--- title: "$34M Series A: Letterhead’s Newsletter Operating System" description: Announcing our Series A funding, led by Peakspan Capital, to make newsletter operations effortless at scale and turn every send into smarter engagement and stronger revenue. image: https://blog.tryletterhead.com/hubfs/Group%2026.png --- [![Letterhead logo](https://blog.tryletterhead.com/hubfs/Letterhead_Light_2025/logo.svg "Letterhead logo")](http://www.tryletterhead.com) - Platform - [Platform Overview Create, collaborate, and manage newsletter content across teams and brands](http://www.tryletterhead.com/platform) - [Production Build brand-safe newsletters with automated content ingestion and flexible templates](http://www.tryletterhead.com/newsletter-production) - [Portfolio Manage brands, teams, templates, and newsletter performance in one place](http://www.tryletterhead.com/multi-newsletter-management) - [Insights Work smarter with views on performance, cohorts, and content effectiveness](http://www.tryletterhead.com/newsletter-analytics) - [Monetization Plan, place, and report on internal CTAs and paid sponsor campaigns](http://www.tryletterhead.com/newsletter-monetization) - [Integrations Connect Letterhead with your existing tech stack](http://www.tryletterhead.com/integrations) - Resources - [Blog Exploring the future of newsletters with guides, best practices, and inspiration.](http://www.tryletterhead.com/blog) - [Compare See how Letterhead complements and compares to other tools.](http://www.tryletterhead.com/comparison) - [Support Guides, answers, and expert help when you need it.](https://help.tryletterhead.com/) - [What's New Learn about the latest product updates in Letterhead.](http://www.tryletterhead.com/updates) - Company - [About Us We’re a platform built for newsletter makers, designed to simplify operations and unlock the full potential of every edition.](http://www.tryletterhead.com/about) - [Careers Check out open roles and join us on our important mission!](https://ats.rippling.com/letterhead/jobs) [Login](https://app.tryletterhead.com/) [Get Started](http://www.tryletterhead.com/demo) - [Home](https://tryletterhead.com/) - [Blog](https://blog.tryletterhead.com/blog) - We’ve raised $34m to power the Newsletter Operating System - [Company News](https://blog.tryletterhead.com/blog/tag/company-news) # We’ve raised $34m to power the Newsletter Operating System Announcing our Series A funding, led by Peakspan Capital, to make newsletter operations effortless at scale and turn every send into smarter engagement and stronger revenue. - Published October 22, 2025 - Reading time ![Christopher Sopher](https://blog.tryletterhead.com/hubfs/4-Jun-06-2023-06-19-11-5187-PM.png) ##### Christopher Sopher Before founding Letterhead, Christopher co-founded WhereBy.Us, a platform that connects locals with the best of their cities. He also worked at the Knight Foundation, where he supported innovative ideas to make cities more vibrant and dynamic. Read more from this author: [See articles](https://blog.tryletterhead.com/blog/author/christopher-sopher) Today, we’re announcing $34 million in Series A funding, led by Peakspan Capital, to make newsletter operations effortless at scale and turn every send into smarter engagement and stronger revenue. This isn’t just a milestone for us. It’s a signal of where the world is heading. ## **Every brand’s most critical lever ** Email has quietly become the most dependable, direct relationship channel a brand owns. As ad performance declines and privacy regulations tighten, companies are realizing that newsletters are how they directly, consistently, and intentionally reach their audiences.  At first, that meant one newsletter. Then two. Then a dozen. Now, large media companies, publishers, agencies, and multi-brand organizations often manage hundreds of newsletters, each serving a different audience, market, or product line. That kind of growth is a sign of success. But it’s also created a new kind of operational chaos. ## **The problem we see every day ** Most organizations still run newsletters inside systems built for marketing blasts and transactional email, not for multi-brand content, editorial workflows, and ambitious growth goals. This forces editorial and audience and revenue teams into models that don’t fit. With content, data, promotions and advertising all living in disparate places, teams working on newsletters face risk of errors, manual workflows, and limited ROI visibility that makes optimization a guessing game.  Today’s tools don’t treat newsletters like the living content products they are. That’s where Letterhead comes in.  ## **A new system for how newsletters actually run** Letterhead exists because we believe newsletters deserve their own purpose-built infrastructure, designed to sit on top of your ESP, CRM, and CMS. To be clear: we’re not another place to send email. We’re the platform that helps organizations operate newsletters as products, making them scalable, measurable, and continuously improving. This means giving teams a single workspace to oversee every newsletter, automated editorial workflows that eliminate manual work, and unified analytics and recommendations to grow both engagement and revenue.  With Letterhead, teams can run 10, 100, or 1,000 newsletters with the same confidence and clarity as one. The Newsletter Operating System is no longer just an idea. It’s the infrastructure already powering thousands of newsletters across leading brands and publishers. This next chapter for us is about scale: scaling our technology, our team, and our impact. We’re deepening integrations with the tools our customers already use, expanding automation and analytics that make complex programs simple to run, and extending the reliability and performance needed by global organizations. To our customers and partners building stronger audience relationships through newsletters: thank you for believing in our team and our product, and helping us push this vision forward. We’re just getting started. [![Letterhead for emails](https://blog.tryletterhead.com/hubfs/Letterhead_Light_2025/logo.svg "Letterhead for emails")](http://www.tryletterhead.com) 12555 Biscayne Blvd Miami, FL 33127 - - #### Features - [Portfolio](http://www.tryletterhead.com/multi-newsletter-management) - [Production](http://www.tryletterhead.com/newsletter-production) - [Deliverability](http://www.tryletterhead.com/newsletter-deliverability) - [Insights](http://www.tryletterhead.com/newsletter-analytics) - [Monetization](http://www.tryletterhead.com/newsletter-monetization) - [Google Doc Newsletter Importer](http://www.tryletterhead.com/sync-with-docs) #### Resources - [Blog](http://www.tryletterhead.com/blog) - [Documentation](https://help.tryletterhead.com/) - [Help center](https://help.tryletterhead.com/) - [System status](https://letterhead.statuspage.io/) - [Newsletter glossary](http://www.tryletterhead.com/newsletter-glossary) - [Monetization guide](http://www.tryletterhead.com/monetize-with-advertising) - [Newsletter strategy guide](https://blog.tryletterhead.com/blog/4-point-newsletter-strategy-guide-for-publishers) #### Compare - [Letterhead vs Stensul](http://www.tryletterhead.com/comparison/letterhead-vs-stensul) - [Letterhead vs Beehiiv](http://www.tryletterhead.com/comparison/letterhead-vs-beehiiv) - [Letterhead vs Constant Contact](http://www.tryletterhead.com/comparison/letterhead-vs-constant-contact) - [Letterhead + Iterable](http://www.tryletterhead.com/comparison/letterhead-and-iterable) - [Letterhead + Mailchimp](http://www.tryletterhead.com/comparison/letterhead-mailchimp) - [Letterhead + Hubspot](http://www.tryletterhead.com/comparison/letterhead-hubspot) #### Company - [About us](http://www.tryletterhead.com/about) - © 2026 Letterhead, Inc  All rights reserved - [Privacy Policy](http://www.tryletterhead.com/privacy) - [Terms and Conditions](https://app.termly.io/policy-viewer/policy.html?policyUUID=bad62188-3b0c-49d3-8fd2-e11acf52b1e9) - [Cookie Policy](https://app.termly.io/policy-viewer/policy.html?policyUUID=e07716d2-5b8b-4013-9052-db6a2b5c5645)