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Rajiv Kapoor’s Radical Bet: Why the Future of Venture Might Start at 18

by Rena Tran
July 15, 2025
in Business
Rajiv Kapoor’s Radical Bet: Why the Future of Venture Might Start at 18

Rajiv Kapoor

In an industry often gated by networks and capital, Rajiv Kapoor is flipping the script. As Founding Partner at Chai Ventures, he’s bringing fresh thinking to venture capital, not only through early-stage investments, but by reimagining how future investors and founders gain access to the ecosystem.

Based in the New York City metro area, Kapoor operates at the intersection of community, strategy, and inclusive opportunity. With a loyal LinkedIn following of over 15,000, he’s a respected voice for founder-first capital, LP relationships, and nontraditional talent development.

Creating the Next Generation of Investors

One of Kapoor’s boldest moves is co-leading Chai Ventures’ College Apprentice Program, which brings undergraduates, some as young as 18, into real-world VC work. These students gain direct exposure to deal flow, fundraising, and relationship building.

“We brought on a Harvard freshman and put her straight into LP and founder conversations,” Kapoor shared in a recent post. “That’s the level of belief we have in emerging talent.”

By investing time and access in these apprentices, Kapoor isn’t just mentoring, he’s constructing a new pipeline that challenges the norms of how venture capitalists are made.

Advocating for Women in VC

Kapoor also supports rising women generalists through Chai’s Emerging VC Checkwriter Program. This initiative helps emerging female investors navigate their earliest career stages, equipping them with the tools, confidence, and network to write their first checks.

He’s vocal about the importance of representation across both funders and founders, using his platform to elevate industry peers and highlight success stories from overlooked talent pools.

Engaging Thoughtfully Across the Ecosystem

Kapoor’s influence stretches far beyond term sheets. He’s been featured at high-profile events like the Milken Institute Global Conference, offering perspective on founder support, family-office investing, and capital partner alignment.

At Chai Ventures, he helps organize events that blend LPs, founders, and apprentices, creating a dynamic environment where experience meets fresh perspective. These aren’t your standard networking mixers, they’re carefully curated opportunities for learning, pitching, and cross-generational collaboration.

Why Rajiv Kapoor Matters

Rajiv Kapoor isn’t content with the traditional VC playbook. Through his work at Chai Ventures, he’s proving that early-stage investing can be radically inclusive without compromising performance. His programs, events, and insights offer more than just capital, they provide an on-ramp for aspiring VCs and underrepresented leaders who typically wouldn’t have a seat at the table.

Whether it’s a viral post on the difference between a founder and a CEO, or an off-the-record lunch connecting a student to a seasoned LP, Kapoor’s leadership is grounded in action.

In an ecosystem defined by who you know, he’s opening the door to who’s next.

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Tags: ChaiVenturesEmergingVCInclusiveInvestingMillionaireMNLRajivKapoorVentureCapital
Rena Tran

Rena Tran

Staff writer and editorial researcher at Millionaire News, a business publication covering entrepreneurs, founders and executives across global markets. Rena covers founder stories, startup ecosystems and emerging business leaders across Asia, the Middle East and beyond.

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