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Henri Pierre-Jacques: How I Founded Harlem Capital; Our $134M Fund | 20VC #901

Henri Pierre-Jacques is Managing Partner of Harlem Capital, on a mission to change the face of entrepreneurship by investing in 1,000 diverse founders over the next 20 years. From a kitchen table with his Co-Founder, Jarrid, Henri has scaled Harlem in just a few years to their latest fund last year of $134M, well over-subscribed from their $100M target. Prior to Harlem, Henri was in Private Equity at ICV Partners, and before PE was an Investment Banker at Bank of America Merrill Lynch. -------------------------------------------------- 0:00 Henri's background 2:04 How does mindset change going from angel to institutional investor? 3:05 The 3 camps of Venture Capital 4:45 How to balance diversity and ownership levels 6:09 How do you think about your relationship to price? 8:11 Reserves planning 10:01 What nuances do managers miss? 11:50 The state of GP commits today 14:53 The first fund Henry raised 17:42 Most common reason people said "no" 18:46 How to convince institutions to invest in first time fund 20:44 Advice for first time fund managers 22:50 Biggest mistake I made raising my first fund 24:35 Min/Max check sizes from LPs 25:49 What are your biggest insecurities? 27:45 Biggest investing mistakes 30:23 The things on which you won't accept feedback 31:44 Do you feel you've quashed partners before? 33:23 What are you scared of? 34:56 What are the barriers to you achieving your goal? 36:27 How do you manage so many interns? 38:42 Deal memos 42:32 Favourite book 42:51 What have you recently changed your mind on? 43:25 Tips on time management 43:51 Secret to a great relationship 44:34 Who do you look up to in Venture? 45:30 Biggest advice to first time fund managers 46:36 Single biggest thing you'd like to change about LPs 47:30 Most recent publicly announced investment -------------------------------------------------- In Today’s Episode We Discuss: 1.) From Kitchen Table to $134M Fund: How did Henri make his way into venture having had the idea for Harlem at the kitchen table with his best friend? How did Henri use his angel investing strategically to position him to raise Fund I? How did Henri’s mindset change when making the transition from angel to VC? 2.) The First Fundraise: Harlem I How long did it take to raise the first fund? How many meetings did they have? What were the most common reasons LPs said no for the first fund? What were their biggest lessons around what potential LPs did and did not like? How does Henri advise new managers when it comes to meeting new LPs? How does Henri use past deal memos to serve as discussion material with LPs? 3.) Building the Firm: The Strategy: What was the portfolio construction for the first fund? How does Henri separate the world of funds into 3 distinct groups? How did they approach reserves management with the first funds? What are some of Henri’s biggest lessons when it comes to effective reserves management? How does Henri assess his own relationship to price and ownership? How does that change with fund size? What are some very important nuances that Henri does not believe many managers think about? 4.) It Is Time For Change: Specifically, what are Harlem street doing to ensure the next generation of investors is much more diverse? How do they leverage their intern program to achieve this? What would Henri like to see change in the world of LPs when it comes to allocating to more diverse managers? What legacy does Henri want to leave with Harlem? What will be a success for Henri? -------------------------------------------------- #HenriPierreJacques #HarlemCapital #20VC #HarryStebbings #venturecapital #business #investing #angelinvestor #diversity #entrepeneurship #harvardbusinessschool

Harry StebbingshostHenri Pierre-Jacquesguest
Jun 23, 202248mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

From Harlem Kitchen Table to $134M Fund: Henri’s Venture Playbook

  1. Henri Pierre-Jacques recounts how Harlem Capital grew from friends angel-investing in a Harlem living room to managing a $134M institutional fund focused on women and diverse founders.
  2. He dives into the mechanics and math of portfolio construction, ownership targets, pricing, and reserves, arguing that venture is fundamentally a numbers game that must be institutionalized.
  3. Henri details the grind of raising Fund I as a risky first-time, Black-owned, diversity-focused manager, the pivotal role of anchor LP TPG, and the tactics he used to convert interest into commitments.
  4. He also explores team-building, an unusually powerful intern program, his own insecurities as an investor, and the long-term mission to create minority millionaires and back 1,000 diverse founders.

IDEAS WORTH REMEMBERING

5 ideas

Decide your portfolio 'camp' first to drive all fund mechanics.

Henri frames seed funds as concentrated, diversified, or spray-and-pray; once you choose your camp, you can back into number of companies, ownership targets, check sizes, and reserves based on fund size and return goals.

Ownership targets must be math-driven and fund-size dependent.

He emphasizes that venture is a math game: small funds can win with lower ownership because smaller exits can return the fund, but nine-figure funds often need 10–20% stakes to realistically achieve 3–5x net outcomes.

Use institutional-grade process (like detailed memos) as a competitive edge.

Harlem Capital’s 30–60 page investment memos consolidate all diligence, impress LPs, help close co-investors faster, and give founders rare insight into how investors perceive their strengths and risks.

Fundraising requires targeted networking and explicit asks, not generic outreach.

Henri moved from mass emails and advice-seeking to highly targeted, research-driven introductions and direct money asks, and leveraged early LPs (especially TPG) for second-order introductions and social proof.

GP commits should be negotiated to reflect actual human circumstances.

He structured his GP commit on the target (not eventual cap) and used a GP credit line, arguing LPs must recognize that 1% from a 27-year-old with student debt is not the same as 1% from a wealthy serial founder.

WORDS WORTH SAVING

5 quotes

Venture is a math game. It’s not different from other asset classes.

Henri Pierre-Jacques

Advice is cheap. Ask for the money.

Unnamed billionaire relayed by Henri Pierre-Jacques

We didn’t get into venture because we loved venture… we got into this game because we believed there was a problem we were seeing.

Henri Pierre-Jacques

My single mission in life is to create the most minority millionaires of all time.

Henri Pierre-Jacques

If people don’t think your dreams are crazy, you’re not dreaming big enough.

Henri’s father, as quoted by Henri Pierre-Jacques

Henri’s path from banking and private equity to founding Harlem CapitalTransition from angel investing to institutional fund managementPortfolio construction, ownership strategy, pricing, and reserves planningFundraising tactics, LP dynamics, and GP commit structuringDiversity as a core investing thesis and market opportunityBuilding an institutional VC firm: team, processes, and intern programPersonal psychology: insecurities, stubbornness, and long-term mission

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