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Prashant Choubey
Prashant Choubey

The VC Guy

Capital With a Soul - Jessie Jia Guo, Investment Partner at Next Legacy

Oct 6, 2026

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6 min read

Capital With a Soul - Jessie Jia Guo, Investment Partner at Next Legacy

Force-Ranking Managers, China vs US venture ecosystem, and the New Liquidity Playbook

Prashant Choubey
Prashant Choubey
How This $11B Allocator Picks Venture Managers - Tom Duffy, Director, Private Markets, TIFF

Sep 22, 2026

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7 min read

How This $11B Allocator Picks Venture Managers - Tom Duffy, Director, Private Markets, TIFF

Inside TIFF's venture program: manager selection, Fund I underwriting, AI exposure, and the DPI drought.

Prashant Choubey
Prashant Choubey
What if it goes right? - Morgan Flager, Managing Partner, Silverton Partners

Sep 15, 2026

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12 min read

What if it goes right? - Morgan Flager, Managing Partner, Silverton Partners

Doubling Down on Hard Tech, Why Software Defensibility Is Being Re-Priced, and What Austin Becomes Next

Prashant Choubey
Prashant Choubey
I Can't Eat IRR - Ned Brines, Chief of Investment Strategy, Arnel & Affiliates

Sep 8, 2026

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15 min read

I Can't Eat IRR - Ned Brines, Chief of Investment Strategy, Arnel & Affiliates

PE & VC manager selection, manipulated IRR, how families should approach real estate, and the right way to diversify.

Prashant Choubey
Prashant Choubey
Inside Eric Schmidt's Family Office - Ken Goldman, Fmr. President, Hillspire

Sep 1, 2026

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12 min read

Inside Eric Schmidt's Family Office - Ken Goldman, Fmr. President, Hillspire

Ken Goldman on Running Hillspire, hiring & retaining talent for the family office, when should a startup hire a CFO, and the AI Bubble

Prashant Choubey
Prashant Choubey
24 Year Old Partner Sourcing Deals on Tiktok - Sydney Landau, Partner, Shakti VC

Aug 25, 2026

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8 min read

24 Year Old Partner Sourcing Deals on Tiktok - Sydney Landau, Partner, Shakti VC

Sydney Landau on Gen Z approach to investing, why next-gen allocators are generalists, and how, at Shakti, they invest in the "reimagination of toothbrushes"

Prashant Choubey
Prashant Choubey
900 Fund Ones Raised In 2021/22. Only 200 Made It to Fund Two - Matt Curtolo, Advisor to LPs & GPs

Aug 18, 2026

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12 min read

900 Fund Ones Raised In 2021/22. Only 200 Made It to Fund Two - Matt Curtolo, Advisor to LPs & GPs

Matt Curtolo on the 80% attrition hiding behind the 2021 fundraising boom, why "we invest in AI" no longer works as a thesis, and what separates the managers who reach fund four.

Prashant Choubey
Prashant Choubey
12 Years at Seed - Andrea Hippeau, Head of Portfolio Management at Lerer Hippeau

Aug 11, 2026

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13 min read

12 Years at Seed - Andrea Hippeau, Head of Portfolio Management at Lerer Hippeau

Andrea Hippeau of Lerer Hippeau on why team beats metrics, why AI makes you raise more instead of less, and the trait that quietly replaced sales as the thing she looks for in founders.

Prashant Choubey
Prashant Choubey
Why the Labs Suddenly Love Open Weights - David Epstein, GP, USF Ventures

Aug 4, 2026

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12 min read

Why the Labs Suddenly Love Open Weights - David Epstein, GP, USF Ventures

How open weights are quietly reshaping frontier lab revenue, and why David thinks jobs will disappear faster than they get created.

Prashant Choubey
Prashant Choubey
GP > Thesis with Lara Nuchowicz, Principal, AR Capital

Jul 28, 2026

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8 min read

GP > Thesis with Lara Nuchowicz, Principal, AR Capital

Why This Family Office Backs Emerging Managers Over Sequoia

Prashant Choubey
Prashant Choubey
Dancing Among The Giants with David Hornik, Founding Partner, Lobby Capital

Jul 7, 2026

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7 min read

Dancing Among The Giants with David Hornik, Founding Partner, Lobby Capital

From passing on LinkedIn & Uber deals to a $30 billion Splunk exit: David Hornik on 25 years of venture calls.

Prashant Choubey
Prashant Choubey
The AI Bottleneck Keeps Moving - Ashmeet Sidana, Founder & Managing Partner, Engineering Capital

Jun 30, 2026

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7 min read

The AI Bottleneck Keeps Moving - Ashmeet Sidana, Founder & Managing Partner, Engineering Capital

Software, Memory, Power, Data: Where the AI Stack Breaks First

Prashant Choubey
Prashant Choubey
The $600Bn Perspective: What Institutions Get Wrong About Risk, Diversification & AI

Jun 23, 2026

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9 min read

The $600Bn Perspective: What Institutions Get Wrong About Risk, Diversification & AI

Jeffrey Blazek, co-CIO of Multi-Asset, Neuberger Berman ($600B+ AUM)

Prashant Choubey
Prashant Choubey
Why the UK Fails to Produce Trillion-Dollar Companies - Duncan Johnson, CEO, Northern Gritstone

Jun 16, 2026

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8 min read

Why the UK Fails to Produce Trillion-Dollar Companies - Duncan Johnson, CEO, Northern Gritstone

Science Is the Commodity, Talent Is the Edge

Prashant Choubey
Prashant Choubey
The 1% Hit Rate: What 400+ Annual Manager Meetings Teach You - Dave White, Founder, Wayfinder

Jun 9, 2026

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10 min read

The 1% Hit Rate: What 400+ Annual Manager Meetings Teach You - Dave White, Founder, Wayfinder

How Dave White Thinks About Family Capital, Manager Selection, and the Corners Everyone Else Avoids

Prashant Choubey
Prashant Choubey
300 Episodes Special: AI interviews Prashant

Jun 4, 2026

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8 min read

300 Episodes Special: AI interviews Prashant

AI interviews Prashant on the journey of building VC10X

Prashant Choubey
Prashant Choubey
Multi-Asset Investing in a New Macro Regime - Paul Flood, Head of Multi-Asset, BNY Investments Newton

Jun 2, 2026

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7 min read

Multi-Asset Investing in a New Macro Regime - Paul Flood, Head of Multi-Asset, BNY Investments Newton

A conversation with Paul Flood, Head of Multi-Asset at BNY Investments Newton ($106B+ AUM)

Prashant Choubey
Prashant Choubey
Why Infrastructure Will Win the Fintech Cycle - TX Zhuo, GP, Fika Ventures

May 26, 2026

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7 min read

Why Infrastructure Will Win the Fintech Cycle - TX Zhuo, GP, Fika Ventures

Data Loops, Capital Efficiency, and the Vertical AI Playbook

Prashant Choubey
Prashant Choubey
From $40 Billion PE CIO to Deploying Family Capital: What Changes and What Doesn't

May 19, 2026

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9 min read

From $40 Billion PE CIO to Deploying Family Capital: What Changes and What Doesn't

PE vs Family Investing, High Concentration Bets, Bull vs Bear Case for Markets & more

Prashant Choubey
Prashant Choubey
How Defy Owns 17% of Their Best Companies Without Following On Every Round

May 12, 2026

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8 min read

How Defy Owns 17% of Their Best Companies Without Following On Every Round

Why the Most Contentious Deals End Up Doing the Best

Prashant Choubey
Prashant Choubey
How Vintage Deploys $4.5 Billion Across 3 Strategies - Iren Reznikov, Partner, Vintage IP

May 5, 2026

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13 min read

How Vintage Deploys $4.5 Billion Across 3 Strategies - Iren Reznikov, Partner, Vintage IP

What $4.5B and 23 years of venture data teach you about picking fund managers, sizing positions, and why access was never the point.

Prashant Choubey
Prashant Choubey
$13M to $2 Billion in 18 Months - Marlon Nichols on Conviction, Pivots & the Pipe Bet

Apr 28, 2026

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7 min read

$13M to $2 Billion in 18 Months - Marlon Nichols on Conviction, Pivots & the Pipe Bet

How Mac Venture Capital built a $600M seed franchise — and the bets that got them there

Prashant Choubey
Prashant Choubey
He invested in Sequoia, Kleiner Perkins, Lightspeed, Anthropic, xAI, Stripe...

Apr 21, 2026

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8 min read

He invested in Sequoia, Kleiner Perkins, Lightspeed, Anthropic, xAI, Stripe...

30 years. 21 VC funds. A direct bet on Anthropic at $18B.

Prashant Choubey
Prashant Choubey
Family Office Governance, Next Generation Wealth Transfer, and the Culture Gap

Apr 14, 2026

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16 min read

Family Office Governance, Next Generation Wealth Transfer, and the Culture Gap

Mark Tepsich, Executive Director, Family Office Advisory at UBS

Prashant Choubey
Prashant Choubey
A Fund Lawyer's Honest Answers to the Questions GPs Google at 2am - Yoni Tuchman, Partner, DLA Piper

Apr 7, 2026

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14 min read

A Fund Lawyer's Honest Answers to the Questions GPs Google at 2am - Yoni Tuchman, Partner, DLA Piper

Another Yoni Masterclass For Fund Managers

Prashant Choubey
Prashant Choubey
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