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Jeremy Caplan
Wonder Tools
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  • Wonder Tools

    What I Learned About Time 🕰️

    2026/05/08 | 1h 4 mins.
    I love Laura Vanderkam’s books about how to make the most of time.
    It’s never about stuffing more into our days. It’s not about productivity. It’s about savoring and being creatively thoughtful about what we choose to do.
    Her books 168 Hours and Tranquility by Tuesday changed how I think about my own weeks. For example, her argument for “effortful before effortless,” nudged me to spend more of my discretionary time on my hobbies.
    Her latest book, Big Time, new this week, makes the case for time abundance: we have more time than we think, and there are surprising ways we can savor it.
    In our live conversation May 7, we talked about why weeks matter more than days, how to make work more satisfying with small changes, and why your weekday evenings may hold more free time than you realize.
    📺 Watch the full conversation above, and read highlights below.
    My Favorite Ideas from Our Conversation 💡
    1. Your Life Is a Circus. Be the Ringmaster. 🎪
    When people say “my life is a circus,” they mean chaos. Laura says that’s a slander against circuses. A real circus is a super-organized performance. Nobody gets shot out of a cannon at the wrong time.
    She thinks of life as a well-orchestrated three-ring circus: career, relationships, and self. You’re the ringmaster. Each ring may have a bigger or smaller act at any given moment. A good circus is managed for delight. You want to run a show you’d actually want to watch.
    The circus also needs a safety net. Complex lives require backup plans so that complexity doesn’t descend into chaos.
    2. Think in Weeks, Not Days ⏳
    There are 168 hours in a week. That number matters more than 24.
    If you work 40 hours and sleep 56, you still have 72 hours for other things. That’s not all free time. But we have much more discretionary time than we often realize. Laura says the time-crunch feeling often results from looking narrowly at today. Zoom out to the week and you’ll often see more room.
    3. Track Your Time Simply 📊
    Laura tracks her time on a basic Excel spreadsheet. Half-hour blocks. Monday through Sunday. She checks in three times a day and jots down what she did since the last check-in.
    She doesn’t make pie charts. She uses plain language: “Email.” “Cooking.” “Reading.” “Driving.” Whatever you’d casually tell a friend if they asked what you were doing right now.
    At the end of each week, there’s room to reflect. What were the highlights? What did you enjoy most? What was most memorable this week? What was frustrating? She then archives the log and opens a new one.
    Laura has been doing this long enough that she can now pull up an old log from the same week in a prior year. She recently compared this past April with April 2020. She now has a kind of personal time capsule. (My wife and daughters use Gretchen Rubin’s 5-Year One-Sentence Journal for a related time capsule).
    Tip: You can use Laura’s simple, free time-tracking spreadsheet. If spreadsheets feel like too much work, try Toggl. I use Rize, which automatically categorizes my time so I don’t have to remember to log.
    4. Enjoy Work More with 3 Small Experiments 🔧
    Laura tested three tactics with hundreds of people over three weeks. Each tactic helped people feel more satisfied with their work to a statistically significant degree. The approaches don’t require that you change your job. They also don’t depend on you having a ton of autonomy. So they’re designed to work for all sorts of roles.
    * Spend one more hour per week on the work you like best. Every job has tasks you prefer. Even a short conversation with a manager can shift the balance toward more of those. (This reminds me of “job crafting,” a tactic I once wrote about for Time Magazine).
    * Spend 15 more minutes per week at work with someone you like. Friends at work are people you’d willingly spend time with outside the office. Social time at work matters more than we may realize.
    * Take two intentional breaks per day. Everyone takes breaks. Most are unplanned. When you decide in advance how you’ll spend a break, you can choose something rejuvenating rather than defaulting to scrolling or other screen time.
    One participant in Laura’s study told her: “I thought about leaving my job. I may still do that. But now I see ways to make work better whether I quit or not.”
    5. Reclaim Your Golden Hours ✨
    Golden hours are what Laura calls the stretch of weekday time after work and before bed. For most people, that’s roughly 6 p.m. to 11 p.m. Five hours.
    Laura’s challenge: set one golden hour intention each day. Thirty minutes of something you chose and genuinely enjoy. Not work. Not housework.
    It might be: reading. A puzzle. A walk. A board game. Playing music. Even watching a movie with a loved one, if you chose that.
    The point is awareness, and intention. Once you claim 30 minutes of chosen leisure, you’re less likely to tell yourself the story that you have no free time.
    Laura also noted that Golden Hours is the title of her next book. Given that this book just came out, I’m impressed that she’s already ready for the next one.
    6. Try Effortful Fun Before Effortless Fun 🎯
    This was the most memorable and useful tactic I learned from Laura’s previous book. It pops up again in this one. Here’s the idea: when your schedule allows for a bit of leisure time, start with at least a few minutes of something that takes effort, before you default to screens or other mindless activity. Read three pages of a book before opening Instagram. Start drawing or playing an instrument (my choice) before picking up your phone.
    One of two things will happen. You may get absorbed in the book and keep going. Or you might switch to Instagram anyway, but at least you’ve enjoyed a few minutes of something you care about first.
    Laura likes taking on big, year-long projects, like listening to all of Bach or Beethoven, or reading all of Jane Austen or Shakespeare, all of which she’s done in years past. Those all require just 10 pages a day or listening to one piece. If you sprinkle your days with effortful moments, you’ll get deep into projects you care about over the course of a year. If not, you’ll have a year’s worth of scrolling or other mindless diversion that may not add up to something memorable.
    Laura’s insight: effortful fun is especially enjoyable and valuable once you clear the initial hurdle of getting started. But when you start with effortless fun, it’s easy to get sucked in and hard to switch to something effortful with more friction.
    7. Go Outside After Dinner 🌿
    Laura’s family uses the acronym TOAD: Time Outside After Dinner. Once daylight extends past dinner, go outside. Walk. Play. Just be out there. It breaks the default drift toward screens during the post-dinner hours.
    8. Practice Active Patience 🌱
    Some things just take time. Laura talked about how her books reveal themselves slowly as she writes them. She may start with a detailed outline, but the nuances within each chapter emerge gradually.
    A piece of music becomes part of you only after many hours of practice. I’ve spent years on some of my favorite violin pieces; I often find new wrinkles, like dynamics or articulation marks I hadn’t paid much attention to, even after I’ve spent hundreds of hours looking at the music.
    After 11 years of tracking, Laura knows exactly what fits in 168 hours. Her weekly priority lists are short and realistic. If something is on the list, she’ll do it. If not, she’ll push it to a future week.
    That precision eliminates guilt. She doesn’t assign herself things she won’t actually do. And she doesn’t feel bad about things she deliberately chose not to do this week. If you occasionally feel guilty about not doing enough, as I do, check out I Didn’t Do The Thing Today: Letting Go of Productivity Guilt, by Madeleine Dore. It’s a brilliant take.
    9. Leave Room to Say Yes 🚪
    Most productivity advice is about saying no. Laura flips that. Almost all new opportunities, relationships, and breakthroughs come from saying yes to something you’re not entirely sure about.
    The reason to clear your schedule isn’t just to have less going on. It’s to create the mental space to say yes when something unexpected appears. If you feel completely swamped, you might not even consider new possibilities. Managing mental load isn’t just about getting things done. It’s about staying open to what could come next, and allowing for serendipity. It’s about being open to what Laura calls little bets, giving time to something new that might end up being terrific.
    Tip: In his book, Flourish, Daniel Coyle describes this approach as opening yellow doors. They’re yellow (like a yellow traffic light) because they aren’t a clear GO. You’re not sure where they’ll lead. You may instinctively resist them in favor of more obvious green doors. Coyle points out, as Laura does, that these yellow doors can lead you to surprising places you wouldn’t otherwise go.
    10. This is Probably Not Your Last Day 🐾
    “Live every day as if it’s your last” sounds inspiring. But it’s not practical for consistently making real decisions about how we spend our time.
    If everything was about living for the moment, you wouldn’t save money, learn a new language, or practice cello. Planning would seem futile or foolish.
    Laura prefers a different frame: ”Someday we will die. But on all the other days, we will not.” She attributes it to a Snoopy cartoon.
    Most days are not the last day we’ll be alive. It’s worth investing in things that pay off later. Build skills. Start the long project.
    The Social Security Administration publishes actuarial tables if you want reassurance about your own life expectancy. For most ages, your odds of making it to next year are excellent. That’s true whether you’re in your forties, like Laura, or 92. Interesting fact: Only when you’re 105 do your odds of dying within a year start to exceed 50%, according to those tables.
    11. Make Fewer Decisions. Rely on Presets 🍝
    Laura’s family has a routine meal schedule. Pasta on Mondays. Fajitas on Tuesdays. Breakfast for dinner on Thursdays. (They love bacon). Weekends are for trying something new.
    That approach extends beyond food. Sticking to formulas frees up mental energy for things where decisions are crucial. You’re not being boring. You’re being strategic about where your decision-making efforts go.
    Jeff Bezos and other visionary leaders talk about separating reversible small decisions from impactful ones that can’t be reversed. If you don’t like one lunch, you’ve got another one coming. If you fire someone or leave a partnership, you may not get an easy redo.
    Laura’s Simple Toolkit 🧰
    Laura doesn’t focus much on tech. Here are a few tools she relies on.
    * Microsoft Excel for time tracking. Basic spreadsheets, half-hour blocks, simple categories.
    * iPhone Notes App works well for scanning. Open a note, press the paperclip icon, then scan a permission slip, agreement doc, or some other form straight to PDF. You don’t need a separate scanner.
    * Toggl for time tracking if you prefer an app over a spreadsheet. The free version works well. It works on your computer or laptop, and integrates with many other apps. I use and recommend a different app called Rize.
    * Two laptops. She started using two screens by accident when an old laptop couldn’t run Zoom. Now she writes on one and references notes on the other.
    * A digital recorder for her brief daily podcast called Before Breakfast. She batches episodes ahead of time and sends audio files to her production team.
    On AI ✍️
    Laura loves both writing and puzzling. She says using AI for writing would be like paying a robot to do a puzzle for her.
    She has used it for brainstorming and research. She once asked for a list of productivity newsletters. About half the results were ones she already knew. Half of the rest turned out not to exist. But some of the results were useful discoveries.
    She’s open to the idea of feeding time logs into AI for pattern recognition. Her take: it’s a bit like a tarot reading. If you agree with the AI’s categorization or summarization, you’ll think the results are great. If you don’t like the AI’s assessment, you’ll assume it malfunctioned.
    For my own takes on AI, check out my AI-related posts.
    Laura’s Resources 🎁
    * Free time-tracking spreadsheet: lauravanderkam.com/manage-your-time
    * Before Breakfast Laura’s daily micro podcast with short weekday tips. I’ve listened to it for years. I love that each episode is just a few minutes long (though I tend to skip over the lengthy opening ads). She’s been publishing episodes daily since early 2019.
    * Best of Both Worlds Laura cohosts this podcast with Dr. Sarah Hart-Unger, focusing on real-world issues that arise when balancing work and family. (Laura has five kids, aged six to 18, so she speaks from experience).
    * Big Time Her excellent new book on time abundance.
    * Tranquility by Tuesday and 168 Hours Two of Laura’s best prior books, both worth reading, both full of specific, practical, non-intuitive ideas that I’ve found useful.
    Thank you to my brother Ben Caplan, MD, Holly, and many others for tuning into my live video chat with Laura. And thanks for reading all the way down to this note. Leave a comment with your own thought on time. I’d love your input. 👆


    This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit wondertools.substack.com/subscribe
  • Wonder Tools

    ✍️ Let AI Interview You

    2026/04/30 | 1h 11 mins.
    The following is a guest post by Jay Dixit, founder of Socratic AI
    Most people treat AI like a question-answering machine: Ask a question, get an answer. What is chili crisp, and why is Gen Z so obsessed with it? What’s the best starting guess for Wordle? What’s the best time of day to post on LinkedIn? (My own real queries from today.)
    There’s nothing wrong with using AI to get answers to your questions. But there’s another mode of interacting with AI that many people never consider — one I find much more useful for my creative process.
    Here’s what I do instead: I flip the script and let the AI ask the questions for a change. Instead of prompting AI, I get the AI to prompt me.
    You may have heard Jeremy call this technique the “reverse interview,” and he’s previously written about it as a tool for reflection. You might use reverse interviewing, say, to conduct a soul-searching interview about what you want from your career.
    I take that same role reversal and apply it to the writing process. I call it the “Socratic interview.” It’s the foundational technique I teach for using AI as a thinking partner instead of a content generator. It’s also what inspired the name of my company, Socratic AI, and my upcoming masterclass with Narratively Academy. (See below for details, including an exclusive discount for Wonder Tools readers.)
    The Socratic interview works for any writing task — a first-person narrative, a Substack post, a pitch deck, a talk for SXSW, even a speech for my best friend’s wedding. I use two versions of the technique: one to help me figure out what to say, and one to figure out how to say it.
    Socratic Interviewing Level 1: Excavating raw material
    How to use AI to help you surface memories, examples, and stories
    I sometimes meet people who use an even more basic version: the adversarial interview. “Play devil’s advocate. Pressure-test my assumptions. Poke holes in my argument and reveal gaps in my logic.” Maybe call that the starting level.
    What I find much more helpful is using the Socratic interview as a tool to access my own creativity.
    As a writer, I’ve always had plenty of ideas, insights, and stories. I know they’re in there somewhere. But staring down the blank page is hard. What’s much easier is answering when someone asks me a direct question.
    So I use Socratic interviewing to draw out the ideas, memories, stories, and examples I have in my head but haven’t gotten down in writing. For me, it solves the blank page problem — without ever using AI to generate prose.
    Let’s say I need to write a groomsman speech for my best friend’s wedding. If I were to use ChatGPT as a ghostwriter the way most people do, it would output something lazy and trite. Look what happens when I ask it to generate a draft.
    “That’s not luck, that’s character”? Pure slop.
    Socratic interviewing is a different process altogether. Here, I give Claude a bunch of messy context about the writing task and ask it to help me remember the adventures and funny moments I’ve had with Tim over the years.
    Generating answers is AI’s default mode, but it also excels at asking evocative questions to jog your memory and get your creative juices flowing. You just need to flip it into that Socratic mode.
    I can ask for questions in a batch or, if I want it to feel less like a writing assignment and more like a conversation, take them one at a time. Either way, instead of sweating over a blank page, I’m now in a playful conversation about funny memories from my formative years.
    Once I’ve answered these questions, the task ahead of me changes. I’m no longer struggling to compose some perfect sentence to somehow encompass the totality of our friendship. All I have to do is look at my own stories and start choosing and shaping my favorite moments.
    ---------
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    ----------
    Socratic Interviewing Level 2: Defining your purpose and strategy
    How to use AI to clarify your writing goals
    Just as important as figuring out what you want to say is figuring out how you want to say it.
    Like all art, writing is about making a thousand tiny decisions. It’s hard to get those decisions right if you don’t even know you’re making them. If the only directive I have in mind as I’m typing is “I need to make this good,” that doesn’t help me figure out how much explanation is sufficient, which words match the register I’m aiming for, and which details will evoke the experience I’m trying to evoke in the reader.
    The solution is to define my strategy before I start writing. The best way I know to write something good is to clarify what I’m trying to accomplish, keeping a sort of design brief in mind (or in a separate doc) as I write. If I’ve clearly defined what experience I’m trying to evoke and what elements of craft I want to deploy to get there, I can make those decisions more intentionally.
    “Here’s what I’m going for here. I want these opening pages to be super suspenseful. I want the reader to immediately root for the protagonist, and the scene to be fast-paced and easy to visualize, nothing vague or abstract.”
    The thing is, I don’t figure this stuff out by staring harder at the draft itself. So before I start writing, I have AI interview me about that too. The questions it asks force me to clarify my purpose and strategy for the piece before I even start drafting.
    I might use a prompt like this:
    I’m writing a short satire piece for The New Yorker Shouts & Murmurs. Before I draft, ask me a series of questions about my goals for the piece: who my reader is, what kind of experience I want to create for the reader, and what craft choices I plan to use to achieve the desired effect.
    Fleshing out my writing goals through Socratic questioning has a dual benefit. First, it clarifies my own thinking, so I’m writing with purpose instead of brain-dumping whatever’s in my head. Second, it gives the AI a clear set of criteria. So when I ask it for feedback — “How’s this paragraph?” “Is this section working?” — Claude already knows what I’m trying to achieve. That way, it can assess how my writing succeeds against those specific standards rather than some abstract ideal of what good writing looks like. Instead of generic notes — “This is a little casual,” “consider tightening” — now I get feedback against my own criteria: “You said you wanted this to be visual, but you’re doing a lot of explaining.”
    My 6-Week Course for Writers Who Actually Want to Finish
    Socratic interviewing is just one piece of how I use AI in my writing process (and never to generate writing). If you’re interested in learning how to use AI not just as a thinking partner, but as an accountability coach to keep you on track with your writing, I’m teaching a six-week class that covers the whole system.
    The class is called The Socratic AI Intensive, taught in partnership with Narratively Academy, and it starts May 18. It’s built around how to use AI as a taskmaster, project manager, and accountability coach to help you set a goal, stay on task, and actually finish what you start. All without ever letting AI generate a single word.The accountability coaching is just one piece of the Socratic AI system. The class also covers a set of advanced principles I’ve never seen taught anywhere else — the signature techniques of Socratic AI I’ve developed over three years of working with AI in my own writing process as a thinking partner instead of a content generator. Here’s a taste of what we cover:
    * Getting non-sycophantic feedback. As I’ve said ad nauseam, I don’t use AI to generate prose. Nor do I allow AI to rewrite my prose when it inevitably tries to jump in and “smooth and refine” my drafts. But I do use AI as a thoughtful first reader to get an external perspective on how my writing is coming across. I ask for high-level feedback on how to make a piece better — what’s repetitive, what’s vague, what’s unclear, where it gets boring, where it needs to get more concrete. Then I do the rewrite myself based on feedback. The AI’s feedback is even more specific and useful if you’ve already gone through the Level 2 process I described above: defining for the AI what you’re trying to achieve and how.
    * Name what you suspect the problem is. When asking for feedback, it also helps to let the AI know where to focus its attention. If you simply say, “How’s this section working?” the AI will do its best to be helpful. But things work even better if you flag your specific concern: “Is this paragraph sappy/melodramatic?” “Does this headline sound defensive?” “Is it clear why she didn’t just walk back in and apologize, or do I need to spell out her motivation?” When you tell the AI what to focus on, you’ll get a better, more targeted answer.
    * Socratic revision. As William Zinsser says, “Writing is rewriting.” Writing never comes out quite right the first time. What makes good writing good is revising and rewriting early drafts until they get good. To flip AI into an iterative, Socratic mode, I use one magic phrase: “iterate and improve.” My favorite Socratic prompt: “Don’t rewrite this for me. Ask me questions to lead me to my own creative insights, and give me ideas so I can iterate and improve.” The AI gives you feedback. You’re always the one writing.
    * Make every conversation Socratic. AI’s default mode is to spit out answers. But AI is more helpful when it has relevant context. The problem is the context you don’t realize you’re leaving out. So even when you’re not doing a Socratic interview, you can still flip the script. In practice, I try to make all my AI conversations Socratic. Here’s a single sentence you can paste at the end of any prompt: “Before we proceed, ask me a question or two to make sure you understand what I want.” One sentence, and Claude stops guessing what you need — it asks. It’s the easiest way to break out of the vending-machine pattern.
    In the class, I teach all of these techniques in detail and show you how to use them for your own writing. Five class sessions over six weeks. We’ll cover project planning, daily accountability, Socratic interviewing, iterative revision with feedback, and advanced workflows for working with AI on your actual files and projects.
    The structure: Five weekly live sessions of two hours each, a system for using AI as an accountability coach, and a private community for support between sessions. You bring your writing project: a novel, a book proposal, a screenplay, a collection of essays, whatever you’ve been wanting to finish. You set an ambitious but achievable goal. By the end of six weeks, you’re done.
    Here’s what you get:
    * A set of tools and techniques for how to use AI to set milestones, break your project into daily tasks, and keep you on track
    * A cohort of fellow writers doing the work alongside you
    * Weekly live sessions with me
    * A Slack channel for questions, technical help, and shared progress
    This is the class where you actually finish your draft. By the end of six weeks, the project you committed to is done.
    It’s $795, and Wonder Tools readers get $100 off with code WONDERTOOLS. Sign up at socraticai.co/intensive.
    Jay Dixit is the founder of Socratic AI, where he teaches writers, educators, and knowledge workers how to use AI as a thinking partner instead of a content generator. He was previously Head of Community for Writers at OpenAI and has taught writing at Yale. His journalism has appeared in The New York Times, Rolling Stone, and Psychology Today.
    Thank you Lucy Gray, Andrew Nelson, and others for tuning into the live video with Jay Dixit!


    This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit wondertools.substack.com/subscribe
  • Wonder Tools

    My Quieter Toolkit 🌙

    2026/04/10 | 6 mins.
    Mornings are for deep work. Afternoons are for everything else — teaching, planning, thinking, movement, and meetings. This is part two of my daily kit. Part one covered my morning apps. Here are the apps and gadgets that carry me through from noon to bedtime. I’ve included a few AI tools, but mostly the quieter tools that don’t get as much attention.
    Catch up on Part 1 👇
    12pm: Midday Break
    Healthy Minds 🧠
    This free app helps me with mindfulness. The 5-10 minute audio lessons work well as walking meditations. I sometimes also use Headspace or Calm for meditation or focus music.
    Libby 📚
    I rely on Libby for free library audiobooks. I listen when walking to lunch or commuting. Here are tools I rely on for finding great books.
    Lunch
    * Resy and OpenTable 🍱 for quick reservations nearby
    * The Infatuation for opinionated local restaurant recommendations
    * Too Good To Go for trying heavily discounted (66% off) dishes from local restaurants, bakeries, and juice bars. The fixed-price mystery bags reduce restaurant waste. Sometimes you get a delicious bargain, but the quality varies. I’ve occasionally gotten a weird bread or a bland pastry.
    * MealPal When I don’t bring my own lunch, I like MealPal, a lunch subscription service. Local restaurants offer one dish a day as part of the subscription, which costs about $6/day. I like the variety: you can choose which restaurant to try on any given day. It’s available so far in 12 cities.
    1-3pm: Preparing to Teach
    After lunch, I continue developing teaching plans or work on other school-related projects for my job as Director of Teaching and Learning at CUNY’s Newmark Graduate School of Journalism. (More of my thinking in a recent Columbia Journalism Review interview).
    Craft 📄
    My go-to for creating visually engaging digital handouts. It’s easy to use and works wonderfully on mobile or desktop. See my post on why Craft is so useful.
    Wispr Flow, Text Blaze and Raycast
    * I often use Wispr Flow to type with my voice. It works in any app. I just hold the function key and talk.
    * When I do type with my hands I use Text Blaze keyboard shortcuts to add snippets into my email and documents. It works for email addresses and signatures, search prompts, and phrases I type a lot.
    * Raycast also works well for these shortcuts. Why I rely on Raycast.
    Notes by Hand 📝
    I like writing notes away from my laptop periodically to get my eyes off the screen and to change my brain mode. I alternate between:
    * I use a Rocketbook reusable notebook for lists and reminders.
    * A giant whiteboard helps me draw connections and play around with ideas away from the glowing distractions of my screens.
    * My reMarkable Paper Pro tablet hosts notes I will return to repeatedly. What works for me, paper vs. digital
    Keynote for Slides
    This Mac presentation software works reliably offline or on for in-person and remote classes and workshops I lead. Keynote is now part of Apple’s new Creator Studio, a package of software that includes video and image editing tools.
    I haven’t found the Keynote AI features useful so far, but the basic software is excellent for designing and delivering compelling slides.
    Pricing: Keynote is free with any Mac. I wouldn’t recommend the subscription upgrade, at $129/year or $30/year for students and educators, unless you’re a heavy user of Final Cut Pro, Logic Pro, or the other pro software tools.
    iA Presenter
    I vary slide apps to keep things interesting. I sometimes write a lesson outline and paste that text into iA Presenter, which turns it into clean, typographically sharp slides. Like Keynote, it works offline. For more on why this app is so useful, watch the demo video or read my post.
    Kahoot, Padlet, and Slido 🤔
    I rely on this trio of teaching tools to power activities that promote active learning in classes or workshops — rather than passive listening. Here are more of my favorite apps for teaching.
    Time Out for Screen Breaks⏳
    I set this app to remind me to give my eyes a screen break every 15 minutes. It pulses over the screen to nudge me to stretch or look out the window. The Raycast Focus Mode also helps, blocking email and distractions during short, focused, deep work sprints.
    3-5pm: Meetings 👥
    I try to schedule meetings for the late afternoon to conclude the day with collaboration, after starting with more creative work.
    Granola for Summaries🤖
    Granola weaves my own notes into its summary, sends no bot into my Zooms, and lets me search across meetings for tasks, patterns, or insights. My full post about it👇 describes 10 of the features, along with tips, limitations, and alternatives.
    Camo for Webcam Customization
    Camo lets me modify my camera to zoom in, adjust lighting, or add overlays during video calls. It also lets me use my phone or other external cameras. Prezi Video and Airtime enable lower-thirds, annotations, and overlay visuals I occasionally use for presentations.
    Sony UX570 Voice Recorder for Interviews
    My reliable backup for recording audio. I like that it doesn't require an open laptop or running phone. I often transcribe the audio files with MacWhisper.
    6pm: After work
    Snipd for listening to podcasts on my commute
    This smart podcast app lets me preview podcasts and save highlights to my notes. I triple-tap my AirPods to save my favorite moments to Readwise, a service that acts as a repository for highlights from my online reading, Kindle books, and other apps I use.
    A recent favorite: The history of Trader Joe’s episode of the excellent Acquired podcast, which features multi-hour deep dives into remarkable companies.
    Sony Noise Cancelling Headphones
    I splurged on the $460 WH-100XM6 headphones to block noise on the exhaustingly loud New York City subway. I had my previous pair (WH-1000XM3) for seven years, so hopefully this investment will prove equally durable. I use them for commuting and focus music.
    Nex for Games and Exercise Breaks
    I love playing the sports and workout games on this family video game system. They’re all active games played with your body, not your thumbs. I play solo or with my wife & daughters. It’s like a next-generation Nintendo Wii, which we also still play (especially the balance board games).
    To get away from screens, we also play these family tabletop games.
    11pm: Bedtime 🌙
    Glocusent Rechargeable Reading Light
    This tiny $13 light clips onto any book. The battery lasts for months.
    Yogasleep Dohm White Noise Machine
    This $50 gadget masks random night sounds, making it easier to sleep.
    Peakeep “Invisible” Alarm Clock
    I turn off the display on this $13 bedside clock so it doesn’t glow at night. I tap the top to see the time if I need to. Its morning alarm lets me keep my tempting phone out of the bedroom.
    That’s my noon to night kit. What tools carry you through your day?
    What’s One Tool You Recommend? Leave a Comment👇


    This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit wondertools.substack.com/subscribe
  • Wonder Tools

    Meet Granola AI ✨

    2026/04/04 | 13 mins.
    I’ve tried a dozen AI note-taking tools. Granola is the one I use daily and recommend most. Read on for 10 ways to make the most of it.
    Bottom line: Granola transcribes and summarizes nearly every meeting I have. 998 so far. It helps me keep track of what I’ve learned and promises I’ve made.
    What it does: It’s software you download, not a bot, so it doesn’t attend meetings. It just runs on my computer or phone. I can use it to record in-person meetings, or anything online: Zoom, Google Meet, or even Substack Live.
    Setting it up: I connected my Google Calendar. Now it auto-detects my meetings and opens automatically when I start a call.
    How it’s different: Unlike other bots that spit out a generic summary, Granola gives you a window for your own note-taking. That means I can include my own thoughts and highlight what I find most important. The summary then weaves in my own points in black, distinct from the gray AI summary notes. I can always return to either my own separate notes or the AI-assisted summary.
    I can now query any meeting I’ve been in since I started using Granola in September 2024. I look for patterns across meetings and presentations I’ve given over the past couple of years.
    Free or Paid: You can use Granola for free plan. You get excellent summaries of an unlimited number of meetings. I was on the free plan for more than a year. Now I pay $14/month to access all of my past meeting summaries. That also pays for better AI models, and lets me query my notes from Claude or ChatGPT.
    👇10 ways Granola stands out
    1. Write your own notes while AI fills in the rest
    Most AI note-takers give you only the AI’s version of what happened. Granola keeps your own notes alongside the live transcript. You always have both.
    I type my own most important observations, priorities, and reactions during a meeting. The AI fills in other details. This way I’m not reliant on a generic summary the way I am with other tools. My own emphasis and perspective helps shape the summary.
    After the meeting, my original notes appear in black. The AI-generated content appears in gray. That’s a nice design touch, so you can easily tell which is which.
    Tip: I use shorthand like triple asterisks (***) for key points and triple ampersand (&&&) for memorable quotes. Or choose your own “internal hashtags.” Pick ones easy to type during a live meeting. Later you can search for those to quickly find what you flagged as important. (Works with any tool)
    2. Search across meetings by person or company 🔍
    Granola organizes meetings by people and organizations. If I’ve had a series of meetings with someone, I can click their name and search across all of those conversations. Or I can search through all the conversations I’ve had with people at Acme Inc.
    This is useful for questions like: What did we agree to last month? What themes keep coming up? What did I promise to send that I haven’t followed up on?
    You can also create folders for specific projects or series. If I’m attending or teaching a series of workshops, I can then search across all of those sessions.
    Tip: If you ever write or give presentations, ask Granola to compile key points or ideas you’ve shared in past meetings or presentations. It’s helpful for exploring and building on your own ideas. Instead of using AI to think for you, you’re using it to help you organize and make more of your own ideas.
    3. Record in-person meetings w/ a phone or laptop 📱
    I’ve been to public events where I wanted to remember what was discussed. The iPhone app is great. Same account, no separate setup. Your in-person notes sync with your desktop notes and appear in the same searchable archive. Other recording apps I’ve tried occasionally crash when I get a call or open other apps, but Granola has been consistently reliable, even for long meetings. I’ve been surprised to find that it works well even when I’m not sitting close to the speaker.
    Available on: Mac, Windows, and iOS. No Android app yet, though one is expected later this year.
    4. Start free with unlimited meetings
    The free version works well if you just want to try it. The transcription quality is the same as the paid version. Students get Granola free for a year. Startups do too.
    The paid plan is $14 a month. I pay that for unlimited access to my 1,000+ meeting summaries, the ability to query my notes from other AI tools like Claude, and access to the strongest AI models for summaries. The free plan limits how far back you can access old meetings and limits the AI models you have access to.
    If you don’t need to refer back to old summaries or plug your notes into other AI tools, the free plan is great.
    Try Granola free for a month with this link.
    5. Give Claude or ChatGPT access to your Granola notes
    This is one of the reasons I upgraded to the paid plan. Granola connects to Claude through something called a Model Context Protocol (MCP). Don’t worry about the technical details. It’s just a way to connect AI tools to one another.
    The practical benefit: I can ask Claude or ChatGPT to look across my recent Wonder Tools Live sessions and tell me which topics I’ve talked about but haven’t written about yet. Or vice versa. Because Claude has access to my newsletter archive (via Mizal), it can consider what I’ve discussed in meetings and what I’ve published.
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    What sets it apart is that it’s powered by human writers and editors, not AI summaries. You get substantive analysis, useful examples, and quotes from the book. You also get recommendations for related titles and a one-page overview. It’s like having a smart friend sum it up for you.
    A few to check out on Shortform: a guide to What the Most Successful People Do Before Breakfast, by Laura Vanderkam (I’m a big fan) and Better than Before by Gretchen Rubin (also an author I admire). Shortform also has podcast and article guides to get the gist of long interviews or sprawling posts.
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    6. Catch up mid-meeting if your mind wanders
    This is the feature that surprised me the most. While a meeting is happening, you can ask Granola to summarize what’s been said so far, or to catch you up on what you missed.
    This was hugely helpful recently when I was in a live session and my mind wandered. I missed what a couple of people had just said and felt bad about it. The only way to catch up without asking them to repeat themselves was to query Granola. It instantly gave me a concise recap of the last few minutes, while continuing to transcribe the session. You can also scan back through the live transcription yourself while the meeting progresses.
    7. Analyze meetings with “recipes”
    Recipes are prompt templates built specifically for your meetings. Instead of recreating the same query every time, you save it once and reuse it.
    A few I use regularly:
    * List recent to-dos. Scans recent meetings for tasks I mentioned but may not have added to my task list. I caught a missing follow-up this way just recently. Someone asked me to send them a logo. I got sidetracked, didn’t put it on my task list. The recipe surfaced it.
    * Prep next meeting. If I’ve met with someone before, it reminds me of our prior conversations. If I haven’t, it can reference other similar meetings.
    * Coach me. Analyzes how I showed up in meetings and suggests what I might do differently.
    * YouTube description. I created this for workshops I lead. Some of them end up on YouTube, and I usually don’t have a description for them. Granola has the full text of what I said. So the recipe helps me generate a description.
    You can browse a public library of recipes and grab ones that interest you. There are special recipes for sales, marketing, customer interviews, and other common business use-cases. You can also create your own, which is as simple as writing a prompt.
    8. Share meeting notes others can explore
    You can share a link to a Granola summary with anyone. The person on the other end doesn’t have to log in or have a Granola account. They can read the summary and even query the transcript themselves. They won’t see your private queries, and you won’t see theirs. You can also share an entire folder with a colleague, or even a workspace with your team, if you want to have collective access to shared meetings. You can also create a separate private space within your account.
    Example: Here’s a Granola summary of my most recent Wonder Tools Live Show and Tell, where I talked about why I like Granola. For context, these are live monthly sessions for paid subscribers where I show what I’m using and share tips on making the most of new tools.
    9. Protect privacy with text-only transcription 🔒
    Granola captures only text. It transcribes in real time but doesn’t store audio or video files. Some people don’t want to be recorded video-wise, or they don’t want their voice recorded. Granola works well for that, because it stores only text.
    This is a deliberate design choice. As CEO Chris Pedregal told me when I interviewed him for Fast Company recently, the value is in useful notes, not in retaining audio. The tradeoff: you can’t go back and listen to verify a quote, or hear the emotion in someone’s voice. If that matters for your work, pick an alternative below.
    10. Take private notes without a bot joining your call
    Open a typical AI note-taker and you’ll see a bot listed as a meeting participant and a robotic rectangle in your video window. Some people find these bots intrusive.
    Granola doesn’t join your meeting. It runs on your computer (or phone). Nobody else in the meeting needs to know it’s there, though I recommend telling them anyway. Ask if it’s OK if you use an AI note-taker to help you remember what we talk about. Your data is protected. Granola is SOC 2 Type 2 compliant, which basically means an independent auditor has checked that the company has safeguards to protect sensitive info.
    How Granola can make life easier
    Granola is useful beyond work meetings. Here are some ways I’ve used it:
    * Learn from conferences and workshops. Capture notes from panels and talks. Later, search across all the sessions. “Which speakers mentioned AI regulation?” or “What books did speakers recommend?” You get a searchable archive of an entire event.
    * Catch up with online courses and webinars. I use Granola when I’m hosting or watching a Substack Live. If I have to step away, I can catch up. Or I can search across a series. “Remind me which tactics we covered.”
    * Prepare for a follow-up. Use the “Prep me” recipe before meeting with someone again. It pulls together what you talked about last time.
    * Capture medical or personal appointments. You can use Granola for therapy sessions, vet visits, or doctor appointments. Ask for permission. When you leave and can’t remember what the expert said about dosage or next steps, check the transcript.
    How to make the most of Granola
    * Ask permission first. Even though Granola doesn’t record audio, let people know you’re using an AI note-taker if it’s not a public event. I usually say something like: “Is it okay if I use an AI note-taker to sum up the meeting? I’m happy to share the summary with you. If you’d prefer, I can keep it off.”
    * Split long events into separate sessions. If you’re at a three-hour workshop with distinct segments, stop and restart Granola between sections. You’ll get more detailed summaries for each section instead of one sprawling summary.
    * Choose your AI model. On the paid plan, you can select an advanced AI model. I like Claude’s Sonnet 4.6 Thinking. You can switch to a Gemini or ChatGPT model.
    Limitations
    No tool is perfect. Here’s where Granola falls short so far:
    * No audio or video playback. You can’t go back and listen to what someone said for the emotion in their voice.
    * No file uploads yet. You can’t drag in an old interview recording or audio file for transcription. So far the focus is on live meetings.
    * Chats can get messy. Granola doesn’t have a place to store answers you get when you query your meetings. You have to copy & paste into a separate notes tool. And it’s not optimized for taking notes without audio.
    * Limited free archive. On the free plan, you only get access to 30 days of meeting archives.
    * No Android app yet. Available on Mac, Windows, and iPhone. I expect the Android app to launch later in 2026.
    Alternatives to Granola
    Granola is best for people who take their own notes during meetings and want AI to fill in the rest. If you’re on Android, Otter is a popular alternative until Granola’s Android version is available. If you want to upload recordings, or if you need video or audio saved, you may want something else. Consider these alternatives:
    * Fathom is a good option if you want video and audio recordings tied to a time-coded summary. Click on part of the summary to jump to that part of the recording. Start with the free version. It’s useful for sessions where you want to go back and watch specific moments. I sometimes use Fathom alongside Granola.
    * MacWhisper is useful for transcribing audio files you’ve recorded elsewhere. It can run locally on your Mac, so nothing leaves your device. You can buy it as a one-time purchase for $74. The free version also works well.
    * Supernormal is one I’ve used and liked.
    * For more options: Wonder Tools contributor Ulrike Langer, who writes the great News Machines newsletter about how news orgs are using AI, recently wrote a guide to transcription tools with additional alternatives.
    How to get started 🚀
    * Try it for one meeting. Download Granola on Mac or Windows, or grab the iPhone app. Connect your calendar and join a meeting. Take a few of your own notes. See how Granola combines them with the transcript summary afterward.
    * Try an in-person meeting. Bring your iPhone to a coffee meeting or a live event and open the Granola app. See how the mobile transcription feels.
    * Chat with your first summary. After your meeting, try asking a few questions:
    * “What were the three main takeaways?”
    * “What deadlines or follow-ups should I remember?”
    * “Summarize this meeting in 3 sentences for a colleague.”
    Try Granola free for a month →
    What are you using and why? Leave a comment 👇


    This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit wondertools.substack.com/subscribe
  • Wonder Tools

    AI, Art, and Drawing the Line 🖌️

    2026/03/27 | 47 mins.
    This is a free preview of a paid episode. To hear more, visit wondertools.substack.com

    I recently talked with Jason Chatfield a New Yorker cartoonist and creator of the lively New York Cartoons Substack. He sketched while we talked, as part of his video series Draw Me Anything. We traded ideas about writing, editing, tools, and where to draw the line with AI. 📺 Watch the conversation above, or read highlights below.
    Takeaways from Our Conversation 🛠️
    * Teach your AI assistant to offer personalized editing suggestions. I’ve trained a Claude Project to learn from my past writing and editing. It catches typos like double commas, cliches, redundant language, weak verbs, and sloppy copy. Instead of having it make changes, I ask it for a punch list of suggestions.
    * Talk before you type. I turn on my AI dictation app, Letterly, and just start talking. The AI-enabled transcription and summary I get helps me make sense of ideas rolling around in my mind. Then the next part of the writing process becomes more about shaping and editing those ideas, rather than staring down a blank screen.
    * Ask AI to interview you. After a conference or a day of meetings, get your AI assistant to ask you follow-up questions. That conversation forces you to articulate ideas you haven’t fully formed.
    * Teach your AI assistant to be a critic, not a ghostwriter. Ask it to challenge your structure, suggest sections to cut and to explain why, and to point out your blind spots. Your friend might be too polite to tell you a section of your piece you’ve worked on for hours is redundant or dull. Your AI assistant will, if you train it to.
    * Let’s read books collectively. We’re reading 10 AI books in 2026 through the Wonder Tools Book Group. (For WT paid subscribers). We started with AI Snake Oil, whose co-author was a surprise guest at our first gathering. Reading together allows us to benefit from dialogue. And we can learn more deeply from books than we can from a random diet of posts and videos.
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    Tips Jason shared during our conversation
    * Work from a calendar, not a to-do list. Sometimes what’s most valuable is a workflow, not a specific tool. Like timeboxing. Jason predicts how long a task will take, blocks time in his calendar (iCal), then learns from the difference between his estimate and how long the task actually took. His timeboxing Medium post about the process went viral.
    * Build a grumpy editor. Jason created a J. Jonah Jameson–style editor persona in Gemini. If you’re not familiar with the Spider-Man character, he’s a cantankerous, chain-smoking newspaper editor who tears apart a writer’s drafts. Jason says he takes about half of the suggestions.
    * Choose your tools based on who built them. Jason uses Grammarly and Gemini, but refuses to use Meta AI or Grok. If he doesn’t trust those building a platform, he opts out.
    * Learn the analog way before you go digital. Jason suggests students draw by hand first, not on an iPad. If you draw a bad line with a dip pen, you can’t hit undo. You learn through that process.
    * Use AI to brainstorm, but know when to stop. Cartoonist Alex Hallatt of Cartooning in the Age of AI used an AI assistant to riff on cartoon premises from messy notes. Jason said she was intrigued by the results, until the bot offered to draw the cartoon for her. 👇
    Tools & Apps We Discussed 👇

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Wonder Tools helps you discover the most useful sites and apps. Building on one of Substack's most popular productivity newsletters, each episode of the podcast includes specific tips on how to make the most of these new tools to work creatively and productively. wondertools.substack.com
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