Sep 16, 2015 · 31m · 20vc

20 VC 072: Super Angel, Fabrice Grinda: The Future of Startup Investing

Fabrice Grinda · 23m spoken Harry Stebbings · 5m spoken
0:00 / 0:00

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In this episode of The 20 Minute VC, super angel investor and serial entrepreneur Fabrice Grinda shares insights on marketplace investing, early-stage startup valuation, deal execution, and portfolio strategy. He explains how operational experience shapes successful investing while detailing FJ Labs' unique syndicate co-investment model.

How this conversation actually went

Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Harry holds 18.2% of the talking time here. How this is scored →

Harry as informed peer 2.0 Guest teaching 3.7 Guest disagreement 1.9 Harry pushing back 1.2
05100:0010:0020:0030:003:43–6:21 · Harry as informed peer 2/10 The Value of Operational Experience in Startup Investing Harry asks whether operational experience is crucial for angel investors and VCs. Fabrice politely reframes the premise, noting that while operational background fosters empathy, many top investors without founder experience are fantastic. He then outlines fundraising management as the primary obstacle facing portfolio founders.6:21–10:38 · Harry as informed peer 2/10 Startup Valuation Principles and Pricing Discipline Harry asks standard open-ended questions about pricing discipline and check sizes. Fabrice delivers a masterclass on startup pricing heuristics, explaining why discounted cash flow doesn't apply and detailing unit economics metrics like fully loaded CAC vs net contribution margin mini-LTV.10:38–14:11 · Harry as informed peer 4/10 Co-Investing with Top Venture Capital Firms Harry presses Fabrice on an Observer article labeling him a clone collector who copies proven business models. Fabrice forcefully rejects the framing, arguing that adapting ideas requires deep localization and citing original disruptive investments like Beepi as proof.14:11–17:53 · Harry as informed peer 4/10 Board Seat Philosophy and Optimal Board Structure Harry highlights a contradiction in Fabrice's strategy, noting that despite claims of not doing follow-ons, Fabrice has made several. Fabrice explains the rationale, citing information asymmetry between Seed and Series A rounds and personal balance sheet capital constraints.17:54–20:29 · Harry as informed peer 1/10 Partnership Dynamics with Jose Marin Harry asks basic questions about partnership dynamics with Jose Marin and deal flow sources. Fabrice outlines their complementary skillsets, lightheartedly mentioning how legal work puts him to sleep while Jose excels at it.20:30–24:01 · Harry as informed peer 2/10 AngelList Syndicates vs. Traditional Venture Capital Harry asks if AngelList syndicates could replace traditional VC firms. Fabrice quickly dismantles the premise with comparative scale metrics, contrasting the $50 billion annual VC market with the $200 million syndicate market before detailing his portfolio track record.24:01–26:26 · Harry as informed peer 1/10 Quick Fire Round: Favorite Books and Productivity Practices In a quickfire sequence, Harry asks for book recommendations and productivity tips. Fabrice shares an actionable productivity rule around monotasking and turning off all digital notifications.26:28–28:28 · Harry as informed peer 1/10 Quick Fire Round: Tech News, Defining Success, and Advice for Founders Harry asks quickfire questions about success and founder advice. Fabrice provides nuanced answers, contrasting business leaders like Bill Gates with historical rulers like Octavian and Genghis Khan.28:29–30:21 · Harry as informed peer 1/10 Quick Fire Round: Flexport and B2B Marketplace Evolution Harry asks about Fabrice's recent investment in Flexport. Fabrice uses the prompt to deliver a structured breakdown on the four historical stages of marketplace business model evolution.3:43–6:21 · Guest teaching 3/10 The Value of Operational Experience in Startup Investing Harry asks whether operational experience is crucial for angel investors and VCs. Fabrice politely reframes the premise, noting that while operational background fosters empathy, many top investors without founder experience are fantastic. He then outlines fundraising management as the primary obstacle facing portfolio founders.6:21–10:38 · Guest teaching 5/10 Startup Valuation Principles and Pricing Discipline Harry asks standard open-ended questions about pricing discipline and check sizes. Fabrice delivers a masterclass on startup pricing heuristics, explaining why discounted cash flow doesn't apply and detailing unit economics metrics like fully loaded CAC vs net contribution margin mini-LTV.10:38–14:11 · Guest teaching 5/10 Co-Investing with Top Venture Capital Firms Harry presses Fabrice on an Observer article labeling him a clone collector who copies proven business models. Fabrice forcefully rejects the framing, arguing that adapting ideas requires deep localization and citing original disruptive investments like Beepi as proof.14:11–17:53 · Guest teaching 4/10 Board Seat Philosophy and Optimal Board Structure Harry highlights a contradiction in Fabrice's strategy, noting that despite claims of not doing follow-ons, Fabrice has made several. Fabrice explains the rationale, citing information asymmetry between Seed and Series A rounds and personal balance sheet capital constraints.17:54–20:29 · Guest teaching 2/10 Partnership Dynamics with Jose Marin Harry asks basic questions about partnership dynamics with Jose Marin and deal flow sources. Fabrice outlines their complementary skillsets, lightheartedly mentioning how legal work puts him to sleep while Jose excels at it.20:30–24:01 · Guest teaching 5/10 AngelList Syndicates vs. Traditional Venture Capital Harry asks if AngelList syndicates could replace traditional VC firms. Fabrice quickly dismantles the premise with comparative scale metrics, contrasting the $50 billion annual VC market with the $200 million syndicate market before detailing his portfolio track record.24:01–26:26 · Guest teaching 2/10 Quick Fire Round: Favorite Books and Productivity Practices In a quickfire sequence, Harry asks for book recommendations and productivity tips. Fabrice shares an actionable productivity rule around monotasking and turning off all digital notifications.26:28–28:28 · Guest teaching 3/10 Quick Fire Round: Tech News, Defining Success, and Advice for Founders Harry asks quickfire questions about success and founder advice. Fabrice provides nuanced answers, contrasting business leaders like Bill Gates with historical rulers like Octavian and Genghis Khan.28:29–30:21 · Guest teaching 4/10 Quick Fire Round: Flexport and B2B Marketplace Evolution Harry asks about Fabrice's recent investment in Flexport. Fabrice uses the prompt to deliver a structured breakdown on the four historical stages of marketplace business model evolution.3:43–6:21 · Guest disagreement 2/10 The Value of Operational Experience in Startup Investing Harry asks whether operational experience is crucial for angel investors and VCs. Fabrice politely reframes the premise, noting that while operational background fosters empathy, many top investors without founder experience are fantastic. He then outlines fundraising management as the primary obstacle facing portfolio founders.6:21–10:38 · Guest disagreement 1/10 Startup Valuation Principles and Pricing Discipline Harry asks standard open-ended questions about pricing discipline and check sizes. Fabrice delivers a masterclass on startup pricing heuristics, explaining why discounted cash flow doesn't apply and detailing unit economics metrics like fully loaded CAC vs net contribution margin mini-LTV.10:38–14:11 · Guest disagreement 5/10 Co-Investing with Top Venture Capital Firms Harry presses Fabrice on an Observer article labeling him a clone collector who copies proven business models. Fabrice forcefully rejects the framing, arguing that adapting ideas requires deep localization and citing original disruptive investments like Beepi as proof.14:11–17:53 · Guest disagreement 2/10 Board Seat Philosophy and Optimal Board Structure Harry highlights a contradiction in Fabrice's strategy, noting that despite claims of not doing follow-ons, Fabrice has made several. Fabrice explains the rationale, citing information asymmetry between Seed and Series A rounds and personal balance sheet capital constraints.17:54–20:29 · Guest disagreement 1/10 Partnership Dynamics with Jose Marin Harry asks basic questions about partnership dynamics with Jose Marin and deal flow sources. Fabrice outlines their complementary skillsets, lightheartedly mentioning how legal work puts him to sleep while Jose excels at it.20:30–24:01 · Guest disagreement 3/10 AngelList Syndicates vs. Traditional Venture Capital Harry asks if AngelList syndicates could replace traditional VC firms. Fabrice quickly dismantles the premise with comparative scale metrics, contrasting the $50 billion annual VC market with the $200 million syndicate market before detailing his portfolio track record.24:01–26:26 · Guest disagreement 1/10 Quick Fire Round: Favorite Books and Productivity Practices In a quickfire sequence, Harry asks for book recommendations and productivity tips. Fabrice shares an actionable productivity rule around monotasking and turning off all digital notifications.26:28–28:28 · Guest disagreement 1/10 Quick Fire Round: Tech News, Defining Success, and Advice for Founders Harry asks quickfire questions about success and founder advice. Fabrice provides nuanced answers, contrasting business leaders like Bill Gates with historical rulers like Octavian and Genghis Khan.28:29–30:21 · Guest disagreement 1/10 Quick Fire Round: Flexport and B2B Marketplace Evolution Harry asks about Fabrice's recent investment in Flexport. Fabrice uses the prompt to deliver a structured breakdown on the four historical stages of marketplace business model evolution.3:43–6:21 · Harry pushing back 1/10 The Value of Operational Experience in Startup Investing Harry asks whether operational experience is crucial for angel investors and VCs. Fabrice politely reframes the premise, noting that while operational background fosters empathy, many top investors without founder experience are fantastic. He then outlines fundraising management as the primary obstacle facing portfolio founders.6:21–10:38 · Harry pushing back 1/10 Startup Valuation Principles and Pricing Discipline Harry asks standard open-ended questions about pricing discipline and check sizes. Fabrice delivers a masterclass on startup pricing heuristics, explaining why discounted cash flow doesn't apply and detailing unit economics metrics like fully loaded CAC vs net contribution margin mini-LTV.10:38–14:11 · Harry pushing back 4/10 Co-Investing with Top Venture Capital Firms Harry presses Fabrice on an Observer article labeling him a clone collector who copies proven business models. Fabrice forcefully rejects the framing, arguing that adapting ideas requires deep localization and citing original disruptive investments like Beepi as proof.14:11–17:53 · Harry pushing back 3/10 Board Seat Philosophy and Optimal Board Structure Harry highlights a contradiction in Fabrice's strategy, noting that despite claims of not doing follow-ons, Fabrice has made several. Fabrice explains the rationale, citing information asymmetry between Seed and Series A rounds and personal balance sheet capital constraints.17:54–20:29 · Harry pushing back 1/10 Partnership Dynamics with Jose Marin Harry asks basic questions about partnership dynamics with Jose Marin and deal flow sources. Fabrice outlines their complementary skillsets, lightheartedly mentioning how legal work puts him to sleep while Jose excels at it.20:30–24:01 · Harry pushing back 1/10 AngelList Syndicates vs. Traditional Venture Capital Harry asks if AngelList syndicates could replace traditional VC firms. Fabrice quickly dismantles the premise with comparative scale metrics, contrasting the $50 billion annual VC market with the $200 million syndicate market before detailing his portfolio track record.24:01–26:26 · Harry pushing back 0/10 Quick Fire Round: Favorite Books and Productivity Practices In a quickfire sequence, Harry asks for book recommendations and productivity tips. Fabrice shares an actionable productivity rule around monotasking and turning off all digital notifications.26:28–28:28 · Harry pushing back 0/10 Quick Fire Round: Tech News, Defining Success, and Advice for Founders Harry asks quickfire questions about success and founder advice. Fabrice provides nuanced answers, contrasting business leaders like Bill Gates with historical rulers like Octavian and Genghis Khan.28:29–30:21 · Harry pushing back 0/10 Quick Fire Round: Flexport and B2B Marketplace Evolution Harry asks about Fabrice's recent investment in Flexport. Fabrice uses the prompt to deliver a structured breakdown on the four historical stages of marketplace business model evolution.

speaking balance: gold is Harry, purple is the guest (3 minute bins)

0:00 · Harry 67.7% · guest 32.3%0:00 · Harry 67.7% · guest 32.3%3:00 · Harry 15.7% · guest 84.3%3:00 · Harry 15.7% · guest 84.3%6:00 · Harry 9% · guest 91%6:00 · Harry 9% · guest 91%9:00 · Harry 12.9% · guest 87.1%9:00 · Harry 12.9% · guest 87.1%12:00 · Harry 9.4% · guest 90.6%12:00 · Harry 9.4% · guest 90.6%15:00 · Harry 9.1% · guest 90.9%15:00 · Harry 9.1% · guest 90.9%18:00 · Harry 13.1% · guest 86.9%18:00 · Harry 13.1% · guest 86.9%21:00 · Harry 4.2% · guest 95.8%21:00 · Harry 4.2% · guest 95.8%24:00 · Harry 7.3% · guest 92.7%24:00 · Harry 7.3% · guest 92.7%27:00 · Harry 3.6% · guest 96.4%27:00 · Harry 3.6% · guest 96.4%30:00 · Harry 77.5% · guest 22.5%30:00 · Harry 77.5% · guest 22.5%
Sharpest disagreement ▶ 11:59 Rejection of Clone Collector Label

Fabrice forcefully counters the framing from an Observer article that he is a clone collector, arguing that international adaptation requires real innovation and asserting that his US startups like Beepi are original market disruptors.

Hardest push from Harry ▶ 11:43 Press Critique Challenge

Harry directly confronts Fabrice with critical media coverage from The Observer accusing him of copying proven models rather than backing original innovation.

Biggest teaching moment ▶ 20:41 VC Market Scale vs Syndicates

Fabrice educates Harry on market realities by citing macro figures, showing that the $50 billion venture capital industry dwarfs the $200 million syndicate market and refuting the idea that syndicates will replace VCs.

Harry holds his own ▶ 15:56 Inconsistency Catch on Follow-On Strategy

Harry catches Fabrice in a strategic contradiction, pointing out that despite Fabrice's declared policy against making follow-on investments, he has repeatedly done so in practice.

the scores for every segment, with the reasoning behind each
ChapterTopicHarry as informed peerGuest teachingGuest disagreementHarry pushing backWhy
The Value of Operational Experience in Startup Investing 2321 Harry asks whether operational experience is crucial for angel investors and VCs. Fabrice politely reframes the premise, noting that while operational background fosters empathy, many top investors without founder experience are fantastic. He then outlines fundraising management as the primary obstacle facing portfolio founders.
Startup Valuation Principles and Pricing Discipline 2511 Harry asks standard open-ended questions about pricing discipline and check sizes. Fabrice delivers a masterclass on startup pricing heuristics, explaining why discounted cash flow doesn't apply and detailing unit economics metrics like fully loaded CAC vs net contribution margin mini-LTV.
Co-Investing with Top Venture Capital Firms 4554 Harry presses Fabrice on an Observer article labeling him a clone collector who copies proven business models. Fabrice forcefully rejects the framing, arguing that adapting ideas requires deep localization and citing original disruptive investments like Beepi as proof.
Board Seat Philosophy and Optimal Board Structure 4423 Harry highlights a contradiction in Fabrice's strategy, noting that despite claims of not doing follow-ons, Fabrice has made several. Fabrice explains the rationale, citing information asymmetry between Seed and Series A rounds and personal balance sheet capital constraints.
Partnership Dynamics with Jose Marin 1211 Harry asks basic questions about partnership dynamics with Jose Marin and deal flow sources. Fabrice outlines their complementary skillsets, lightheartedly mentioning how legal work puts him to sleep while Jose excels at it.
AngelList Syndicates vs. Traditional Venture Capital 2531 Harry asks if AngelList syndicates could replace traditional VC firms. Fabrice quickly dismantles the premise with comparative scale metrics, contrasting the $50 billion annual VC market with the $200 million syndicate market before detailing his portfolio track record.
Quick Fire Round: Favorite Books and Productivity Practices 1210 In a quickfire sequence, Harry asks for book recommendations and productivity tips. Fabrice shares an actionable productivity rule around monotasking and turning off all digital notifications.
Quick Fire Round: Tech News, Defining Success, and Advice for Founders 1310 Harry asks quickfire questions about success and founder advice. Fabrice provides nuanced answers, contrasting business leaders like Bill Gates with historical rulers like Octavian and Genghis Khan.
Quick Fire Round: Flexport and B2B Marketplace Evolution 1410 Harry asks about Fabrice's recent investment in Flexport. Fabrice uses the prompt to deliver a structured breakdown on the four historical stages of marketplace business model evolution.

Statements from this episode (19)

Assertion Partly supported
Fabrice Grinda has over $300M in exits and 200 angel investments
“He has over three hundred million dollars in exits and has made over 200 angel investments, including in the likes of Alibaba, Lending Club, and Brightroll.”
Harry Stebbings Sep 16, 2015 ▶ 0:15
Disclosure
Grinda co-founded four U.S. startups in two years
“But actually, the reality is, over the last two years, I've co-founded four more startups in the U.S., and my day job remains Being operational in startups that I found.”
Fabrice Grinda Sep 16, 2015 ▶ 2:30
Insight
Grinda: High valuations can trap startups and block future exits
“Especially if their company is doing well it could be a trap to want to raise too much money at too high a price and price yourself out of exits, price yourself out of upcoming subsequent ranks.”
Fabrice Grinda Sep 16, 2015 ▶ 5:49
Insight
Grinda: Fundraising help offers maximum VC value for minimal effort
“We spend most of our time helping startups with, because it's also where we can have the most value add with the least amount of work that we need to do, because it's all about like relationship, but also talking about experiences that we face time and time ag…”
Fabrice Grinda Sep 16, 2015 ▶ 6:03
Disclosure
FJ Labs typically does not lead rounds or price startups
“We don't, we typically don't lead the rands, and so we don't typically price them.”
Fabrice Grinda Sep 16, 2015 ▶ 6:41
Insight
High entry valuations prevent venture returns from covering startup failures
“Most startups do fail, and you need to make sure that the startups that you do succeed with actually help to cover all the losses that you make otherwise, and if you invest at way too high a price, you're not going to cover all the other failures that you have…”
Fabrice Grinda Sep 16, 2015 ▶ 7:50
Disclosure
FJ Labs invests $200K at seed up to $5M in late rounds
“Check sizes vary, but on average it's about 200 K at seed 300 K at the A, 500 K at the B, and then one to five million in the later stages.”
Fabrice Grinda Sep 16, 2015 ▶ 9:16
Disclosure
FJ Labs frequently co-invests with IVP, General Catalyst, and a16z
“But the main VCs that we work with are investor venture partners General Catalyst Andreessen Horowitz we work with Redpoint and We work with the end capital in Europe, and those would be the ones we spend, that we share the most deals with”
Fabrice Grinda Sep 16, 2015 ▶ 11:02
Disclosure
Non-U.S. investments represent only 20% to 25% of FJ Labs' portfolio
“When we invest outside of the U.S., which is a minority of investments, it's like 30%, or not even these days, around 20, 25% in, in non-U.S. Markets”
Fabrice Grinda Sep 16, 2015 ▶ 11:59
Insight
Grinda: Moats are built through execution, not evaluated at initial investment
“And so the barrier to entry, in fact, if we look at how we select companies to invest in, and there's a bunch of criteria barriers to entry is not one of them because the barriers to entry or something you build, By virtue of executing, you build a brand, you …”
Fabrice Grinda Sep 16, 2015 ▶ 13:28
Insight
Grinda: Keep boards to five members with a 3-to-2 founder majority
“I keep boards small in general, like three or five people I'd offer board seats to the lead VC if you have one at seed and maybe the lead VC at A, maybe have the guy from the seed round actually drop off the board and have two VCs who are doing it, either A le…”
Fabrice Grinda Sep 16, 2015 ▶ 15:25
Insight
Grinda: Seed-to-Series A information rarely justifies the valuation jump
“Well, the reason we don't typically follow on is usually, especially in frothy times, the amount of information you get between the C and the A is not enough to know that this is a clear winner. So often, so the price increases dramatically, the prorata of our…”
Fabrice Grinda Sep 16, 2015 ▶ 16:20
Disclosure
Fabrice Grinda and Jose Marin invest personal capital, not a fund
“Jose and I are investing your own capital, not, not a funds capital.”
Fabrice Grinda Sep 16, 2015 ▶ 17:06
Disclosure
Fabrice Grinda has personally invested $30 million into startups
“I mean, to date I firstly invested thirty million dollars which is a large portion of my net worth in startups, and so I don't have enough capital to just follow on and everything, and,”
Fabrice Grinda Sep 16, 2015 ▶ 17:20
Disclosure
Fabrice Grinda has backed 209 startups and around 500 founders
“At this point we've backed 209 startups, which means we've backed Like, 500 entrepreneurs or so.”
Fabrice Grinda Sep 16, 2015 ▶ 19:34
Assertion Supported
In 2014, syndicates deployed $200M compared to $50B in traditional VC
“And the VC, every year on average, you have about fifty billion dollars of VC investments. Last year, I think the syndicated model total between all different sites like Founders Club and Angelus were like two hundred million.”
Fabrice Grinda Sep 16, 2015 ▶ 20:46
Disclosure
Fabrice Grinda raised nearly $20M via AngelList and FundersClub
“That said, we've been very happy and successful with this model. I mean, we've raised over ten million dollars through Funders Club and Angel List across different companies. Might even be close to twenty million at this point between the various multi-company…”
Fabrice Grinda Sep 16, 2015 ▶ 21:42
Assertion Not checkable as stated
Grinda claims a 70-80% IRR and 7x average return across 210 startups
“Over the years, I've invested, as I said, around the 210 startups. We've actually made money in over 50% of the exits. On average today, we've done about seven acts and over 70 or 80% of IRR.”
Fabrice Grinda Sep 16, 2015 ▶ 23:07
Disclosure
Fabrice Grinda discloses early investment in freight forwarding startup Flexport
“The company I recently invested that I really like is Flexport, which is an end-to-end freight forwarding company.”
Fabrice Grinda Sep 16, 2015 ▶ 28:34
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