29 Jul 25 TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS AND BUILT 2026 MEDIA EMPIRES OVERNIGHT
Substack isn’t new, but the people flocking to it in 2026? That’s what’s interesting. Influencers, journalists, economists, and even musicians are skipping the usual platforms and building entire communities around newsletters. Some do it to escape algorithms, others just want to write without getting buried under brand deals or endless collabs. There’s something raw about it. It feels a little like blogging in the early 2000s, before every post had a sponsorship tag.
And maybe that’s why readers are sticking around. Amra and Elma notes that audiences want a voice in their inbox that sounds like someone thinking out loud, not performing for an algorithm. In 2026, several top creators are reporting six-figure annual revenue from paid subscribers alone, with open rates that consistently outperform traditional media newsletters by double-digit margins. Here are the top 25 people turning Substack into something that actually matters.
25 TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS DOMINATING 2026 MEDIA
How top influencers who started Substack newsletters are generating six-figure subscriber revenue and outperforming traditional media engagement in 2026
Updated for 2026, more than 30 percent of high-earning creators on Substack are now crossing $250,000 per year in paid subscriptions alone, with top influencers who started Substack newsletters reporting open rates between 45 and 70 percent compared to the 18 to 25 percent average across mainstream media. Several creators on this list have built subscriber bases exceeding 100,000 readers, converting 5 to 10 percent into paid tiers priced between $8 and $15 per month, creating recurring revenue streams that rival mid-size digital publications. In some cases, a single viral essay has driven over 20,000 new sign-ups within 72 hours, proving that owned audiences in 2026 are not just safer than algorithm-driven platforms but dramatically more profitable.
25 TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS AND REWRITING 2026 POWER STRUCTURES(Quick View)
Newsletter Media Empire Rankings 2026
Inbox. Empire. Overnight.
Top Influencers Who Started Substack Newsletters Dominating 2026
25 Writers and Journalists Who Built Media Empires One Email at a Time
Ranked by primary platform followers · 2026 counts · Newsletter niche & estimated net worth included
25 TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS MAKING MILLIONS IN 2026
TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #1. Heather Cox Richardson
Heather Cox Richardson is a historian and political writer known for her daily newsletter, Letters from an American. Her Substack has grown to over 1.3 million subscribers, making her one of the most successful newsletter authors ever. She blends U.S. history with current political analysis in a calm, accessible tone. Her background as a professor helps her connect complex events to long-term trends. Readers often describe her newsletter as a grounding presence during political chaos. Richardson’s work has turned Substack into a serious platform for educational journalism.
In 2026, Richardson expanded Letters from an American with a twice-weekly paid tier and live virtual history briefings that drew over 75,000 concurrent viewers per session during the presidential primary cycle, pushing her subscriber base past 1.5 million and cementing her as Substack’s highest-grossing political writer.
TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #2. Mona Charen
Mona Charen is a conservative political commentator with decades of experience in journalism and policy. She uses her Substack to challenge both left-wing and right-wing orthodoxy, often writing from a center-right perspective. Her total platform reach is around 832,000, including her podcast and syndicated columns. Charen’s newsletter mixes political critique with cultural insights, appealing to readers who value nuance. She’s also a senior fellow at the Ethics and Public Policy Center. Her voice is respected for being principled, even if unpopular.
In 2026, Charen launched a premium subscriber-only policy series tied to the election cycle, partnering with The Bulwark for cross-platform distribution that increased her paid conversion rate by 18 percent and drove a measurable spike in podcast sponsorship revenue.
I was planning to vote by mail until last week. Now, though my age puts me in a higher risk group for Covid, I plan to vote in person to defy any tampering with the postal service by the President of the United States. Suspect I speak for many.
— Mona Charen (@monacharen) August 17, 2020
TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #3. Martyn Wendell Jones
Martyn Wendell Jones writes personal essays and parenting reflections that feel more like letters than articles. His Substack audience, which contributes to his 832K total platform reach, values his poetic and often humorous voice. He blends theology, pop culture, and fatherhood in a way that feels both modern and timeless. A former editor and essayist, he has built a loyal audience outside of traditional publishing. Jones uses Substack as a quiet, contemplative corner of the internet. His writing often feels like reading a friend’s beautifully written thoughts.
In 2026, Charen launched a premium subscriber-only policy series tied to the election cycle, partnering with The Bulwark for cross-platform distribution that increased her paid conversion rate by 18 percent and drove a measurable spike in podcast sponsorship revenue.
TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #4. Will Saletan
Will Saletan is a longtime political analyst best known for his work at Slate. On Substack, he dissects political narratives with clarity and wit. His combined platform reach is estimated at over 800K, with Substack giving him a space to dig deeper into themes without editorial constraints. Saletan focuses on truth-seeking and evidence-based argument rather than partisan hot takes. He’s especially popular among centrist and data-minded readers. His newsletter stands out for its intellectual honesty and restraint.
In 2026, Saletan released a serialized investigative deep dive into election misinformation that was cited in three congressional hearings and drove a 27 percent surge in new paid subscribers within a single quarter.
How did authoritarianism arise in America in our time?
By tracking the gradual corruption of one man, I set out to explain how it happened: the rationales, the self-deceptions, the descent into madness.
His story is a warning. Our democracy is not safe. https://t.co/sTJnPU4e1z
— Will Saletan (@saletan) May 9, 2023
TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #5. Cathy Young
Cathy Young is a journalist and cultural critic who’s been writing about gender, speech, and politics for decades. Her Substack offers sharp analysis of hot-button issues with a liberal-leaning libertarian tone. With a total reach of around 832K, she appeals to readers who feel alienated by extremes. Young’s writing is known for being well-sourced, skeptical, and often funny. She doesn’t shy away from controversial topics, and her independence has earned her respect across ideological lines. Her Substack feels like a crash course in critical thinking.
In 2026, Young’s multi-part series on free speech and campus policy was syndicated across two major digital outlets, resulting in a 15 percent subscriber growth spike and a record-breaking month for reader donations.
This…is…not a photoshop?
*Ded* https://t.co/nyeSpzYHwx
— Cathy Young 🇺🇸🇺🇦🇮🇱🇬🇪 (@CathyYoung63) November 20, 2019
TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #6. Bari Weiss
Bari Weiss is a former New York Times opinion editor who launched The Free Press on Substack. Her platform quickly became one of the biggest on the site, with hundreds of thousands of paying and free subscribers. Weiss writes about politics, culture, and free speech with a focus on independent thinking. She’s built a team of contributors, making her Substack operate like a full newsroom. Her audience spans both liberals and conservatives who are tired of tribalism. Weiss uses her influence to spotlight underreported stories and controversial thinkers.
In 2026, Weiss expanded The Free Press into a full multimedia operation with a daily video briefing and live town halls across five U.S. cities, surpassing 1 million total subscribers and reportedly generating eight-figure annual revenue.
Two and a half centuries later, we still hold these truths to be self-evident.
Join @TheFP for a yearlong celebration of America’s 250th birthday: where we’ve come from, where we are, and where we’re going.https://t.co/iRCF2HbxW8 pic.twitter.com/t0LtbsFh2a
— Bari Weiss (@bariweiss) July 2, 2025
TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #7. Jessica Reed Kraus
Jessica Reed Kraus, also known as @houseinhabit on Instagram, launched a viral Substack blending pop culture, conspiracy commentary, and social essays. Her storytelling style is personal, mysterious, and highly engaging, attracting over 450K readers. She became known for deep dives into celebrity court cases like Depp vs. Heard. Kraus writes like a modern-day gonzo journalist with a twist of vintage Tumblr energy. Her readers treat each post like an unfolding series. She’s turned Substack into a stage for digital sleuthing.
In 2026, Kraus launched a subscription-only investigative series covering a high-profile celebrity trial that brought in over 40,000 new paid subscribers in 90 days and secured a development deal for a streaming docuseries adaptation.
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TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #8. Jim Acosta
Jim Acosta is a former CNN White House correspondent who moved his commentary to Substack. His newsletter features news analysis, political interviews, and unfiltered takes. With a sizable following of around 400K, Acosta brings his recognizable voice to a more intimate platform. Readers appreciate his behind-the-scenes insights from years in broadcast journalism. He often posts multimedia updates including videos and live sessions. Acosta uses Substack to engage with readers more directly than cable news allows.
In 2026, Acosta introduced a weekly subscriber-exclusive video town hall during the election cycle that averaged 60,000 live views and led to a 20 percent growth in his paid tier within six months.
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TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #9. Jennifer Rubin
Jennifer Rubin is a longtime opinion writer known for her shift from conservative to center-left commentary. Her Substack focuses on democracy, legal news, and political accountability. With an estimated following of 390K, she has found a loyal audience seeking daily perspective on U.S. politics. Rubin writes with urgency and moral clarity, especially in her coverage of the Trump era. Her newsletter often feels like a dispatch from the frontlines of political institutions. Readers turn to her for consistency and conviction.
In 2026, Rubin rolled out a daily legal accountability tracker during the federal election year, boosting her open rates above 52 percent and increasing paid subscriptions by nearly 30 percent compared to the previous year.
BIG NEWS. I have left the Post. Corporate and billionaire media are failing to meet the moment. Please subscribe and join the fight. http://contrarian.substack.comAnd because I want to be true to my values I am leaving X. I refuse to enable the Elon-Trump presidency.…
— Jen ‘now @jenrubin9’ Rubin (@JRubinBlogger) January 13, 2025
TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #10. Katie Couric
Katie Couric, the iconic TV journalist, took her storytelling into the newsletter space with a Substack covering wellness, culture, and women’s issues. Her name recognition alone attracted a wide subscriber base—around 360K. She blends interviews, tips, and reflections with her signature charm. Her Substack feels like a magazine curated by your smart, accomplished friend. Couric also uses it as a launchpad for her media brand. It’s a masterclass in translating legacy media clout into digital intimacy.
In 2026, Couric partnered with a national wellness brand for a subscriber-only interview series featuring 12 high-profile guests, driving a 25 percent jump in newsletter revenue and expanding her list beyond 400,000 readers.
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TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #11. Megyn Kelly
Megyn Kelly brought her sharp broadcast style to Substack after leaving mainstream networks. Her newsletter mixes politics, interviews, and commentary that often challenge media narratives. With over 320K followers, she has cultivated a base of independent thinkers. Kelly’s content is unapologetic and often controversial, which draws strong reactions and loyal subscribers alike. Her background in law and journalism makes her Substack punchy and polished. It’s an outlet where she can fully control her message without network oversight.
In 2026, Kelly secured an exclusive podcast distribution partnership that integrated directly with her Substack, increasing her paid membership base by 19 percent after a headline-making investigative interview surpassed 5 million combined views.
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TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #12. Noah Smith
Noah Smith, an economist and former Bloomberg columnist, runs Noahpinion on Substack. His content dives into macroeconomics, tech, urbanism, and global development with clarity and energy. With around 300K subscribers, his newsletter is beloved in policy and startup circles. Smith often mixes charts with memes and long-form essays, striking a balance between accessible and nerdy. He’s known for his optimistic tone and data-backed takes. On Substack, he’s created a home for future-minded economic thinkers.
In 2026, Smith published a 50-page economic outlook report exclusively for paid subscribers, attracting over 8,000 new annual memberships in one quarter and landing speaking engagements at three global tech conferences.
People think cathedrals like this were built by some ancient long-lost civilization. Bruh this cathedral was finished in 1965. https://t.co/RRXoOUAtCM
— Noah Smith 🐇 (@Noahpinion) August 20, 2024
TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #13. Lenny Rachitsky
Lenny Rachitsky writes one of the most popular business newsletters on Substack, especially among tech leaders. A former Airbnb product lead, he now shares frameworks, case studies, and interviews for startup and growth professionals. With a following of around 280K, Lenny’s Newsletter has become a go-to resource for product managers. It feels practical, tactical, and generous. He monetizes through a paid tier but offers immense free value. His Substack is like a mentorship program in email form.
In 2026, Rachitsky launched a paid AI product strategy masterclass series that sold out within 48 hours, adding more than 10,000 new premium subscribers and expanding his newsletter revenue into the multi-million-dollar range.
“No fluff. Pure gold mine. I am going to read both his books.
“I am an AI founder. I found useful information that’s immediately valuable.”
“He nailed every single mistake B2B SaaS is making and has a solution for each of them.”
“Finally, some practical advice on pricing AI… https://t.co/XSU0e9wNEH
— Lenny Rachitsky (@lennysan) July 28, 2025
TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #14. Joanna Goddard
Joanna Goddard transitioned her iconic lifestyle blog Cup of Jo into a Substack newsletter, reaching around 250K subscribers. She writes about motherhood, beauty, food, and relationships with warmth and humor. Her Substack retains the blog’s community feel while adding intimacy. Readers love her voice—it’s thoughtful, relatable, and curious. Guest posts and reader Q&As give it a personal touch. It’s like a conversation over coffee in email form.
In 2026, Goddard introduced a subscriber-only parenting essay series tied to a live NYC event tour that sold over 3,000 tickets and increased her paid membership base by 16 percent year over year.
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TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #15. Blackbird Spyplane
Blackbird Spyplane, run by Jonah Weiner, carved out a niche as a stylish, funny, and slightly chaotic newsletter. With around 210K followers, it covers fashion, objects, interviews, and cultural oddities. The writing is packed with slang, parentheticals, and invented terms—instantly recognizable. It doesn’t feel like a brand; it feels like a weird, brilliant friend. Blackbird Spyplane made newsletters cool for the hypebeast crowd. It’s not just read—it’s obsessed over.
In 2026, Blackbird Spyplane collaborated with a heritage fashion label on a limited capsule collection promoted exclusively through its newsletter, driving a 35 percent spike in subscriber growth during the launch month.
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TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #16. Grace Atwood
Grace Atwood, known from her blog The Stripe, turned to Substack to deepen her connection with her audience. Her newsletter includes product recommendations, book lists, beauty picks, and real-life updates. With around 200K followers, she has become a trusted voice in the fashion and lifestyle space. Her tone is friendly and aspirational without feeling forced. Atwood’s Substack feels like a thoughtful note from someone who genuinely enjoys sharing what she loves. It’s both curated and cozy.
In 2026, Atwood launched a members-only shopping club with quarterly curated boxes that sold out in under two hours and lifted her annual newsletter revenue by an estimated 28 percent.
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TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #17. Leandra Medine
Leandra Medine, founder of Man Repeller, launched The Cereal Aisle on Substack after stepping away from traditional blogging. Her tone is self-aware, sharp, and often laugh-out-loud funny. With around 100K followers, her posts blend fashion musings with deep introspection. Readers who missed her unique perspective have flocked to her new platform. Her writing feels like it’s growing up alongside her audience. Substack lets her be candid and weird in a way that’s totally unfiltered.
In 2026, Medine released a serialized memoir project through Substack that secured a traditional publishing deal after attracting over 5,000 new paid subscribers in its first six weeks.
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TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #18. Freddie deBoer
Freddie deBoer is an academic and writer who gained popularity for his no-nonsense takes on politics and culture. With over 66K subscribers, his Substack stands out for its honesty and refusal to pander. He writes at length and with depth, often challenging dominant narratives from both left and right. DeBoer’s tone is sometimes grumpy, always incisive. He’s built trust by being consistent, even when controversial. His newsletter feels like a brainy bar argument—if the bar had footnotes.
In 2026, deBoer’s long-form series on higher education reform was referenced in multiple academic journals and pushed his paid subscriber count up by 21 percent following a viral 10,000-word essay.
TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #19. Laura Reilly
Laura Reilly runs Magasin, a fashion shopping newsletter known for its editorial taste and product recommendations. With around 20K subscribers, she writes like a best-dressed friend sharing a secret Google Doc. Reilly’s background in media gives her a sharp eye for what’s stylish and worth buying. Her picks go beyond trends and into the why behind a look. Each post feels like a personal curation, not just affiliate fodder. She’s turned Substack into a digital boutique window.
In 2026, Reilly introduced a subscriber-exclusive fashion forecast report that drove affiliate-linked sales up 40 percent during fall fashion week and doubled her paid subscriber base within one season.
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TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #20. Becky Malinsky
Becky Malinsky is a former WSJ fashion editor whose Substack 5 Things You Should Buy hits inboxes with concise, smart style advice. With about 18K subscribers, she’s known for her minimal aesthetic and well-edited recommendations. Her newsletter is beloved for skipping fluff and offering highly curated tips. It’s ideal for readers who want fewer but better suggestions. Her Substack reads like a stylist’s private notes, delivered with polish and practicality. It’s as efficient as it is chic.
In 2026, Malinsky partnered with a direct-to-consumer footwear brand for a limited subscriber-only pre-sale that sold through 80 percent of inventory in 72 hours and lifted her newsletter conversions by 24 percent.
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TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #21. Meg Strachan
Meg Strachan, founder of jewelry brand Dorsey, writes What I Put On Today, a newsletter that fuses business, fashion, and personal updates. With around 13K readers, her tone is casual, candid, and visually driven. She often shares behind-the-scenes looks at running a brand. Readers appreciate her transparency and mix of inspiration with real talk. Her aesthetic is clean, editorial, and very wearable. Strachan’s Substack feels like the CEO’s closet and journal combined.
In 2026, Strachan documented Dorsey’s $50 million annual revenue milestone inside her newsletter, leading to a 30 percent increase in subscriber engagement and a surge in referral-driven sign-ups.
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TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #22. Jane Herman
Jane Herman’s Substack Jane on Jeans focuses on denim, personal style, and thoughtful essays. With around 11K subscribers, she writes from a designer’s point of view but with emotional depth. She shares memories through clothes, reflecting on how what we wear shapes our identity. Her voice is quiet and strong, her taste impeccable. It feels like reading a beautifully written short story with shopping links. Her Substack is fashion memoir meets minimal retail therapy.
In 2026, Herman launched a denim capsule collaboration revealed exclusively to her Substack readers, selling out the initial 5,000-unit run in under a week and increasing paid subscriptions by 17 percent.
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TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #23. Melanie Masarin
Melanie Masarin, founder of Ghia, writes Night Shade, a newsletter that blends travel, taste, and sensory storytelling. With around 10K subscribers, it’s an extension of her brand’s ethos: intentional and elevated. Masarin writes about the places and things that inspire her, from Amalfi hotels to linens and glassware. Readers come for the aesthetics and stay for the tone. Her Substack is calm, curated, and a little bit dreamy. It’s like slow living in email form.
In 2026, Masarin tied Night Shade to a limited-edition Ghia summer travel pop-up across three European cities, boosting newsletter sign-ups by 26 percent during the campaign window.
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TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #24. Emma Gannon
Emma Gannon is a UK-based writer and podcaster who moved her blog audience to Substack with The Hyphen. She writes about creativity, work, and identity with a warm, self-reflective style. With around 10K subscribers, she’s found a niche audience that values honest storytelling. Her posts often explore burnout, boundaries, and finding joy in small moments. Gannon’s voice feels like a wiser older sister who’s been through the same mess. Her Substack is quietly powerful.
In 2026, Gannon released a creativity-focused online course promoted solely through The Hyphen, enrolling over 2,500 students in its first launch cycle and increasing her paid subscriber base by nearly 20 percent.
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TOP INFLUENCERS WHO STARTED SUBSTACK NEWSLETTERS #25. Neko Case
Neko Case, the indie music icon, launched Entering the Lung, a Substack filled with field notes, stories, and reflections on nature. With a smaller but dedicated audience of around 8K, she uses the platform like a personal journal. Her posts blend environmental wonder with poetic fragments and photo essays. It’s not a promotional tool—it’s art. Case’s Substack is haunting, honest, and deeply her. It feels like a song that arrives by email.
In 2026, Case paired Entering the Lung with a limited vinyl release and subscriber-only live acoustic stream, drawing over 4,000 paid members to the event and pushing her Substack revenue to its highest year yet.
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CONCLUSION
So yeah, Substack in 2026 isn’t just a place for political rants or niche tech takes anymore. It’s where the internet’s most interesting people are quietly doing their best work, and in many cases earning more from 10,000 paying readers than they ever did from brand-heavy social feeds. No flashy filters, no viral dances, just writing that feels like it actually has a heartbeat. Some posts are sharp and opinionated, others read like you’re eavesdropping on a private journal entry. You don’t have to scroll past sponsored detox teas to get to it.
There’s a strange intimacy to it all, like these creators trust you more than their feeds ever did. In 2026, several top Substack writers are reporting paid subscriber conversion rates between 5 and 12 percent, with annual recurring revenue crossing seven figures for the biggest names. Some of the names here are massive, others are building something slow and steady with 8,000 to 50,000 loyal readers who actually open every email. Either way, they’re reshaping what it means to show up online. Just a person, a keyboard, and a direct line to whoever wants to listen.
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