John Gannon has become one of venture capital’s most consistent signal-boosters. As the founder of Venture5 Media, VC Careers, and the V5 Summit, he’s built a content and community ecosystem that reaches over 52,000 VCs, family offices, and founders monthly, all while investing as an angel and syndicate lead himself.
His work blends content, capital, and community. From his home base in New York City, Gannon has turned newsletters and events into high-impact career tools and investor pipelines, quietly reshaping how many in the venture space stay informed and connected.
Building the Bloomberg of Venture Careers
It started with a single idea: make it easier for aspiring VCs to break in. That early vision led to VC Careers, a jobs newsletter that evolved into a full-fledged career and dealflow hub. Today, through Venture5 Media, Gannon runs multiple brands:
- VC Deals – weekly breakdowns of key funding news
- Moves in VC – career changes and partner transitions
- AI for VC – curated AI insights tailored to investors
- GoingVC – premium content and community for emerging VCs
With over 950 original posts and 135+ long-form articles, his LinkedIn has grown to 17,600+ followers, and his content is regularly shared across the VC community including operators and managers.
V5 Summit and the Syndicate Strategy
Gannon’s work isn’t just digital. He hosts live dinners, roundtables, and the annual V5 Summit, bringing together LPs, founders, and fund managers in intimate, high-trust environments. These events extend the Venture5 brand into real-world capital conversations, and often lead to new syndicate activity.
As a syndicate lead, he brings curated startup opportunities to the broader investor base he’s cultivated. He’s also an LP and angel investor, choosing to back early-stage operators with the same strategic clarity he teaches through his content.
Content That Teaches, Converts, and Connects
Gannon’s content isn’t designed to go viral, it’s designed to teach something valuable to an operator or founder navigating the venture world. He regularly posts breakdowns like:
- “Do you know what kind of Venture Partner you’re talking to?”
- “What new VCs should know about pipeline building”
- “How to write updates that get LPs excited”
These posts have helped define a new standard of transparency and utility in VC content. His weekly memos and playbooks are now shared in Slack groups, fund updates, and founder bulletins across the country.
Scaling the Venture5 Machine
In 2024, Gannon began expanding his team, hiring across growth marketing, content, sales, and event ops. This signaled a new chapter for Venture5 Media, not just as a solo brand, but as a scalable business at the heart of VC’s media engine.
He continues to actively invest, advise, and build, now with more support and visibility than ever.
“Your brand is your behavior over time. Whether founders feel safe texting you, that’s what matters.”
That mindset, echoed across Gannon’s posts, helps explain his staying power in a noisy space. He isn’t just posting, he’s creating the connective tissue that keeps the early-stage ecosystem informed, inspired, and in motion.
