Head of Sales - Venture5 Media : Job Details

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Venture5, founded by John Gannon, delivers ~5 million impressions annually across our media channels and reaches 50,000 founders, funders, and operators each month through our weekly newsletters, virtual and live events, research reports, and the largest and longest running venture capital job board in the world. Our 300+ sponsors and advertisers have included industry leaders like AWS, Zendesk, Fidelity, Mercury, The Information, Bessemer Venture Partners, and Samsung.

We're just off a recently launch where we reintroduced Venture5 as an ecosystem that includes Venture5 Media (the audience we've built over the last 17 years), Venture5 Catalyst (supporting platform for VC emerging managers) and Venture5 Studio (building and launching new companies and products for the venture ecosystem).

Why we're hiring for this role

After nearly doubling revenue in 2024, we're building momentum to do it again in 2025. We need a pace setter—a strategic leader and true partner who can drive revenue growth strategy as well as execution. We also expect this individual to leverage their sales and business development skills to contribute to the upcoming launch of our venture investment platform.

Drive Revenue (80% of role): • Own direct sales efforts, hands-on, end-to-end with new advertisers and sponsors while expanding existing relationships for maximum long-term value • Act as a trusted strategic partner to clients, developing creative solutions that deliver measurable results • Craft custom activations and innovative campaigns that go beyond traditional advertising, working cross-functionally to ensure success

Launch Investment Platform (20% of role): • Help establish and grow our venture capital initiatives, including launching syndicates and fund investing • Contribute to deal sourcing, due diligence, and portfolio support activities

Maintain Active Ecosystem Presence: • Establish and maintain a strong in-person presence at key startup and VC events–including hosting your own–in SF or NYC (where our founder is based)

Strategic Leadership: • Operate as a pace setter, driving initiatives with minimal oversight while collaborating closely with our founder • Contribute to Venture5 Media's growth by improving processes, sharing insights, and building scalable systems • Drive our future direction

Skills and Qualifications

Required: • Proven, existing network within B2B companies that sell or market to startups or VCs • Demonstrable success in B2B sales roles with a track record of hitting or exceeding quotas • Data-driven approach with strong CRM skills and comfort with automation tools such as Clay and Apollo • Deep understanding of the startup and VC landscape with demonstrated networking ability • Excellent collaboration skills and strategic thinking capabilities

Bonus Points: • Experience in B2B media and sponsorships sales (digital and events) • Prior experience as a founder (VC backed or otherwise)

️ What Your 1st Year Will Look Like

First 30 Days: Learn our audience, media products, and growth strategy, and start selling

First 60 Days: Own and drive our Q4 revenue achievement

First 90 Days: Work with our founder to plan for 2026 across all aspects of Venture5, continue driving achievement of revenue goals

End of Year 1: • Achieve revenue growth targets and help double company revenue • Successfully contribute to Venture5 Capital launch and early operations • Establish yourself as a long term partner with our founder and continue to grow the Venture5 ecosystem

Reasons to Join Venture5

Ownership: Join a small, agile team where you can make an outsized impact and benefit in significant upside.

Dual-Track Opportunity: Unique chance to drive growth in media while helping launch a venture capital investment platform with an industry leader.

Unparalleled Access & Network Growth: Venture5 Media reaches 50,000 founders, funders, and operators monthly. You'll work with industry-leading sponsors and investors while expanding your own network significantly.

• SIGNIFICANT equity and carried interest compensation across operating and investing entities

• Health and Dental Benefits

NYC preferred (our founder is based there), SF as second choice. Strong in-person ecosystem presence required for success.

How to Apply

• Submit your application by July 30th, 2025 • Applications reviewed on a rolling basis—early submissions encouraged • Selected candidates will complete a compensated assignment showcasing relevant skills • Finalists participate in interviews with the Venture5 team, including our founder • Target start date: September 1st, 2025

• Seniority levelDirector

• Employment typeFull-time

• Job functionSales and Business Development
• IndustriesVenture Capital and Private Equity Principals

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