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Miles Grimshaw

37 statements across 3 episodes · 14 bullish · 10 bearish · 2 people on the record · first statement Nov 3, 2017 by Jack Altman · said 32 times in 13 episodes since 2017 · across every show →

On the record as a speaker too: Miles Grimshaw's record, appearances and statements → this page counts the times other people say the name.

Mentions by year

brought up most by Harry Stebbings (18), Miles Clements (8), Jack Altman (4), Vince Hankes (1), Everett Randle (1)

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0352017201820192020202120222023202420252026episodes it came up in
0042.5852017201820192020202120222023202420252026episodesmentions per episode
2026 8 mentions in 1 episode
2025 4 mentions in 3 episodes 1 per episode
2024 3 mentions in 2 episodes 2 per episode
2023 8 mentions in 5 episodes 2 per episode
2018 2 mentions in 1 episode
2017 7 mentions in 1 episode

every mention, scene by scene, with the transcript →

Everything said about Miles Grimshaw, oldest first

Nov 3, 2017 positive
Insight
Top VCs on a Cap Table Primarily Serve as Hiring Signals
“So, to start, I will say that I think it is very true that one of the most important things that great investors do for you is Is that they make other people want to join your company. And so for better or for worse, if you have miles from thrive or say benchm…”
Jack Altman Nov 3, 2017 ▶ 8:42 20VC: What Is Core To The Best Investor - Founder Relationships, The Biggest Risk For Founders In The Early Days & Why EQ Is The Most Important Trait For Managers with Jack Altman, Founder & CEO @ Lattice
Sep 18, 2023
Insight
Grimshaw: Slower, high-quality growth beats rapid growth in the wrong ways
“And often cases, I'd rather take less growth in the right ways than more growth in the wrong ways.”
Miles Grimshaw Sep 18, 2023 ▶ 32:36 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 neutral
Insight
Grimshaw: Rapid market shifts can be dangerous for early-stage startups
“First of all, you don't need, as a startup, too much market or too much market changing hands really fast can be dangerous. As a startup, you could only take on so much.”
Miles Grimshaw Sep 18, 2023 ▶ 1:14:10 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 bullish
Prediction Not checkable as stated
Grimshaw: LLMs will centralize media trust in established subscription brands
“I think as a function of LLMs, trust centralizes, and there's huge economies of scale to subscription businesses and advantages, and so it's a silly, silly fun idea, but if we're in media.”
Miles Grimshaw Sep 18, 2023 ▶ 1:18:15 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023
Disclosure
Grimshaw: Almost all Benchmark capital goes into initial investment checks
“If you would hit the spreadsheet of our investments almost all the capital we invest is the very first very first time we partner.”
Miles Grimshaw Sep 18, 2023 ▶ 39:41 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 negative
Insight
Grimshaw: VCs who enforce generic checklists distract and burden founders
“I've been in some board meetings where investors don't really get the product, don't really get the strategy that has to be pursued. They're trying to apply like procedures and checklists, you know, versus strategies specific to the instance. It becomes a repo…”
Miles Grimshaw Sep 18, 2023 ▶ 27:02 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 bullish
Prediction Not checkable as stated
Grimshaw: Founders will launch Benioff-style 'no more software' AI campaigns
“I think there'll be some entrepreneur or a few entrepreneurs, hopefully in the coming year or so, let's say, who channel maybe the Mark Benioff, 1999, like no more software, right?”
Miles Grimshaw Sep 18, 2023 ▶ 1:12:33 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 negative
Disclosure
Grimshaw: Missed investing in Plaid by over-intellectualizing bank incentives
“And I, you know, I probably got, I got too intellectual about it.”
Miles Grimshaw Sep 18, 2023 ▶ 53:55 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 neutral
Insight
Grimshaw: Innate founder capability cannot be coached
“I don't think it was coaching, but per se, but you can't coach height. Gotta have it.”
Miles Grimshaw Sep 18, 2023 ▶ 28:21 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 neutral
Assertion Partly supported
Grimshaw: Five banks control over 50% of US bank accounts
“So like five banks control over 50% of accounts in the UK, in the US.”
Miles Grimshaw Sep 18, 2023 ▶ 53:10 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 neutral
Insight
Grimshaw: Specialist VCs follow fixed playbooks while generalists seek new adaptations
“I think that the specialist can become a bit more physicist. Like here's the playbook, here's the rules. And I think of myself as a biologist in that you're constantly looking for like new adaptations, new variants”
Miles Grimshaw Sep 18, 2023 ▶ 58:13 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 negative
Opinion
Grimshaw: Unlike AI, mobile was merely a UX shift with identical architecture
“And in that way, I think it will be very different to mobile, which was mostly another UX but the same architecture, the same business models.”
Miles Grimshaw Sep 18, 2023 ▶ 1:08:06 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 negative
Opinion
Grimshaw: Waiting for a Perfect Pitch Before Pitching Benchmark Is Silly
“Like some, sometimes there's a, ah, I'll only pitch benchmark when I got the perfect pitch. Like that's silly. That doesn't need to be the case”
Miles Grimshaw Sep 18, 2023 ▶ 20:09 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 negative
Insight
Grimshaw: Relying on vertical benchmarks can undermine startup innovation
“There's moments probably where those metrics are the wrong things, right? Like where benchmarking perfectly to the playbook of that vertical, like you're going to break it in some way. It's going to look different in some way.”
Miles Grimshaw Sep 18, 2023 ▶ 57:55 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 positive
Insight
Grimshaw: VC diligence should feel like planning an adventure, not an examination
“In diligence, I think it should not feel like an examination. It should feel more like looking ahead at the future together and stepping into shoes together, which is the sort of work you'll be constantly doing with a founder. Sometimes I'd say it should feel …”
Miles Grimshaw Sep 18, 2023 ▶ 18:43 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 bullish
Prediction Not checkable as stated
Grimshaw: AI software will sell finished work outcomes rather than seat licenses
“The way to encapsulate would be this idea of selling the work, not the software. And that we'll move from a paradigm where you might think of it as moving from what we see right now as a copilot and moving to what I think about as a control center, where we'll…”
Miles Grimshaw Sep 18, 2023 ▶ 1:05:42 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 neutral
Prediction Not checkable as stated
Grimshaw: Incumbents will remain focused on lucrative AI co-pilot features
“I think incumbents can have a lot of cake with a co-pilot idea right now, and that'll be the focus.”
Miles Grimshaw Sep 18, 2023 ▶ 1:12:26 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023
Disclosure
Grimshaw: Made only one investment between late 2020 and late 2022
“Well, I think I made one investment between like end of summer 20 20 And end of twenty-twenty-two.”
Miles Grimshaw Sep 18, 2023 ▶ 1:40:29 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 positive
Insight
Grimshaw: Venture investing should be commitments, not bets
“If you think of investing as betting I think you spend a lot more, you know, a lot more energy on the funnel and winning the first, like you're placing chips on a roulette table. And I just don't, I don't think of it that way. I really think of the work we do …”
Miles Grimshaw Sep 18, 2023 ▶ 29:22 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 positive
Insight
Grimshaw: Key VC gut check is whether you can recruit for startups
“And so the gut check, the real question I think about a lot which gets to that sort of holistic nature of it is how do I imagine recruiting for this?”
Miles Grimshaw Sep 18, 2023 ▶ 33:19 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 positive
Insight
Grimshaw: A founder's rapid rate of learning beats knowing jargon
“The fact that they're willing to say, I don't know, and quickly learn, and grok it is really, I think, like the most important thing, that rate of learning, and in fact, I'd say most of us saw it as a strength.”
Miles Grimshaw Sep 18, 2023 ▶ 22:25 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023
Insight
Grimshaw: Investing on normative worldviews without market dislocations is dangerous
“I think it's dangerous in many ways, and this is sort of To think, oh, the world should work this way. And now I'm looking for people who also think the world should work this way, but don't really have the strategy for cracking that open, or there's no disloc…”
Miles Grimshaw Sep 18, 2023 ▶ 36:28 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 negative
Disclosure
Grimshaw regrets missing early investments in Figma, Plaid, and Scale AI
“Dylan at Figma, Zach at Plaid and Alex at Scale, and I have enormous respect for all three of them got to know all three of them really early, and I just, I struggled with it.”
Miles Grimshaw Sep 18, 2023 ▶ 48:19 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 positive
Prediction Not checkable as stated
Grimshaw: Tens of millions of software engineers will become AI engineers
“Tens of millions of engineers would become AI engineers versus like hundreds of thousands of ML scientists. That would beget the need for an application sort of framework for AI and tooling for that computing environment.”
Miles Grimshaw Sep 18, 2023 ▶ 0:00 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 positive
Insight
Grimshaw: User Focus Matters More in VC Than Metrics Frameworks
“And the most important thing is always like, who's the user and why do they care? If you ground yourself in that always, instead of sometimes a sort of like whirlwind of other, you know, framings from investing, it'll probably serve you pretty well.”
Miles Grimshaw Sep 18, 2023 ▶ 7:03 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 positive
Disclosure
Benchmark won't re-judge founders in future rounds based on early pitches
“We're only early. And so you get sort of a chance of it, but also we're not going to be able to, we're not going to re-judge you in the future based on what you told us now, because whereas other funds might.”
Miles Grimshaw Sep 18, 2023 ▶ 20:24 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023
Disclosure
Grimshaw names GitHub, Segment, Benchling, and Monzo as top investment returns
“I think if you looked at Realized, it would probably GitHub or Segment. If you look at Unrealized, maybe Benchling or Monzo,”
Miles Grimshaw Sep 18, 2023 ▶ 43:46 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023
Insight
Grimshaw: Venture investing requires finding market dislocations over market timing
“I don't personally think about it as much from sort of a timing lens, so much as the investigation and the thinking of like, what's different, what's new, what's a dislocation, what's emergent.”
Miles Grimshaw Sep 18, 2023 ▶ 35:38 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 positive
Insight
Grimshaw: The best entrepreneurs continuously make mistakes, but always new ones
“The very best entrepreneurs are always making mistakes. The really great ones are just making new mistakes each time, and I think there's a lot of truth to that, and so that slope and pace is is the most important.”
Miles Grimshaw Sep 18, 2023 ▶ 23:13 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 neutral
Insight
Grimshaw: Most software today is just a database with a form
“What's most software? It's a database with a form on top of it for users to manage information, put information, get information out.”
Miles Grimshaw Sep 18, 2023 ▶ 1:06:09 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023
Insight
Grimshaw: Product and customer come before data, which should only validate
“We should always start from like product and customer, not data. And data should be in some sense validation, not learning.”
Miles Grimshaw Sep 18, 2023 ▶ 31:58 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 negative
Insight
Grimshaw: Banks lack incentive to offer open account authentication APIs
“Now they have no incentive to do that because if they let you do that, it's easier to move money out, and they don't want you to move money out because they make money on you storing money there. That's how a bank works. You get lock in to other products, but …”
Miles Grimshaw Sep 18, 2023 ▶ 53:27 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 negative
Insight
Grimshaw: Building AI co-pilots is an incumbent strategy
“Most of what we've seen has been co-pilot stuff, and I think co-pilot is an incumbent's strategy. Incumbents own distribution, they own data, they own the UX, and they own a business model that all aligns to a co-pilot.”
Miles Grimshaw Sep 18, 2023 ▶ 1:08:35 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 bearish
Prediction Not checkable as stated
Grimshaw: AI startups building co-pilots won't create massive value
“And so I think the opportunity offered up to a startup being a co-pilot for something else, like probably won't be that amazing. And there might be pockets of it where it can really work, but the opportunity to disrupt is to be orthogonal to the incumbents.”
Miles Grimshaw Sep 18, 2023 ▶ 1:09:58 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Sep 18, 2023 positive
Prediction Not checkable as stated
Grimshaw: Benchmark will accept adoption risk if market behavioral dominoes are falling
“Force of will can do a lot, but you know, it's got to feel like the, you know, you've got to feel like the dominoes got tilted over, you know, you're looking here, But the domino chain is, is sort of happening conceptually in the market or for behavior, whatev…”
Miles Grimshaw Sep 18, 2023 ▶ 37:18 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Nov 24, 2023 bullish
Prediction Not checkable as stated
Grimshaw: AI software will sell work and outcome SLAs rather than seats
“I think the way to encapsulate would be this idea of selling the work, not the software, and that we'll move from a paradigm where you might think of it as moving from what we see right now as a copilot and moving to what I think about as a control center, whe…”
Miles Grimshaw Nov 24, 2023 ▶ 13:55 The Ultimate AI Roundtable: What Happens Now in AI, Why Google are Vulnerable | E1085 · 20VC with Harry Stebbings
Nov 24, 2023 bearish
Opinion
Grimshaw: AI copilots are an incumbent strategy, not a startup opportunity
“I think Copilot is an incumbent's strategy. Incumbents own distribution, they own data, they own the UX, and they own a business model that all aligns to a Copilot.”
Miles Grimshaw Nov 24, 2023 ▶ 19:05 The Ultimate AI Roundtable: What Happens Now in AI, Why Google are Vulnerable | E1085 · 20VC with Harry Stebbings
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