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LEGEND!
Turner Novak
TN
PersonInvestorFounder
Turner Novak

Turner Novak is the founder and solo General Partner of Banana Capital, a seed-stage venture fund investing in internet-first founders. He grew up in Winnipeg, Canada, in a single-parent household with intermittent internet access, then built a career path from CFA studies and endowment investing to VC entirely through Twitter presence and a viral fantasy portfolio. He hosts The Peel podcast, writes The Split newsletter, and operates from Ann Arbor, Michigan - proving that Midwest contrarianism and relentless online engagement can be a genuine edge in consumer tech investing.

venture-capitalconsumer-techpre-seedseedbanana-capitalthe-peel
LEGEND!
Wesley Morris
WM
PersonJournalistCreator
Wesley Morris

Wesley Morris is the only writer in history to win the Pulitzer Prize for Criticism twice - once in 2012 at The Boston Globe and again in 2021 at The New York Times, where he serves as Critic at Large. A Yale-educated Philadelphia native, Morris writes about film, music, race, and American identity with a voice that is simultaneously playful and incisive. He co-hosted the NYT podcast Still Processing for six years, launched Cannonball in June 2025, and runs a Substack newsletter. His work stands at the intersection of entertainment and cultural politics, making him one of the most respected voices in American criticism.

film-criticcultural-criticismpulitzer-prizenew-york-timespodcastrace-culture
LEGEND!
Kyla Scanlon
KS
PersonCreatorAuthor
Kyla Scanlon

Kyla Scanlon is an economist, author, and content creator who coined the term 'vibecession' and has built a multi-platform media presence dedicated to making economics accessible. Her debut book 'In This Economy? How Money and Markets Really Work' (2024) became a New York Times bestseller. She reaches over 1 million followers across TikTok, Instagram, YouTube, Substack, and Twitter/X, and has been named to Barron's 100 Most Influential Women in U.S. Finance. A triple major from Western Kentucky University, she left a career in institutional asset management at Capital Group to pursue financial education full-time.

economicsfinancecontent-creatortiktoknewslettersubstack
LEGEND!
Kevin Rose
KR
PersonFounderInvestor
Kevin Rose

Kevin Rose is a serial tech entrepreneur, angel investor, and wellness advocate who founded Digg in 2004 with $1,200 and turned it into a 38-million-user social news juggernaut. A former Google Ventures partner with early bets on Twitter, Square, Uber, and Slack, he has since pivoted toward deep wellness practices - Zen meditation, intermittent fasting, cold exposure - while building the ZERO and OAK apps. In 2025, he re-acquired Digg alongside Reddit co-founder Alexis Ohanian, relaunching it in January 2026 as an AI-powered Reddit alternative. He publishes a widely-read newsletter at kevinrose.com and hosts The Kevin Rose Show podcast.

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LEGEND!
Lenny Rachitsky
LR
PersonFounderCreator
Lenny Rachitsky

Lenny Rachitsky is the author of Lenny's Newsletter, the world's largest product-focused newsletter with 1.2M+ subscribers, host of a top-10 global tech podcast, angel investor in 130+ companies, and former product lead at Airbnb where he helped transform instant booking from 5% to 80%+ of all reservations. Born in Odesa, Ukraine to refusenik parents who emigrated to the US when he was six, Lenny built a lean, high-quality media empire that earns $3M+ annually — all from a home studio in Marin County, with a digital fireplace backdrop and a strict no-meetings-before-3pm rule.

product-managementgrowthnewsletterpodcastsubstackairbnb
LEGEND!
Louie Bacaj
LB
PersonEngineerFounder
Louie Bacaj

Louie Bacaj is an Albanian-American software engineer turned entrepreneur who climbed from immigrant poverty in the Bronx to Senior Director of Engineering at Walmart, then walked away from it all in 2021 to build a portfolio of small bets. He co-founded the Small Bets learning community with Daniel Vassallo, runs the M&Ms Newsletter on Substack with 9,000+ subscribers, and teaches engineers how to level up their careers and build income outside the 9-to-5. His philosophy: make money with bits, diversify into atoms.

software-engineerentrepreneurnewslettercareer-advicesmall-betsengineering-leadership
LEGEND!
Luca Rossi
LR
PersonFounderEngineer
Luca Rossi

Luca Rossi is an Italian software engineer, entrepreneur, and writer based in Rome who turned a side project into one of the world's most-read engineering leadership newsletters. After co-founding and scaling travel startup Wanderio to 25M+ customers over eight years, he launched Refactoring in 2020 - a newsletter covering engineering management, software teams, and tech leadership. It now reaches 172,000+ subscribers, ranks in the top 10 Substack business newsletters, and generates approximately $300K/year in revenue, all operated solo. He also hosts the Refactoring Podcast, featuring guests like DHH, Kent Beck, and Camille Fournier, and in 2025 released Tolaria, a free open-source macOS knowledge base app built entirely with AI coding tools.

engineering-leadershipnewsletterrefactoringctoengineering-managementsolopreneur
LEGEND!
Noah Smith
NS
PersonJournalistAuthor
Noah Smith

Noah Smith is an independent economist-turned-writer best known for Noahpinion, one of Substack's largest economics newsletters with over 414,000 subscribers. A former Bloomberg Opinion columnist and ex-finance professor at Stony Brook University, he writes about technology, macroeconomics, geopolitics, and domestic policy with a techno-optimist, center-left lens. He also co-hosts the 'Econ 102' podcast with Erik Torenberg and is working on an English-language macroeconomics book.

economicstechnewslettersubstackbloombergnoahpinion
LEGEND!
Peter Yang
PY
PersonStoryCreatorFounder
Peter Yang

Peter Yang is a product leader turned creator economy educator, currently a Principal Product Lead at Roblox with a decade of experience shipping features at Facebook, Twitter, Twitch, Credit Karma, and Reddit. He runs Behind the Craft, a Substack newsletter and podcast with 148,000+ subscribers focused on practical AI tutorials and interviews with top product and AI leaders. He invented Twitch Raids, launched Reddit Talk, and grew Facebook Live from zero to millions of viewers — and now teaches 100,000+ subscribers how to build products and careers in the AI era.

creator-economyproduct-managementnewsletterbehind-the-craftaisubstack
LEGEND!
Sachin Rekhi
SR
PersonStoryFounderOperator
Sachin Rekhi

Sachin Rekhi is a Silicon Valley product management authority, serial entrepreneur, and the voice behind one of tech's most-read PM newsletters. He co-founded and grew LinkedIn Sales Navigator from $0 to $200M+ ARR, built and sold two companies (Anywhere.FM to imeem; Connected to LinkedIn), and now runs Notejoy with his wife Ada Chen Rekhi while training 10,000+ product managers through his newsletter, courses, and podcast.

product-managemententrepreneurnewslettersaasstartupvc-backed
LEGEND!
Simon Owens
SO
PersonStoryJournalistCreator
Simon Owens

Simon Owens is a Washington, DC-based media industry journalist, newsletter writer, and podcast host who runs Simon Owens's Media Newsletter on Substack. Known for deep-dive reporting on how publishers create, distribute, and monetize digital content, he has interviewed over 1,000 media entrepreneurs and built one of the most-followed independent media newsletters, with 38,000+ Substack followers and 61,000+ LinkedIn followers. His work covers the creator economy, subscription models, local news, and the evolving business of digital publishing.

mediajournalismnewslettercreator-economysubstackpodcast
LEGEND!
Sophie Buonassisi
SB
PersonExecutiveCreator
Sophie Buonassisi

Sophie Buonassisi is SVP of Marketing at GTMfund and GTMnow, where she leads a 58,000+ subscriber newsletter and media brand at the intersection of go-to-market strategy, venture capital, and B2B SaaS. A criminology graduate turned growth marketer, she spent 4.5 years as the first GTM hire at Spiralyze before standing out from 400+ applicants to join GTMfund. She transformed the GTM Newsletter into GTMnow - a full media brand that includes the reacquired Sales Hacker podcast (622+ episodes), a private Inner Circle community, and editorial content reaching 50,000+ founders, GTM leaders, and investors globally.

gtmgo-to-marketmarketingsalesventure-capitalnewsletter
LEGEND!
Swyx (Shawn Wang) & Alessio Fanelli
S(
PersonFounderEngineer
Swyx (Shawn Wang) & Alessio Fanelli

Swyx (Shawn Wang) and Alessio Fanelli are the co-hosts of Latent Space, the #1 AI Engineering podcast and newsletter with 200,000+ subscribers and 10M+ total readers. Swyx — a former Singapore hedge fund trader turned developer advocate who coined the term 'AI Engineer' — and Alessio — a Forbes 30 Under 30 VC partner and Rome-born dropout-turned-engineer — together define the curriculum and culture of a generation of engineers building with AI.

ai-engineeringlatent-spacepodcastnewsletterdeveloper-relationsmachine-learning
LEGEND!
Taylor Lorenz
TL
PersonJournalistAuthor
Taylor Lorenz

Taylor Lorenz is an independent journalist, author, and media operator who has spent her career documenting how the internet reshapes fame, culture, power, and everyday life. After stints at Business Insider, The Daily Beast, The New York Times, and The Washington Post, she left legacy media in October 2024 to run User Mag, her Substack-based publication covering tech and internet culture, which quickly grew to nearly 100,000 subscribers. Her 2023 book 'Extremely Online' is a landmark social history of the influencer economy. She is widely considered one of the most influential — and most harassed — tech journalists in America.

internet culturetech journalismsocial mediainfluencer economycreator economysubstack
LEGEND!
Timothy B. Lee
TB
PersonJournalistCreator
Timothy B. Lee

Timothy B. Lee is an independent AI journalist and newsletter writer who runs Understanding AI, a Substack newsletter with over 263,000 subscribers that explains how artificial intelligence actually works - minus the hype and minus the doom. Drawing on a rare combination of a computer science master's from Princeton, two decades of tech policy reporting at outlets like Ars Technica, the Washington Post, and Vox, and an instinct for clear, jargon-free prose, Lee has become one of the most-read independent voices in AI journalism. His superpower is translating complex machine learning concepts into accessible explainers that neither oversell nor undersell the technology.

ainewslettersubstackjournalismtech-policyexplainer
LEGEND!
Adam Tooze
AT
PersonAuthorJournalist
Adam Tooze

Adam Tooze is the Kathryn and Shelby Cullom Davis Professor of History at Columbia University, Director of the European Institute, and one of the most widely-read public intellectuals in economics and geopolitics. His newsletter Chartbook on Substack has over 181,000 subscribers and his books - including The Wages of Destruction, Crashed, and Shutdown - have reshaped how historians, economists, and policymakers understand financial crises, the Nazi economy, and global disorder. He popularized the term 'polycrisis' and co-hosts the Foreign Policy podcast Ones and Tooze. Known for his extraordinary output, analytical range, and willingness to publicly revise his views, Tooze is that rare figure who straddles academic history and live economic commentary with equal authority.

economicsgeopoliticshistorychartbooknewslettersubstack
LEGEND!
Agnes Callard
AC
PersonAuthorScientist
Agnes Callard

Agnes Callard is a philosopher at the University of Chicago whose work sits at the rare intersection of rigorous academic thought and genuine public provocation. Author of 'Aspiration: The Agency of Becoming' (2018) and 'Open Socrates: The Case for a Philosophical Life' (2025), she argues that Socratic open inquiry - the willingness to be persuaded by better reasons - is not just for intellectuals but for everyone. A Guggenheim Fellow and Lebowitz Prize winner, she writes for The New Yorker, The New York Times, and The Point Magazine, runs the Night Owls public debate series in Chicago, and co-hosts the 'Minds Almost Meeting' podcast with economist Robin Hanson. Known for contrarian takes ('The Case Against Travel'), deeply personal essays, and a living arrangement that keeps her ex-husband as a co-resident, Callard treats philosophy not as a career but as a way of life.

philosophyethicsancient-philosophyuniversity-of-chicagoauthorpublic-intellectual
LEGEND!
Amanda Natividad
AN
PersonCreatorExecutive
Amanda Natividad

Amanda Natividad is VP of Marketing and Chief Evangelist at SparkToro, the audience research platform co-founded by Rand Fishkin. She coined the term 'zero-click content' — the practice of creating platform-native content that delivers full value without requiring a click — and turned it into a framework, a podcast, a consultancy, and a forthcoming book. A trained chef and former tech journalist before she was ever a marketer, Amanda brings a rare blend of narrative discipline, culinary generosity, and data-driven rigor to a field that often settles for one of the three. Her newsletter 'The Menu' reaches 16,000+ subscribers and was named by Forbes among the top marketing newsletters. She has 200,000+ combined social followers and has guest lectured at Columbia Business School, Cornell, Stanford, and the University of Washington.

marketingaudience-researchsparktorozero-click-contentcontent-marketingnewsletter
READ IT!
Modern Wisdom Episode 1000: Chris Williamson ft. Matthew McConaughey
MW
StoryInterviewPodcast
Modern Wisdom Episode 1000: Chris Williamson ft. Matthew McConaughey

On the milestone 1,000th episode of Modern Wisdom, host Chris Williamson sits down with actor and author Matthew McConaughey for a wide-ranging philosophical conversation filmed against the virtual backdrop of the Interstellar corn fields in Alberta, Canada. The two explore belief, faith, forgiveness, masculinity, the difference between a nice guy and a good man, the Icarus myth in reverse, and McConaughey's new book 'Points of Prayers.' McConaughey champions the idea of modeling the rise not the result, argues that peace requires rage to reach, and redefines vulnerability as saying your truth in spite of the consequences, especially when they're scary.

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Anthony Pompliano
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Anthony Pompliano

Anthony Pompliano - known as 'Pomp' - is an Army veteran turned tech operator turned Bitcoin maximalist who built one of the most influential finance media empires on the internet. From three tours at Facebook to three weeks at Snapchat (and a whistleblower lawsuit to show for it), he has relentlessly bet on Bitcoin when no one on Wall Street would. Today he runs ProCap Financial (Nasdaq: BRR), a publicly traded Bitcoin treasury company holding 5,457+ BTC, while publishing The Pomp Letter to 270,000+ subscribers and hosting a podcast with 50 million downloads.

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Bari Weiss
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Bari Weiss

Bari Weiss is the founder of The Free Press and, since October 2025, editor-in-chief of CBS News following Paramount's $150 million acquisition of her media company. A former Wall Street Journal and New York Times editor whose viral 2020 resignation letter made her a symbol of anti-groupthink journalism, Weiss built one of the fastest-growing independent news outlets in America - reaching 1.5 million subscribers in under five years - before landing the biggest job in legacy broadcast news.

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Chris Walker
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Chris Walker

Chris Walker is the founder of Refine Labs and Passetto, widely recognized as a leading voice in modern B2B go-to-market strategy. An engineer-turned-marketer, he built Refine Labs from his living room into an 8-figure demand generation agency, pioneered the 'dark social' concept in B2B, and hosted the top-ranked B2B Revenue Vitals podcast. He has since exited Refine Labs and shifted focus to ENCODED, a neuroscience-backed human performance company, while leaving behind a generation of marketers who rethought how buyers actually buy.

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David Senra
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David Senra

David Senra is the host of the Founders podcast, one of the world's top business podcasts, where he has spent nearly a decade reading and distilling the biographies of history's greatest entrepreneurs. After consuming 400+ founder biographies, Senra has become a rare bridge between the past and present - a living repository of entrepreneurial wisdom sought out by billionaires, CEOs, and the world's most ambitious builders. His monologue-driven episodes turn founder lives into tactical lessons, and his obsession with focus, craft, and deliberate work has made him one of the most trusted voices in the entrepreneurship space. In October 2025, he launched a second podcast featuring long-form conversations with the greatest living founders.

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Emily Oster
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Emily Oster

Emily Oster is a Harvard-trained economist, Brown University professor, and the mind behind ParentData - a platform transforming how millions of parents make decisions. With four consecutive New York Times bestsellers, TIME's 100 Most Influential People recognition, and over a million books sold, she wields data like a scalpel against pregnancy myths and parenting guilt, convincing readers that evidence beats anxiety every time.

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Harry Stebbings
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Harry Stebbings

Harry Stebbings is the British founder of 20VC, the world's largest venture capital media brand and a $800M+ AUM fund. Starting his podcast at 18 with $50 and zero industry contacts, he built The Twenty Minute VC into a 100M+ download juggernaut spanning 190 countries, then parlayed that audience into a real VC fund backed by MIT and unicorn founders. He dropped out of King's College London after four weeks, co-founded Stride.VC, then launched 20VC Fund - closing a $400M third fund in October 2024. Equal parts podcaster, investor, and ultramarathoner, Stebbings runs companies and 100-mile races with the same compulsive energy.

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Heather Cox Richardson
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Heather Cox Richardson

Heather Cox Richardson is a Boston College historian who turned American history into a daily newsletter phenomenon. Her Substack 'Letters from an American' has nearly 3 million subscribers, making it one of the most-read independent newsletters in the world. She connects current political events to historical patterns with a clarity that has made her one of America's most influential public intellectuals - all from coastal Maine, where she lives with her lobsterman husband.

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Hiten Shah
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Hiten Shah

Hiten Shah is a serial SaaS entrepreneur, angel investor, and startup advisor who co-founded KISSmetrics, Crazy Egg, Nira (acquired by Dropbox in 2024), and Product Habits. Over 20+ years, he has built and scaled multiple companies using a philosophy of radical customer obsession, clarity of communication, and deliberate execution. He advises 120+ startups, has invested in 25+ companies, and shares insights through his newsletter, The Startup Chat podcast, and a 272K+ following on X.

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Joe Weisenthal
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Joe Weisenthal

Joe Weisenthal is a Bloomberg executive editor, co-anchor of 'What'd You Miss?' on Bloomberg Television, and co-host of the Odd Lots podcast with Tracy Alloway. Known on Twitter/X as @TheStalwart, he has spent 20+ years making arcane financial topics accessible and engaging for broad audiences. He helped grow Business Insider into a 50-million-visitor destination, then brought that digital-first energy to Bloomberg. His Odd Lots podcast, launched in 2015, is one of the most respected finance podcasts in the world. He is also one-quarter of the band Light Sweet Crude, proving that a man can love yield curves and guitar riffs in equal measure.

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Julian Shapiro
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Julian Shapiro

Julian Shapiro is a Canadian-born entrepreneur, deeptech seed investor, and prolific writer who built a career that spans open-source animation engines, growth marketing agencies, and a Y Combinator-backed startup. He founded Demand Curve, the largest growth marketing education platform for startups, and now runs Julian.capital, a deeptech seed fund writing $500K-$2M checks into robotics, chips, energy, medtech, and biotech. His free handbooks at julian.com - covering writing, startups, fitness, and audio - are read by over a million people annually. He co-hosts the Brains Podcast with Courtland Allen and was previously VP of Marketing at Webflow.

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Kara Swisher
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Kara Swisher

Kara Swisher is the sharp-tongued conscience of Silicon Valley - a three-decade veteran tech journalist who has interviewed every major figure in tech, co-founded Recode, written the bestselling 'Burn Book' memoir, and hosts the 'Pivot' podcast with Scott Galloway and 'On with Kara Swisher'. Known for her fearless, no-BS style, she's the journalist tech executives fear and secretly want to impress. In 2026, she launched a CNN docuseries exploring the booming longevity industry.

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