing workflow, from research to finding the perfect metaphor, and how these tools have transformed his creative process without replacing his unique voice.


What you’ll learn:

• How AI evolved from a simple tool to an essential writing companion

• Using ChatGPT as a research assistant with web search capabilities

• The “super-thesaurus” technique for finding the perfect words and idioms

• How AI helps brainstorm ideas and refine arguments

• The benefits of having an “always-on” writing partner in a remote work world

• Using AI as a first reader to evaluate drafts in progress

• Why AI enhances rather than replaces a writer’s unique voice

• Practical tips for getting unstuck when AI doesn’t deliver

• How AI speeds up the writing process while improving quality

• The future improvements that would make AI even more valuable for writers

Brought to you by:

Enterpret—Customer SuperIntelligence Platform for Product and CX teams

Vanta—Automate compliance and simplify security with Vanta

Where to find Farhad Manjoo:

• LinkedIn: https://www.linkedin.com/in/farhad-manjoo-161229/

• X: https://x.com/fmanjoo

Where to find Claire Vo:

• ChatPRD: https://www.chatprd.ai/

• Website: https://clairevo.com/

• LinkedIn: https://www.linkedin.com/in/clairevo/

• X: https://x.com/clairevo

In this episode, we cover:

(00:00) Intro

(02:40) Farhad’s journey from skepticism to adoption of AI tools

(04:20) Brainstorming with ChatGPT

(06:54) Assessing the quality of AI-sourced information

(08:34) How ChatGPT helps identify new angles and perspectives

(10:52) Using ChatGPT to find alternatives to clichéd expressions

(16:44) The “super-thesaurus” technique for finding perfect words and idioms

(20:12) Using AI as a first reader for draft evaluation

(22:15) Lightning round

Tools referenced:

• ChatGPT: https://openai.com/chatgpt/overview/

• Cursor: https://www.cursor.com

Other references:

New York Times: https://www.nytimes.com/

The Wall Street Journal: https://www.wsj.com/

Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

Transcript

How do you walk through the process of brainstorming an idea instead of using Google? Right off the bat, it tells me, you know, about the main people in the administration who are talking about this. It gives me... to articles that I can read. This is the stuff that when I was writing a column every week, it would take me probably half a day or so to just

find all the stuff and kind of figure out what I was going to write about. I'm presuming in the past you would have done this with colleagues in a newsroom and you could have these conversations live. You know you're not talking to a colleague. You know you're not talking to a... human but in many ways it sort of has that same function because the interface is similar. Probably it's not as smart as that person but it's

maybe 80% and it's great and instant and available all the time. I think there's a lot of fear that chat GPT or AI generator writing is slop and it's all generic. I love seeing this idea of you making the writing more and more impactful. Quickly, I just discovered that it was so useful that now when I write, I have two windows open on my screen. One is ChatGPT, and one is the document I'm working on.

Hey everyone, welcome to How I AI. I'm Claire, product leader and AI obsessive on a mission to help you build better with this new technology. Today we're talking about how AI is transforming the writing experience with none other than Farhad Manjou, former columnist for the New York Times and one of the most interesting voices in tech writing.

Farhad's going to give us practical tips and tricks on how to make our own writing better using AI, and you're definitely not going to want to miss his special word-finding technique to discover that perfect idiom or metaphor. Let's get to it. in class products. Interpret unifies all customer conversations in real From gong recordings to Zendesk tickets to Twitter threads, it makes it available for your team for analysis.

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Hi Farhad, it's amazing to have you here. I'm super excited to see some of the workflows you use in your writing, but before we get in it, I have to ask... As someone who writes for a living, what makes you curious about these tools versus skeptical? I was a columnist at the New York Times for a while, and I was a columnist when ChatGPC came out in 2023, I think it was.

And, you know, I just looked at it because everyone was looking at it. And then the first versions were not good enough to kind of help with writing. It was very poor writing. But it quickly got better. There was a lot of, just from creative people generally, there's this sense that like AI is a replacement. But I've always been sort of like a early, earliest adopter of things. And I really noticed even when it was in it.

uh you know infancy and like not great it could be helpful for like circumstances that in the past would take me a long time to do in google like for like the most basic is just like finding another word like this is better the best thesaurus i've ever used because you can like talk to it about you know what things that have meaning.

It soon sort of started to become a little bit of a companion. No, it was sort of like, first I would just consult with it, I don't know, maybe once or twice when I was writing an article. But quickly I just discovered that it was so useful that now when I write I have like two windows open on my screen. One is ChatGPT and one is the document I'm working on. So let's just get into the writing and I'd love to go through sort of your step-by-step flow about how you use this.

companion through the whole process so let's start with brainstorming how do you walk through the process of brainstorming an idea instead of using google using some of these ai It's become sort of crucial in the brainstorming stage, especially after they added web search to it. So it now knows what's on the web. So a very sort of easy thing that I start with is...

Say I was writing an article about Trump's tariffs, and I wanted to know... just sort of generally let's say i was arguing that the tariffs were great uh and so i wanted to know like What's the general consensus in the news about like about the tariffs and like, is there anyone saying they're great because everything I've read is that they're going to cause lots of trouble. So that's like kind of a difficult question.

that in the past I would have just Googled, like spent a lot of time Googling, getting together, you know, articles and kind of.

synthesizing after reading a bunch of things and now i mean maybe we could just ask it right now i just made that example but can you could you share your screen okay so i've been using the latest version which is 4.5 which is just really great at writing like it's sort of like the biggest writing improvement i've seen but it is slow like the um the earlier ones were just sort of much faster so i'm gonna just switch to four um if we have any

If it doesn't work very well, then we could just go to the old one. Switch back. Ah, the new one. But so then, like, if you turn on web search down here, and you ask it something like, tell me about... all the commentary on Trump's tariffs and especially any that say the tariffs are good.

Okay, so right off the bat, it tells me about the main people in the administration who are talking about this. It gives me links to articles that I can read. This is the stuff that when I was writing a column every week... It would take me, you know, probably half a day or so to just find all the stuff and kind of figure out what I was going to write about. But then now, here, I could just kind of interrogate it and ask it for like... Is there anyone in the automotive industry

who has commented on the tariffs. And I have a question while this is returning the results, which is, do you find the sources are of equal quality of what you would find if you were doing a Google search? Good, bad, how are you assessing the quality of this? since they added web search they put a little link next to all the things that they have next to the source of whatever statement they're making so for example like I just asked it

Is there anyone in the automotive industry who has commented? So it showed me a Business Insider article, a Detroit Free Press article, Reuters. I generally... If you ask it about news stuff, it generally will show you sources that are, you know, kind of well-known news sources. But it also just shows you everything. At the bottom here, you can kind of click, and it shows you all the things it consulted. And if there's something that seems off, you can just check the sources.

You know, initially, when it wasn't sort of giving you links or telling you how I got this information. It was kind of really dodgy to use it for that kind of thing for brainstorming because you didn't know and it was also like there was this real problem with like hallucinating where it would just make up stuff and then you wouldn't know where it found that but now you can really like ask it for sources and and then click and find those and it it makes it much

faster and not only faster like you can get kind of deeper into the subjects because you're asking you're asking kind of real questions and you're not spending your time kind of just like reading the articles and trying to figure out what Yeah, that was my question, which is it seems like a really effective research tool, but it also seems like it could take you on a path where you could actually identify new interesting things to explore or write about. So are you getting that?

effect by doing this sort of open-ended research? The better that it's gotten, the more deeply it becomes kind of integrated in my workflow. So before ChatGPT... The hardest part about writing an article was kind of figuring out where to start. And now I can just ask it sort of like, what is the most kind of compelling argument or sort of the main points or things that I should kind of highlight.

I mean, I would have ideas of what to do that. But then I can ask it, and I can suggest some things that I may not have thought of, and then we could talk about those things. And, you know, it's not as good as or as like... it's not as good a writer as like an an editor a professional editor that i would work for but it like as good as like a research assistant who understands

who understands the material. And so you can get deeper into it and it can suggest new ways or new things you might not have thought of.

and um the other thing is it's like doesn't have it doesn't have like you don't have to worry about hurting its feelings you could say that's dumb like that's a dumb idea or whatever and like you could just have like this very um kind of free and honest conversation it doesn't care about like you misspelling stuff so like i type very quickly and like there's lots of misspellings but like it gets the gist of what i want and so it feels very much like

you know, like chatting with someone, like texting someone rather than kind of talking to like a computer. So it's like very close to like how I used to talk to like my research assistant at the New York Times. Probably it's not as smart as that person, but it's maybe 80%. And it's like... you know great and instant and available all the time so they're those those

I like to say always on eager to please. Like that's one of its competitive advantages. Yep. Yeah. Well, let's actually get into the writing piece. I think this is the most fascinating part, which is how you use these tools to find. the right words and the right phrases for when you're working on an article. So can you walk us through a couple examples of that process?

Okay, so this is based on something real that I was writing and it involved... Let me paste it in here. So it involved this phrase... you know, pay the piper. which is like, you know, it's an idiom that has a definite meaning, but I didn't want to use that. It's, you know, kind of cliche and people say that all the time. And so I would just take that and... paste it in here and

This is something that, like, Google couldn't give me before. Like, you know, you could get a thesaurus, but that's not going to give you sort of, like, this, um, like, it's not going to help you search idiom. So, you know, these are kind of easy.

foot the bill pick up the tab settle the bill but it could get like a lot deeper than that like i often have these extended conversations with it about like just like weird things in english that we we think we know the origin of but we don't really are sort of what it means exactly and how those differ and like nuances so like I had this sentence or something like it which is involving pay the piper again which is So for months, the mayor ignored public outrage. Let me paste it in here too.

over the polluted lake eventually he realized he had to pay the piper and that's just basically like not the correct usage of pay the piper but it was like the closest i could think of you know like it you know any of those others foot the bill or something but I wanted something like, I want to say this in a catchier way, but also... some kind of metaphor that describes like paying for something or that like your previous actions are coming home to roost or something.

It's just like a very vague idea of the word you want. And so then it suggests... They gave you the chickens came home to roost. They gave me the chicken one, yeah. Like, the devil came to collect... I... that's not bad. I might use that and it's not like something I've heard a lot before. So this one, the storm he'd been whistling past finally broke. I would be like, that doesn't make any sense because you don't really whistle past a storm. And then we could just have a conversation about it.

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One thing this makes me reflect on that I'm curious your point of view is, you know, you and I are dialing into this from our respective homes. And I'm presuming in the past you would have done this with colleagues in a newsroom and you could have these conversations live. And I'm imagining it. very beneficial to just have this partner for you to bounce ideas off and get this cycle on is that something that kind of in this

post-remote world has also been a benefit for you? If I was working with colleagues, basically I would talk to them through So it's essentially like a very similar interface. You know you're not talking to a colleague, you know you're not talking to a human, but... In many ways, it sort of has that same function because the interface is similar. Like, instead of a Slack chat, this is a chat GPT chat. But otherwise, like, we could sort of still have that conversation.

so then i asked it you know like can we fix that storm imagery to make it the make it more coherent and it says you know it suggests some others like the storm he'd been pretending wasn't coming finally broke those are like much better and

Like, I had this thought, like, I think a fear that people have, you hear it from, like, professors and you hear it from, like, professional writers and just creative people generally, is that, like... AI is gonna like replace you and that could easily happen but like I find that it speeds up a lot of the things that you used to spend a lot of time thinking about. I used to be perfectionistic or persnickety about the specific words I use in a paragraph before I could start writing the next one.

This allows me to get to a point where I'm comfortable enough with it, and then I can really spend a lot of time working on edits to fix this particular word or sentence. It feels much more like... You create a rough draft, and because of this tool, you form it into something that you like more often. And it's really my work. Even if it suggests some of these things, like...

It's suggesting ideas, and then I'm thinking about them and integrating them, and I don't feel like it's writing for me, which is something that I'm worried about. Like, you know, this is, like, is this really my work? I tossed it off to like an AI, but it really feels like it's integrated into my writing rather than kind of replacing it.

Yeah, and what I love about what you're showing us here is I think there's a lot of fear that chat gbt or ai generator writing is slop and it's all generic and i love seeing this idea of you making the writing more specific and more impactful by using these tools instead of less

could we i love this you know idiom metaphor seeking and you mentioned it's thesaurus do you do this at the word level too oh yeah i do it at the word level all the time and basically that's how i started so like what are alternatives to outrage so it gives me a whole bunch and then you know and this i could have found in a thesaurus but probably not all of these because they're not like exactly you know um linked like it would be hard to find all of these in a thesaurus so outrage

Fuhrer? Condemnation? Like, fuhrer! is a good word and i feel like i would have found that in a thesaurus but it's just so much faster and easier to ask this than like Go on Google, type in the word, find the kind of correct link to the good thesaurus or whatever.

and then if it wasn't quite right like you couldn't get any you couldn't ask it about like other words kind of like it so it's it's basically like uh you know a super thesaurus just at the word level and um And you can also ask it if like your word is

if you're using a word and you're not quite sure that that word is correct you can ask it if it's correct and like ask it sort of the shades of meaning about it and then you know find an alternative if it's not so and that in that way it functions as like

I've never, not even a human editor, you talk about the specific words you're writing for like you would talk you know for like a specific part of the article or when you're editing but like as you're writing like getting the right word is like something that was It used to all happen in my head. And now you get a chance to talk it out and then get a real result at the end, which is a tiny thing. You changed outrage to fear.

It used to take me three minutes or something to figure out some other word and now I can do it in ten seconds. What I like about this super thesaurus that I see here is it actually categorizes the words depending on the intent you want to. drive forward. So I'm seeing here, there's kind of a straight up, you know, synonyms for these words. And then there's what's more dramatic, what's more colloquial, what's more ironic. And that's a really interesting, I'm guessing, surface area to explore.

What if I chose like green? from this list, which totally does not work. And I could just ask it, does this work? For months, the mayor ignored public grief over the polluted lake. It should tell me that that's not quite right. I think if 4.0 doesn't tell you it's not quite right, 4.5 will definitely tell you. I found it's a slightly more critical reader. Yeah, so it says, that's close. Public grief has a mournful, sorrowful tone. More about sorrow than anger.

so it gives me a way to like keep grief in there while changing the sentence um slightly but then it also gives me examples that don't involve grief that like It tells me essentially that that's not quite the right word. So you're able to go over the surface area, find the right words or phrases. use those, integrate them to your own writing, and then you're working with an editor, but you also have used

these tools as a first reader. So what does that process look like? Or what are the things that you want out of AI as a first reader that you find really helpful? So the way that I've been using it recently is like I will start writing an article and I'll write maybe like I don't know, like six or seven paragraphs, like just like the start of... and i want to know if i'm like heading in the right

And that, you know, I wouldn't have called an editor to ask about that in the past because I'm not done with the article. And so I can pass it off like just those six paragraphs or whatever and say, you know, does this get... My point across quickly enough, is there a way you can suggest a way to get to this argument like much quicker am I sort of like doing too much

unnecessary commentary here. You know, it's just basically like questions about like writing structure. It's not going to find like logical inconsistencies or something in your in your argument like I don't think it's that sophisticated but it will find like you know better ways to say something if you pass it like a first version and basically so that's what i do like i write several paragraphs i pass it to it i sort of get its input, kind of change the article, then I'll write more, then I'll

You know, I'll basically read the article, read the words by myself, and then sort of pass it off to ChatGPT, and just work on polishing after that. So in that sense, it's like a first reader, but it's also like... reading while i'm writing it um so it's like even more kind of integrated than like the first person that you would um like present the kind of roughest

Well, I appreciate, you know, I'm trying to think of the right, right metaphor idiom here, you know, raising the curtain or showing us how you do this behind the scenes, because I think. Something like writing is really high-quality writing is really mysterious to folks. And I think you've shown us how technology can have a role in that that still allows someone like you with an amazing, independent voice.

write great stuff that has impact on the public and I think that's pretty pretty cool so I'm going to wrap up with a couple lightning round questions I have to ask the first one because I've been observing you copying and pasting a bunch what is one thing if you had a magic wand and you could have a tool that would make this process easier for you you'd love to see is there something that you want

One of them is it doesn't have very good persistent memory. So if I talk to it about something yesterday and then we get back to it and I'm maybe in a different chat, I sort of have to go back and look at that chat and kind of figure things out. And I can't say...

tell me all the things we talked about last week and about this article. Another one is like, I would love if they had like the ability to share the screen so that i could just instead of copying and pasting i could just ask it about like the sentence over here in a different app and it does for some apps but i don't think it does for like all so you can so

cursor as this programming app that you can connect to it but like it doesn't for most apps and so kind of improving that feature would be great because then i wouldn't need to copy and paste it but sort of know what's on my screen You are the first person that I've seen as a true writer of non-technical documents.

show a little snippet into using cursor for writing so i think that's a really exciting little uh tim that you showed us there okay my last uh lightning round question everyone has a different answer When AI does not do what you want, it's getting the wrong answer or it's just not responding. What is your strategy? Do you control? Do you bully? Do you yell? Do you compliment? How do you get AI to get over its own hurdle and do what you want it to? Yeah, I find myself being very brusque with it.

I have, there's this like freedom of saying, like, you're totally, like, I would tell a person, like, you're on the wrong track, like, let's think about something else, but I can just tell, like, this is the very stupid thing, please, like,

talk about something else like and so you could be much more direct with it and i feel like that really works like being direct but sometimes if it's like there are lots of things where it just can't help you and i feel like I have to figure out a place at some point where

we're talking in circles and it's not really like helping me. And then I kind of have to do it without the AI. Well, this has been super interesting to watch. Thank you so much for giving us an honest look into how AI is changing and improving the craft of writing. Thank you so much. This was fun to talk about. Thanks so much for watching. You can also find this podcast on Apple Podcasts.

or your favorite podcast app. Please consider leaving us a rating and review, which will help others find the show. You can see all our episodes and learn more about the show at howiaipod.com. See you next time.

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