Oct 19, 2015 · 30m · 20vc

20 VC 080: How VCs Can Differentiate Themselves with Patricia Nakache, General Partner @ Trinity Ventures

Patricia Nakache · 24m spoken Harry Stebbings · 4m spoken
0:00 / 0:00

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In this episode of The 20 Minute VC, host Harry Stebbings interviews Patricia Nakache, General Partner at Trinity Ventures, discussing VC differentiation, gender diversity in venture capital, prudent capital allocation, and startup growth strategies.

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 15.9% of the talking time here. How this is scored →

Harry as informed peer 3.2 Guest teaching 4.5 Guest disagreement 0.8 Harry pushing back 1.2
05100:0010:0020:0030:001:50–6:01 · Harry as informed peer 1/10 Patricia Nakache's Path into Venture Capital Harry opens with standard background questions about Patricia's entry into technology and VC. Patricia provides a long, detailed story covering her early career at McKinsey, freelance writing for Fortune, and starting at Trinity as a contractor. The interaction is entirely collaborative with zero host pushback.6:01–10:55 · Harry as informed peer 3/10 Addressing Gender Imbalance and the 'Two Ps' in Venture Capital Harry cites specific statistics showing female VC partner representation dropped from 10% to 6%. Patricia educates him with a structured framework, introducing the 'Two Ps' (Pipeline and Pattern Recognition) and detailing structural industry solutions. The dynamic is highly educational without conflict.10:55–14:03 · Harry as informed peer 4/10 Investing in Female Founders and Key Entrepreneur Qualities Harry demonstrates good portfolio knowledge by naming specific female-led startups Patricia backed (Care.com, Weddington, Ruby Ribbon). Patricia explains the market positioning and pain points that made these investments compelling. The dynamic remains conversational and warm.14:03–16:54 · Harry as informed peer 3/10 Venture Red Flags and Capital Allocation Strategy Harry probes Patricia on red flags, leading her to discuss high burn rates prior to product-market fit. Harry presses with a logical follow-up question on how founders should determine funding amounts based on milestones. The host actively steers the discussion into capital allocation mechanics.16:54–22:27 · Harry as informed peer 4/10 Timing Expansion and Product-Market Fit Harry asks about VC differentiation and suggests that firms cope by hiring Directors of Talent. Patricia gently reframes his premise, explaining how Trinity offers portfolio support beneath executive levels without needing identical headcount structures. Harry demonstrates good industry awareness of VC platform trends.22:27–30:06 · Harry as informed peer 4/10 Quick Fire Round: Success Metrics, Trends, and Latest Investment Harry pushes back on Patricia's claim that the on-demand economy faces a shakeout, asking her to name unneeded on-demand services. Later, Patricia thoroughly educates Harry on the $5 billion hair extension market and its superior e-commerce unit economics, leaving him visibly surprised.1:50–6:01 · Guest teaching 3/10 Patricia Nakache's Path into Venture Capital Harry opens with standard background questions about Patricia's entry into technology and VC. Patricia provides a long, detailed story covering her early career at McKinsey, freelance writing for Fortune, and starting at Trinity as a contractor. The interaction is entirely collaborative with zero host pushback.6:01–10:55 · Guest teaching 6/10 Addressing Gender Imbalance and the 'Two Ps' in Venture Capital Harry cites specific statistics showing female VC partner representation dropped from 10% to 6%. Patricia educates him with a structured framework, introducing the 'Two Ps' (Pipeline and Pattern Recognition) and detailing structural industry solutions. The dynamic is highly educational without conflict.10:55–14:03 · Guest teaching 4/10 Investing in Female Founders and Key Entrepreneur Qualities Harry demonstrates good portfolio knowledge by naming specific female-led startups Patricia backed (Care.com, Weddington, Ruby Ribbon). Patricia explains the market positioning and pain points that made these investments compelling. The dynamic remains conversational and warm.14:03–16:54 · Guest teaching 4/10 Venture Red Flags and Capital Allocation Strategy Harry probes Patricia on red flags, leading her to discuss high burn rates prior to product-market fit. Harry presses with a logical follow-up question on how founders should determine funding amounts based on milestones. The host actively steers the discussion into capital allocation mechanics.16:54–22:27 · Guest teaching 5/10 Timing Expansion and Product-Market Fit Harry asks about VC differentiation and suggests that firms cope by hiring Directors of Talent. Patricia gently reframes his premise, explaining how Trinity offers portfolio support beneath executive levels without needing identical headcount structures. Harry demonstrates good industry awareness of VC platform trends.22:27–30:06 · Guest teaching 5/10 Quick Fire Round: Success Metrics, Trends, and Latest Investment Harry pushes back on Patricia's claim that the on-demand economy faces a shakeout, asking her to name unneeded on-demand services. Later, Patricia thoroughly educates Harry on the $5 billion hair extension market and its superior e-commerce unit economics, leaving him visibly surprised.1:50–6:01 · Guest disagreement 0/10 Patricia Nakache's Path into Venture Capital Harry opens with standard background questions about Patricia's entry into technology and VC. Patricia provides a long, detailed story covering her early career at McKinsey, freelance writing for Fortune, and starting at Trinity as a contractor. The interaction is entirely collaborative with zero host pushback.6:01–10:55 · Guest disagreement 1/10 Addressing Gender Imbalance and the 'Two Ps' in Venture Capital Harry cites specific statistics showing female VC partner representation dropped from 10% to 6%. Patricia educates him with a structured framework, introducing the 'Two Ps' (Pipeline and Pattern Recognition) and detailing structural industry solutions. The dynamic is highly educational without conflict.10:55–14:03 · Guest disagreement 0/10 Investing in Female Founders and Key Entrepreneur Qualities Harry demonstrates good portfolio knowledge by naming specific female-led startups Patricia backed (Care.com, Weddington, Ruby Ribbon). Patricia explains the market positioning and pain points that made these investments compelling. The dynamic remains conversational and warm.14:03–16:54 · Guest disagreement 1/10 Venture Red Flags and Capital Allocation Strategy Harry probes Patricia on red flags, leading her to discuss high burn rates prior to product-market fit. Harry presses with a logical follow-up question on how founders should determine funding amounts based on milestones. The host actively steers the discussion into capital allocation mechanics.16:54–22:27 · Guest disagreement 1/10 Timing Expansion and Product-Market Fit Harry asks about VC differentiation and suggests that firms cope by hiring Directors of Talent. Patricia gently reframes his premise, explaining how Trinity offers portfolio support beneath executive levels without needing identical headcount structures. Harry demonstrates good industry awareness of VC platform trends.22:27–30:06 · Guest disagreement 2/10 Quick Fire Round: Success Metrics, Trends, and Latest Investment Harry pushes back on Patricia's claim that the on-demand economy faces a shakeout, asking her to name unneeded on-demand services. Later, Patricia thoroughly educates Harry on the $5 billion hair extension market and its superior e-commerce unit economics, leaving him visibly surprised.1:50–6:01 · Harry pushing back 0/10 Patricia Nakache's Path into Venture Capital Harry opens with standard background questions about Patricia's entry into technology and VC. Patricia provides a long, detailed story covering her early career at McKinsey, freelance writing for Fortune, and starting at Trinity as a contractor. The interaction is entirely collaborative with zero host pushback.6:01–10:55 · Harry pushing back 0/10 Addressing Gender Imbalance and the 'Two Ps' in Venture Capital Harry cites specific statistics showing female VC partner representation dropped from 10% to 6%. Patricia educates him with a structured framework, introducing the 'Two Ps' (Pipeline and Pattern Recognition) and detailing structural industry solutions. The dynamic is highly educational without conflict.10:55–14:03 · Harry pushing back 0/10 Investing in Female Founders and Key Entrepreneur Qualities Harry demonstrates good portfolio knowledge by naming specific female-led startups Patricia backed (Care.com, Weddington, Ruby Ribbon). Patricia explains the market positioning and pain points that made these investments compelling. The dynamic remains conversational and warm.14:03–16:54 · Harry pushing back 2/10 Venture Red Flags and Capital Allocation Strategy Harry probes Patricia on red flags, leading her to discuss high burn rates prior to product-market fit. Harry presses with a logical follow-up question on how founders should determine funding amounts based on milestones. The host actively steers the discussion into capital allocation mechanics.16:54–22:27 · Harry pushing back 2/10 Timing Expansion and Product-Market Fit Harry asks about VC differentiation and suggests that firms cope by hiring Directors of Talent. Patricia gently reframes his premise, explaining how Trinity offers portfolio support beneath executive levels without needing identical headcount structures. Harry demonstrates good industry awareness of VC platform trends.22:27–30:06 · Harry pushing back 3/10 Quick Fire Round: Success Metrics, Trends, and Latest Investment Harry pushes back on Patricia's claim that the on-demand economy faces a shakeout, asking her to name unneeded on-demand services. Later, Patricia thoroughly educates Harry on the $5 billion hair extension market and its superior e-commerce unit economics, leaving him visibly surprised.

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

0:00 · Harry 67% · guest 33%0:00 · Harry 67% · guest 33%3:00 · Harry 4.8% · guest 95.2%3:00 · Harry 4.8% · guest 95.2%6:00 · Harry 11.3% · guest 88.7%6:00 · Harry 11.3% · guest 88.7%9:00 · Harry 12.2% · guest 87.8%9:00 · Harry 12.2% · guest 87.8%12:00 · Harry 3.6% · guest 96.4%12:00 · Harry 3.6% · guest 96.4%15:00 · Harry 8.8% · guest 91.2%15:00 · Harry 8.8% · guest 91.2%18:00 · Harry 9.7% · guest 90.3%18:00 · Harry 9.7% · guest 90.3%21:00 · Harry 10.3% · guest 89.7%21:00 · Harry 10.3% · guest 89.7%24:00 · Harry 7.2% · guest 92.8%24:00 · Harry 7.2% · guest 92.8%27:00 · Harry 2.8% · guest 97.2%27:00 · Harry 2.8% · guest 97.2%30:00 · Harry 96.8% · guest 3.2%30:00 · Harry 96.8% · guest 3.2%
Sharpest disagreement ▶ 24:38 Contrarian view on the on-demand economy bubble

Patricia takes a firm contrarian stance against prevailing tech hype, predicting an impending shakeout in on-demand services and criticizing models that offer unnecessary immediacy.

Hardest push from Harry ▶ 25:09 Host demands specific examples of failed on-demand concepts

Harry refuses to accept Patricia's broad assertion about on-demand flaws without proof, directly interrupting to demand specific examples of services people do not actually need on-demand.

Biggest teaching moment ▶ 28:00 Breakdown of the $5 billion hair extension market economics

Patricia catches the host off-guard with the scale and unit economics of the hair extension market, explaining why high average order value and light weight make it ideal for e-commerce.

Harry holds his own ▶ 21:17 Host identifies the rise of VC Talent Directors

Harry demonstrates strong industry awareness of VC firm differentiation strategies by pointing out the specific trend of hiring Directors of Talent.

the scores for every segment, with the reasoning behind each
ChapterTopicHarry as informed peerGuest teachingGuest disagreementHarry pushing backWhy
Patricia Nakache's Path into Venture Capital 1300 Harry opens with standard background questions about Patricia's entry into technology and VC. Patricia provides a long, detailed story covering her early career at McKinsey, freelance writing for Fortune, and starting at Trinity as a contractor. The interaction is entirely collaborative with zero host pushback.
Addressing Gender Imbalance and the 'Two Ps' in Venture Capital 3610 Harry cites specific statistics showing female VC partner representation dropped from 10% to 6%. Patricia educates him with a structured framework, introducing the 'Two Ps' (Pipeline and Pattern Recognition) and detailing structural industry solutions. The dynamic is highly educational without conflict.
Investing in Female Founders and Key Entrepreneur Qualities 4400 Harry demonstrates good portfolio knowledge by naming specific female-led startups Patricia backed (Care.com, Weddington, Ruby Ribbon). Patricia explains the market positioning and pain points that made these investments compelling. The dynamic remains conversational and warm.
Venture Red Flags and Capital Allocation Strategy 3412 Harry probes Patricia on red flags, leading her to discuss high burn rates prior to product-market fit. Harry presses with a logical follow-up question on how founders should determine funding amounts based on milestones. The host actively steers the discussion into capital allocation mechanics.
Timing Expansion and Product-Market Fit 4512 Harry asks about VC differentiation and suggests that firms cope by hiring Directors of Talent. Patricia gently reframes his premise, explaining how Trinity offers portfolio support beneath executive levels without needing identical headcount structures. Harry demonstrates good industry awareness of VC platform trends.
Quick Fire Round: Success Metrics, Trends, and Latest Investment 4523 Harry pushes back on Patricia's claim that the on-demand economy faces a shakeout, asking her to name unneeded on-demand services. Later, Patricia thoroughly educates Harry on the $5 billion hair extension market and its superior e-commerce unit economics, leaving him visibly surprised.

Statements from this episode (11)

Insight
Nakache: Culture fit is critical in small venture capital partnerships
“In small partnerships, that's really important. You have to, there's not a big company. There's no place to go hide if you don't get along with somebody. There's no kind of other division you can transfer to or other group you can transfer to. You have to make…”
Patricia Nakache Oct 19, 2015 ▶ 5:36
Insight
Nakache: Pattern recognition in VC partner hiring perpetuates gender imbalance
“The second P is, is what I call pattern recognition, and that's just the notice, a notion, and it applies to investment decisions too, but it's the notion that decisions are made based on recognizing attributes that have worked for you in the past or been succ…”
Patricia Nakache Oct 19, 2015 ▶ 8:25
Insight
Nakache: Market retrenchment disproportionately harms minorities in venture capital
“I think there was a, when I joined it was higher, I believe, because we were in the middle of the dot-com boom, and in growth times, that's when opportunity exists, actually, I think, For minorities to make progress. I think in retrenchment, times of retrenchm…”
Patricia Nakache Oct 19, 2015 ▶ 9:24
Assertion Supported
Nakache: Female-led micro VC funds are driving female representation in VC
“There've been a number of micro VC funds that have been started by women GPs. And you know, like Teresa Gao and Jennifer Vaughn said started Aspect Ventures. Alie Lee started Cowboy Ventures. I mean, there's actually a, you know, a handful of them. And that's …”
Patricia Nakache Oct 19, 2015 ▶ 10:19
Opinion
Nakache saw huge gap between Craigslist and expensive nanny agencies
“Felt to me like there was a big opportunity for service that provided more vetting than a Craigslist, but was way less expensive than an agency.”
Patricia Nakache Oct 19, 2015 ▶ 12:36
Disclosure
Nakache spent 3 months doing joint diligence before backing Ruby Ribbon
“Before I invest in her company, you know, she and I did due diligence on the concept of Ruby Ribbon together for about a three-month period”
Patricia Nakache Oct 19, 2015 ▶ 13:07
Insight
Nakache: Ramping burn rate before product-market fit wastes capital
“If the company has not yet reached a stage where there's product market fit and yet the burn rate has been ramped up, To me, that's a yellow flag, and it's interesting, you know, it's one I'm thinking about a lot today in the context of the current environment…”
Patricia Nakache Oct 19, 2015 ▶ 14:10
Insight
Nakache: Raising too much early capital forces dangerous premature growth spending
“If you raise, you know, say, say you're, you know, you just launched your product, and you have, you know, four or five months of data, and it all looks positive, but it's all limited and you raise a lot of money, The expectations for growth are, from the, fro…”
Patricia Nakache Oct 19, 2015 ▶ 15:25
Assertion Not checkable as stated
Nakache: The era of the generalist venture capitalist is largely over
“The days of sort of the generalist venture capitalist is, is I think mostly gone exists in some rare pockets, but, you know, I think when I, and that's been a transition that's happened during the time I've been in venture capital I think, you know, it wasn't …”
Patricia Nakache Oct 19, 2015 ▶ 19:02
Prediction Held up
Nakache predicts a shakeout in non-essential on-demand economy startups
“I also think there's going to be a shakeout in the on-demand economy. Because there's been, well, I do, you know, I'm very, I'm bullish there are a bunch of services that are going to thrive, but I think there have been a lot of services that have been funded …”
Patricia Nakache Oct 19, 2015 ▶ 24:41
Assertion Partly supported
Nakache: US hair extensions market exceeds $5 billion and is growing
“First of all, hair extensions is a, Is, is a big market that, you know, most people are pretty unaware of, but it's a, it's, you know, it's over a five billion dollar market in the US. It's growing.”
Patricia Nakache Oct 19, 2015 ▶ 27:57
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