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Letterhead

Letterhead

Private
Miami, FloridaEnterprise Softwarehttps://www.tryletterhead.com/

Last Round

Series A

Oct 22, 2025

Total Funding Raised

$39.3M

Company Overview

Letterhead is a business/productivity software company that provides a platform to help teams plan, produce, and monetize newsletters.

Sector

Enterprise Software

Verticals

Digital Publishing, Marketing, Digital Advertising, Workflow Automation, News & Media

Business Model

B2B

Customer Profile

Subscription SaaS

AI Layer

Application

Keywords

newsletter managementnewsletter operating systemSaaSnewsletter platformemail newsletter softwarenewsletter monetizationB2B SaaSeditorial workflowad inventory managementcontent curationaudience engagementemail marketing automationnewsletter tech stackcreator economy tools

Historical Pricing

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Caplight Momentum Score

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Letterhead Comps

Public and private peers based on sector, stage, and business model.

Letterhead comps — public and private peers by sector, stage, and business model
CompanyStatusEst. ValuationRev Multiple
OpenAIPrivate$86.0B~40x
CoherePrivate$5.0B--
Competitor 1Public$XX.XBXXx
Competitor 2Public$XX.XBXXx

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Letterhead Funding Rounds

Historical fundraising activity

Data table
RoundDateAmount RaisedValuationInvestorsSources
Series AOct 22, 2025
SeedNov 29, 2023

Key People

Founding team and executive leadership

Rebekah Monson

Cofounder and COO

Founding Team

Christopher Sopher

Cofounder & CEO

Founding Team

Letterhead Investors

Notable investors and investment history

Letterhead investors
InvestorRounds
Reign VenturesSeed
Las OlasSeed
Florida Venture ForumSeed
PeakSpan CapitalSeries A
McClatchySeed
BDMISeed

Market signals

Structured signals derived from secondary market and firmographic data.

  • Sep 27, 2025

    Added TechStars, a venture capital/startup accelerator, as a customer.

  • Sep 27, 2025

    Added GlobalPost Media Corporation. as a customer.

Letterhead Filings

SEC and related filings with document metadata.

Data table
TypedDateAmount OfferedAmount SoldFillingPagesDownload
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Letterhead Filings

SEC and related filings with document metadata.

Frequently Asked Questions

Common questions about Letterhead's valuation, stock price, and market status.

Firmographic Details

HeadquartersMiami, Florida
Employee Range44
Year Founded2020
Last FundingOct 22, 2025

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