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Christopher Sopher reposted thisChristopher Sopher reposted this📨 “Google Zero” is coming for your inbox. Are you ready? News publishers have spent years treating email as the dependable direct channel: we send, readers open, readers read. AI is breaking that value chain. Gmail, Outlook and Apple Mail -- which together control 95% of the email-client market -- are increasingly sorting, summarising and acting on messages before users open them. 🤖 Soon, an AI agent may read your 30 morning newsletters, brief you on the three things worth knowing and suggest just one article to open. That doesn’t make email less important for consumers or your marketing. It changes what you must achieve with emails you send. In my latest analysis for International News Media Association (INMA), following up on the questions from our members, I argue that: 1️⃣ An email address is permission to attempt a relationship, not yet any proof of relationship or loyalty. 2️⃣ Publishers should acquire email subscribers aggressively, but send ruthlessly less. 3️⃣ Open rates will further lose meaning as machines increasingly “open” and summarise messages. 4️⃣ Every newsletter now has a second reader: the AI deciding whether the human should see it. 5️⃣ The real competition isn’t for inbox space. It’s for a scarce place in someone’s routines and relationships. For 20 years, publishers asked: “Can we reach you?” The AI era demands a harder question: “Are we important enough that you, or your agent, will choose us?” 👉 Read my analysis: https://lnkd.in/g_TZnbUZ 🌍 I study news media business model innovation for the International News Media Association (INMA): https://lnkd.in/d6wtdKRA 👉 Sign up for my newsletter: https://lnkd.in/dSxVEnxh
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Christopher Sopher shared thisHad a great time last week at PPA Festival 2026 in London. Thank you to Andrew Lee, Hannah Williams, and Jenni Allen for an amazing panel on turning newsletters into a subscription engine, and to everyone who showed up to watch our Letterhead demo like it was a silent disco. Big takeaways for me: --Email strategy from leading newsrooms has moved to full lifecycle thinking, which is awesome. Newsletters are playing a role at every step. --Owned audience engagement has replaced search as the main driver of traffic for nearly every single publisher I talked to at the conference. Not surprising, but the consistency is notable. There's plenty to do but the industry has learned (at least some of) its lesson from past technological shifts and is moving faster to build durable value. Love to see it.
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Christopher Sopher shared thisCool job alert!Christopher Sopher shared thisCome work with me! Be the voice and brains behind our flagship newsletters. There's so much opportunity here to reach and grow large audiences, be creative, write, curate, evangelize and strategize. All with the healthy level of fun the Post requires.
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Christopher Sopher reposted thisChristopher Sopher reposted thisChicago delivered. 🎉 The Letterhead team just wrapped an incredible week at the Online News Association conference, and we’re still buzzing. From our bookstore activation that brought the Letterhead community together IRL, to a cold (but unforgettable) Cubs night game at Wrigley Field with Marfeel and PressReader , to belting our hearts out at a piano bar — this week was a reminder of why we love this industry and the people in it. We had the chance to reconnect with so many brilliant minds in local and digital news: Ashley Lewis (Shaffer) • Ben Beachler • Bruce Pinchbeck • Chris 🫶 Adamo • Christopher Sopher • Cynthia DuBose • Dion Rabouin • Evan Morse • Gregory Silberman • Idalmy Carrera-Colucci • Kimberly Cregan • Lindsey Dunahoo Kristyn Wellesley, M.A., AIGP Matthew Bain Matthew DeFour Michelle Lopez Ross Maghielse Sarah Patterson Sofia Alvarez Summer Moore Synne Nikolaisen Tracy Brown Tracy Maher Tracy Ziemer Tyson Bird Ursula Murua Kateline Hullar Monica Guzman Rubina Fillion Ryan Struyk Barbara Chai Gabriela Fernandez Drew Dickson-Parham …and so many more. If we crossed paths this week, thank you for the conversation, the laughs, and the inspiration. The future of news is being built by people like you. We’re proud to be part of it. 🗞️ #ONA26 Ashley Lewis (Shaffer) #Letterhead #NewsInnovation #media #OnlineNewsAssociation
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Christopher Sopher reposted thisChristopher Sopher reposted thisOwned media has become more important than ever in the age of AI, according to new research cited by Axios today. For a long time, communications strategies have been largely organized around distribution including how to place stories, shape narratives, and borrow audiences from platforms and publications that already had them. Owned media has sometimes taken a backseat. That hierarchy is starting to invert, according to the analysis by Penta Group. Roughly 60% of cited material in LLMs comes from corporate-owned or business-produced sources. Traditional media accounts for about 25%, with the rest split across user-generated and third-party platforms. For more general queries, the split is closer – earned media at 28%, owned content at 22% – but the direction is clear. Basically AI systems aren't optimizing for reach. They're assembling answers from a set of sources and which sources are included begins to determine not just visibility, but how a company is described. What's notable is the kind of content that makes it into that set. Not campaign language or carefully calibrated messaging, but material that looks and feels more like real journalism. The implications aren't just theoretical. When a company doesn't publish clearly and consistently on a topic, the system doesn't leave the question unresolved. It answers using whatever sources are available. Absence isn't neutral, it's an opening. This changes the function of owned media entirely. It's no longer simply a channel for expression or storytelling. It becomes infrastructure – a body of material that can be retrieved, interpreted, and recombined by systems generating answers at scale. The task is less about what a company wants to say and more about whether what it has said can be used. Most organizations aren't built with that in mind. Their content – usually content marketing – is designed to position or sell. The brands investing in newsroom-style editorial systems are beginning to surface more clearly and consistently in ChatGPT, Gemini, Claude, and elsewhere in ways that shape how companies and categories are defined. We see this every day at Astra, where we build brand publications and newsrooms for enterprises. If you're thinking about how this applies to your organization, feel free to reach out. https://lnkd.in/ebgfaSWKOwned media gains importance as AI reshapes search and communicationsOwned media gains importance as AI reshapes search and communications
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Christopher Sopher reposted thisChristopher Sopher reposted thisA lot of the chat around Washington Post lay-offs has been about a news industry in decline. That's actually quite a lazy narrative as this excellent report by Charlotte Tobitt proves (complete with fun charts 🤓). Bloomberg Media, Dow Jones, Thomson Reuters, People Inc. and The New York Times all posted strong revenue growth figures this week powered by reader revenue, events and premium advertising strategies which aren't dependent on programmatic. They show that with the right focus the Washington Post can return to growth and it's actually a pretty good time to be a premium news publisher in the US. https://lnkd.in/gWD9xmWf
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Christopher Sopher shared thiscool job with cool people alertChristopher Sopher shared thisIt's a very cool time to work in newsletters, and we are hiring! Come help shape the newsletter strategy for some of the most iconic brands in the world. https://lnkd.in/eU_sZ6Fs
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Christopher Sopher shared thisDelighted to share some big news today: Letterhead has raised a $34m Series A led by PeakSpan Capital to help us keep growing and developing our Newsletter Operating System. We started in the local media business a decade ago(! that makes me feel old) and got to see the power of audience engagement and building community through content when you control your data. Now our software serves hundreds of publishers and agencies and marketers who run their newsletters like the products they are, whether they have 10, 100 or 1000 across their portfolio. Super proud of our team for endless hard work and late nights and dedication to our customers, and grateful to Matt Melymuka Andrew B. Mikayla Brenman Charlie Reinkemeyer Nathaniel Vasel Las Olas Venture Capital Sim Blaustein Erica Duignan Minnihan Monique Idlett Reign Ventures Deepwork Capital and everyone who has supported Letterhead at each step.Christopher Sopher shared thisIt's a big day for our team. We’ve raised $34 million in Series A funding, led by PeakSpan Capital, to keep scaling what we call the Newsletter Operating System. When we started Letterhead, it was clear that newsletters had become the most trusted way for organizations to connect directly with their audiences. But behind the scenes, running them was chaos. Too many tools, too many steps, not enough insight. We built Letterhead to fix that. To make running 10 or 100 newsletters as easy, efficient, and rewarding as one. And to help every team turn consistency into creativity, and creativity into tangible growth. This round helps us go further: deeper integrations, faster workflows, smarter analytics, and more ways for teams to focus on what matters most: building real audience relationships. To our customers, teammates, investors, and the newsletter nerds who believed in this mission from day one: thank you. Read the full announcement → https://lnkd.in/gPbymdCX
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Christopher Sopher posted thisChoosing the wrong monetization partner can erode the trust you spent years building. Preserve that trust by asking these 3 questions: 1. Does the ad format match your newsletter type? Monetization strategies aren't one-size-fits-all. Programmatic or and banner ads work well for high-volume newsletters with large subscriber bases. But niche newsletters need direct-sold brand partnerships. Some newsletters shouldn't be selling ads at all. If advertising isn't a core business with real resources behind it, you're better off using email as a conversion tool for your own products and services. 2. Can you get solid references? Talk to someone in a similar organization—similar size, similar audience context—who's worked with this partner and seen good revenue returns. This validation step would prevent most partnership disasters, but publishers keep skipping it. 3. What control are you giving up? Some partners lock you into their ecosystem in exchange for higher revenue. Others stay open but trade off on quality or rates. What are you willing to be locked into? What are the incentives of the platform holder? Are they taking a cut? Do you have transparency on actual rates? Never cede control over advertising type or quality without an explicit conversation AND data that proves it makes sense. Those belly fat and toe fungus ads exist because publishers gave up creative control. There are places where those ads make sense. Your content isn't one of them.
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Christopher Sopher liked thisChristopher Sopher liked thisTwo months ago I said I was taking the summer to recharge and figure out what I wanted to do when I grew up. 😉 It didn’t take long. Today I’m incredibly excited to share that I’m joining Barrett Lyon at doxx.net as COO. I’ve known Barrett for more than 10 years and have always been impressed by how well he knows his stuff, how deep he goes technically, and his willingness to challenge convention. When I saw what he was building, it immediately clicked for me. What pulled me in was the opportunity to help build the kind of internet we would want if we were starting today. At doxx.net, we’re trying something pretty ambitious. We are building a parallel internet from the ground up where people and their agents can create and control their own private networks, with their own identity, naming, security and direct P2P communications. Their agents can help build and operate those networks too. Today we’re opening the beta of doxx.net and introducing Agentic Defined Networking. We’re also announcing a $38 million Series A led by Andreessen Horowitz, with Animo Ventures and Focal.vc. I’m having a great time. I forgot how much I love this stage of building a company, and it feels great to be back at it as an entrepreneur. Come check out what we’ve been building at doxx.net.
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Christopher Sopher liked thisChristopher Sopher liked this🇪🇸 🎯 Spanish publishers are responding to fragmenting audience funnels with a burst of innovation. That's my biggest takeaway from day one guiding the Madrid Media Study Tour for the International News Media Association (INMA) alongside Gabriel Dorosz. An unlimited supply of content, fierce competition from creators and social media, and the rise of AI search are making audience relationships harder to build and keep. Across PRISA, Vocento and Unidad Editorial, the Spain's top three, we heard a recurring response: grow direct traffic, encourage repeat use, personalise experiences, and make paywalls smarter. Diversify revenue around journalism, expertise and communities. Some examples: 1️⃣ El Pais reported 490,000 subscribers, mostly digital. Its "editorial marketing team" helps readers discover valuable journalism, while events bring them closer to the newsroom. Almost 30% of subscribers, and roughly half its online audience, come from outside Spain. 2️⃣ Vocento reported 190,000 digital subscribers across Diario ABC and its regional news brands. Investigative podcasts become TV documentaries or dramas, visual storytelling explains complex topics, and journalists use AI to investigate large collections of documents. Gastronomy events and awards, marketing agencies and content licensing broaden the business. 3️⃣ Unidad Editorial reported more than 350,000 digital subscriptions across El Mundo and Expansión, each growing around 20% over the past year. After moving to a dynamic paywall, conversion rates more than doubled. Newsletters, games, bundles and better apps add reasons to return. 4️⃣ Not all innovation requires big investments. Fundación Maldita.es chose to hire 5 engineers to its 30-strong newsroom to build software tracking how misinformation narratives spread, and redefined what a fact checking organisation does. Marca spent just €1,000 turning a meeting room into a social video studio (mostly on soundproofing). Its new music and entertainment brand, NOIS, broke even in three months. It is now a potential model for youth brands elsewhere in the group. 🤔 There is a productive tension here. Publishers want stronger direct relationships, yet recognise that they need to be on the platforms where young audiences spend time. Those same platforms also help Spanish brands expand across Latin America and into the U.S. In just one day Madrid gave us plenty of practical ideas to take home. Thanks to our hosts at Prisa Media (Ana Ormaechea, Tomás de Cos, Aloysio Araujo, Angélica Domínguez); Vocento (Noemí Ramírez, Fernando Belzunce, Ketty Garat); Unidad Editorial (Laura Múgica, Kayode Josiah, Francois Guerin, Jose A. Navas Moreno), and Maldita.es (Clara Jiménez Cruz, Ximena Villagran), and to our participants for candid conversations. Kudos to Tom Corbett who planned the tour. 🌍 I study news media business model innovation for INMA: https://lnkd.in/d6wtdKRA 👉 Sign up for my newsletter: https://lnkd.in/dSxVEnxh
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Christopher Sopher liked thisChristopher Sopher liked this📐 When Advance Local launched its first paywall in 2018, the meter was huge. The company had spent decades building programmatic advertising and didn't want to block anything. Seven years later, Ann Poe, Senior VP Consumer Revenue, says the meter has become obsolete. 🇬🇧 I attended Press Gazette's Future of Media Technology conference in London this week. Ann's session with Ariel Burkett of Sophi by Mather stood out. It paired a practical case study with a direct challenge to three common pessimisms: reach is gone, advertising is dead, and subscriptions have hit a ceiling. 📈 Advance Local's local U.S. sites, such as Cleveland.com, NJ.com, OregonLive and others, now have about 250,000 subscribers and more than 9 million registered users. Conversions per 1,000 users are up 35%, even as AI summaries eat into US search traffic. What I took away: 1️⃣ A paywall is primarily a decisioning tool, not a barrier. Advance moved from crude metering to premium stories, and from editors tagging the stories to a machine picking them, and to a fully dynamic model that decides for each reader and each article: a registration wall, a paywall, a newsletter ask, or nothing at all. 2️⃣ You reach the sustainability faster if you have more revenue lines than one. Leadership insists subscriptions and advertising are optimised together. Even the subscription tests follow the ad calendar: raise the block rate in January, when ad rates are low, not in the fourth quarter. 3️⃣ The smart tools only worked once the data was in order, and this took years of investment and work behind the scenes. As Ann put it, data infrastructure is today part of the revenue strategy. 4️⃣ Even the smartest paywall does not drive itself. It took multiple experiments to learn what worked, and scale between markets. Her advice: get leadership to commit to test-and-learn regime, start with a hypothesis, and expect to get some of it wrong. 🤔 My own reading: there's no ideal paywall for every news brand. In our International News Media Association (INMA)'s Subscription Benchmarks, across 318 brands, every model trades off reach, acquisition and retention differently, and publishers' business goals differ. The lesson from Advance isn't to copy their wall. It's to build the skills to keep finding your own. 🌍 I study news media business model innovation for the International News Media Association (INMA): https://lnkd.in/d6wtdKRA 👉 Sign up for my newsletter: https://lnkd.in/dSxVEnxh
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Christopher Sopher liked thisChristopher Sopher liked thisThe Future of Media Technology Conference returns next week! Join us and hear expert speakers explore whether newsletters are the escape route from Google Zero. The panel will discuss the channels and opportunities in the world of newsletters: whether we have reached peak newsletter and if we can trust open-rate figures, what delivery challenges are on the horizon and how we can solve/mitigate them, and what’s currently working. Thank you to our speakers: ➤ Anna Jeys, Director of Audience, Reach plc ➤ David Skok, CEO & Editor-in-Chief, The Logic ➤ George Monaghan, Newsletters Editor, New Statesman ➤ Christopher Sopher, CEO, Letterhead ➤ Charlotte Tobitt, UK Editor, Press Gazette Thank you to our sponsor Letterhead. We have just a few tickets left. Secure your place and explore the full agenda: https://lnkd.in/eaunW6w5 #FOMT26 #FutureOfMediaTech #PressGazette #PGEvents
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Christopher Sopher liked thisChristopher Sopher liked this📨 “Google Zero” is coming for your inbox. Are you ready? News publishers have spent years treating email as the dependable direct channel: we send, readers open, readers read. AI is breaking that value chain. Gmail, Outlook and Apple Mail -- which together control 95% of the email-client market -- are increasingly sorting, summarising and acting on messages before users open them. 🤖 Soon, an AI agent may read your 30 morning newsletters, brief you on the three things worth knowing and suggest just one article to open. That doesn’t make email less important for consumers or your marketing. It changes what you must achieve with emails you send. In my latest analysis for International News Media Association (INMA), following up on the questions from our members, I argue that: 1️⃣ An email address is permission to attempt a relationship, not yet any proof of relationship or loyalty. 2️⃣ Publishers should acquire email subscribers aggressively, but send ruthlessly less. 3️⃣ Open rates will further lose meaning as machines increasingly “open” and summarise messages. 4️⃣ Every newsletter now has a second reader: the AI deciding whether the human should see it. 5️⃣ The real competition isn’t for inbox space. It’s for a scarce place in someone’s routines and relationships. For 20 years, publishers asked: “Can we reach you?” The AI era demands a harder question: “Are we important enough that you, or your agent, will choose us?” 👉 Read my analysis: https://lnkd.in/g_TZnbUZ 🌍 I study news media business model innovation for the International News Media Association (INMA): https://lnkd.in/d6wtdKRA 👉 Sign up for my newsletter: https://lnkd.in/dSxVEnxh
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Christopher Sopher liked thisChristopher Sopher liked thisWhy is Stripe publishing articles like “How Amsterdam invented the fire department?” ⬇️ A quick browse through Stripe’s homepage and you will land on some interesting media assets. A detailed set of book reviews on everything from AI, Science and Economics, to general fiction. Then a blog/newsletter called Works in Progress, that has titles that range from “How Alberta eradicated rats” to “Why Japan has such good railways” At face value… What does that have to do with payment processing and financial infrastructure? Here is where I think the value comes… → When you build a widely relevant media asset, it grows dramatically faster than product/category related content. Do you want a newsletter with 2,000 subs following along about your category or a newsletter with 500,000 subs, and within that, say 50,000 are in your ICP and possible customers. That larger asset is not only something you can advertise in, but it can open investor doors, it can be leveraged in partnerships, etc. No right answers, but scale can open a lot of doors. → Teams are fighting for mind share. I read Theo of Golden earlier this year off a recommendation from Buffer’s book review section. I loved the book, I recommend it widely, and each time I do, I have that small association back to Buffer, where the idea originated. If Stripe can get folks going to their press site for book reviews instead of Goodreads, they can gain a lot of mind share. → Brand can be about themes. In Stripe’s case, although all these assets seem pretty far afield of payment infrastructure, they are tied to themes of progress, building complex things, the future of technology, and how innovation develops in societies. This to me is a long-haul play. I applaud brands that take a mind-share approach to winning like this, and the great part is, building a newsletter or podcast in this style is accessible to brands of any size.
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Christopher Sopher liked thisChristopher Sopher liked thisI’m the Head of Growth at Clay and I’m here to tell you your tech stack doesn’t matter. The entire GTM world is obsessing over AI agents and workflows. Meanwhile, the best marketers are doing the opposite. Here’s how Steve Jobs put it: “You've got to start with the customer experience and work backwards to the technology. You can't start with the technology and try to figure out where you're going to sell it." That quote had the biggest impact on how I think about GTM. The goal of sales and marketing is to deliver the best possible experience to convert prospects into customers. Full stop. The way I think about it: I have two sets of customers. 1. External (the prospect) Being sold to is annoying by default. Your job is to make it not that by targeting: → The right people (nail your ICP) → At the right time (signals) → With the right message (content) 2. Internal (your sales team) In any sales-led org, your campaign only succeeds if sales is bought in. When they're hyped, they promote, they follow-up, they compound the effect. If they don’t care, your idea will fail no matter how good it is. I tell my team: internal marketing drives more than 50% of the success of a sales-led growth campaign. With this mindset, I spend most of our time thinking about what a good campaign looks like: the ICP, the distribution, the content, the internal marketing strategy. I choose that. Not AI. The content has to bring free value. That's why my team NEVER talks about features or product launches. Nobody cares. Our "How Clay Uses Clay" webinar series was a home run because we talked about outcomes (how to pick your Tier 1 accounts, how to run ABM campaigns) instead of pitching the underlying features (signals, scoring, Claygent, Ads). Once I have a hypothesis I believe in, then I work backwards to the technology I need to make it happen. We use Clay for a lot of that. But the tool really doesn't matter. Until we start selling to machines instead of humans: TASTE > TECHNOLOGY. Don’t listen to your LinkedIn gurus trying to convince you otherwise.
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Young American Leaders Program
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Omid Saffari
imperfeQt • 850 followers
Donor copy gets stuck on a blank page. Grant work gets stuck across approved facts, funder rules, reviewers, and deadlines. A nonprofit development director choosing between two AI tools cannot resolve those bottlenecks with a $21 price comparison. Fundwriter.ai's $29 Basic plan includes 20,000 generated words and more than 30 named writing jobs. It is built for the fundraiser moving from a donor appeal to a segmented version, a thank-you, a subject line, and an event follow-up. That saves setup. It does not create a funder search process, a shared source library, a funder-requirements checklist, or a live grant pipeline. Grantable starts at $50 because the draft sits inside a larger grants operation. Its documented workflow stores mission language, program descriptions, past proposals, and funder notes; turns requirements into a checklist; and tracks applications through list, board, calendar, and reporting views. So the extra $21 is not a prose upgrade. It pays for memory and coordination around the prose. There are two pricing traps. A qualifying 501(c)(3) with an annual operating budget under $500,000 can get the $50 Starter plan for $25 a month for 12 months. That makes it $4 cheaper than the $29 writing plan in year one, but it still does not turn a grants workspace into a donor-correspondence system. The other trap runs in the opposite direction. A 20,000-word allowance is measurable. The grants platform publishes a 50-message daily cap on Starter, but not its absolute monthly AI capacity. A 50-message day does not prove the month will cover the workload. For a mixed department, both subscriptions cost $79 a month at list price, or $54 during the discounted first year. That only makes sense when donor writing and grant operations are two recurring queues. A second subscription should remove a second bottleneck, not duplicate generation. If the hard part is finding words, buy the writing assistant. If the hard part is finding the approved fact, matching it to a funder requirement, and carrying it through review, buy the grants system.
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Jeffrey Derose
Startup Advisory Group • 5K followers
People often ask how I’ve been able to secure grants and funding for the organizations I work with, as well as in my professional career. The reality is, successful fundraising isn’t about luck. It’s about strategy, positioning, and understanding how funders make decisions. To help organizations strengthen their approach, I’ve put together my 2026 Fundraising Guide — designed for both nonprofits and social impact ventures. Inside the guide, I share: • What funders are really looking for • How to position your organization for funding • Why fundraising should be treated like a strategic business function • How to build a strong and sustainable funding pipeline One important mindset shift: Funders are not charities. They invest in impact, strong leadership, clear outcomes, and organizations that can execute. If you’re working to grow your impact and secure funding in 2026, this guide provides a practical framework to help you move forward. Read the full guide here: https://lnkd.in/eFc9wKqh If your organization needs support with grants, partnerships, or building a funding strategy, I’m always open to connecting.
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