On its mission to streamline newsletter creation, Letterhead raises $5.3M seed round

By Nancy Dahlberg

More than 1,800 newsletter publishers use Letterhead, a Miami-based startup that automates the creation and management of email newsletters. Customers include Techstars, Salon.com, McClatchy and Patch.

This week, Letterhead announced it has raised a $5.3 million seed round. Las Olas Venture Capital and Reign Ventures led the financing round, with participation from BDMI, Florida Opportunity Fund and McClatchy. The team will use the funding for further development of its platform and to expand its team and marketing.

Letterhead was founded in January 2022 by the team behind whereby.us and The New Tropic brand, but its key software was already under development. Leveraging AI, Letterhead’s tools streamline newsletter creation, distribution and monetization for publishers and marketing teams to help them produce meaningful, targeted content products at scale. Its software lets users manage multiple newsletters with the workflow of one, and it works with a customer’s existing content management system and email service provider, the company says.

“Our vision is to help every company engage their audiences with meaningful media content. As changes to cookies and privacy rules make owning your audience more critical than ever, we think it should be way easier for teams to create quality content products for every segment of their community,” said Christopher Sopher, co-founder and CEO of Letterhead, in a statement. 

“Our first step is making it possible for any business to create great newsletters in a fraction of the time,” added Sopher, who founded the company alongside Rebekah Monson and Bruce Pinchbeck.

“While there are lots of traditional email marketing products, none are focused on content-driven engagement like Letterhead is. We were impressed with the team’s vision for an owned audience future powered by AI and automation, and with their consistent execution to grow the business,” said Nate Vasel, partner at Las Olas Venture Capital, based in Fort Lauderdale.

The future of audience engagement is being shaped right now, and Letterhead has a unique machine learning approach, added Monique Idlett, the Miami-based co-founder and managing partner of Reign Ventures. “This investment is not just in a product. It’s in a thoughtful, diverse team that’s shown they have what it takes to build a solution customers love and to scale the business.”

This story may be updated.


Nancy Dahlberg