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October 22, 2025 - Deals

Letterhead Raises $34 Million In Series A Funding Led By Peakspan Capital

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Letterhead, the company building the “Newsletter Operating System,” has raised $34 million in Series A funding led by Peakspan Capital to help organizations manage and scale their newsletter operations. The platform streamlines workflows for brands, publishers, and agencies managing dozens or even hundreds of newsletters, providing tools for automation, analytics, and revenue optimization. With this new funding, Letterhead plans to expand its technology, deepen integrations with existing tools, and continue powering smarter, more efficient newsletter operations for leading media companies and brands. FOUNDERS: Bruce Pinchbeck, Christopher Sopher & Rebekah Monson INVESTOR: Peakspan Capital ROUND: Series A AMOUNT: $34,000,000 HQ: #Miami #Florida #VentureCapital #Letterhead #BrucePinchbeck #ChristopherSopher #PeakspanCapital #RebekahMonson #TradedVC

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PRIMA Secures $5 Million Seed Funding To Expand Global Hospitality Recommendation NetworkPRIMA, a Miami-based startup building infrastructure for the recommendation economy, raised more than $5 million in Seed funding to accelerate its global expansion after launching in Miami. Founded by CEO Alex Zhardanovsky, the company connects hotels, residences, concierges, advisors, and creators with restaurants, bars, clubs, and experiences, enabling trusted, performance-based recommendations while helping hospitality businesses measure and monetize word-of-mouth referrals. Zhardanovsky said the company believes relationships, trust, distribution, and access—not technology alone—will define the next generation of hospitality infrastructure. FUN FACT: (How it started, revenue milestone, unique founder story, etc.): PRIMA was launched earlier this year by serial entrepreneur Alex Zhardanovsky, who previously built Azoogle’s $200M+ affiliate marketing business. Frustrated by how fragmented and favor-based restaurant reservations became, he built PRIMA as a unified network connecting restaurants, hotels, and concierges, turning demand into a real, trackable marketplace. After launching in Miami, PRIMA is now scaling globally. FOUNDER: Alex Zhardanovsky ROUND: Seed AMOUNT: $5,000,000 HQ: Miami, Florida #VentureCapital #Hospitality #Startups #PRIMA #TradedVC