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20VC Prediction Open · timeframe Dec 2027
Flanagan: 95% of B2B buying journeys will start in LLMs by 2027
“Google search is one of the best channels we had in B to B. 80% of all purchases started on Google search. It's predicted by 2027, 95% will start in LLM.”
Kieran Flanagan Jul 11, 2025 ▶ 1:04:14 20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025
a16z Prediction Not checkable as stated
Flanagan: The AI platform shift favors incumbents over standalone point solutions
“And we've seen like AI may be one of the few platform shifts that actually skews towards the monopolies and conglomerates versus like these individual Companies who just get sucked up and there are features of these existing platforms that get kind of skews to…”
Kieran Flanagan Jul 21, 2023 ▶ 15:34 Growth vs Efficiency: Can You Have Both?
20VC Prediction Not checkable as stated
Flanagan: AI will merge growth and GTM teams into innovation pods
“What I see is AI is starting to collapse all of that into a single function, which is like an AI innovation pod. And the AI innovation pod is trying to figure out How do we deploy AI across like go to market to make it a much more efficient go to market?”
Kieran Flanagan Jul 11, 2025 ▶ 4:26 20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025
20VC Assertion Supported
Flanagan: ChatGPT scrapes 1,500 web pages for every single referral visit
“Six months ago, it was 250 pieces of content scraped, and they give you one visit back. Today, it's 1500 pieces of content scraped, and they give you one visit back.”
Kieran Flanagan Jul 11, 2025 ▶ 26:31 20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025
20VC Prediction Not checkable as stated
Flanagan: Informational content marketing will hold no long-term value due to AI
“Now informational content. I just don't see value in it long-term anymore because people's consumer habits are going to change to just get all of that from AI.”
Kieran Flanagan Jul 11, 2025 ▶ 30:10 20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025
20VC Prediction Not checkable as stated
Flanagan: AI will eliminate traditional GTM handovers across sales and support
“I think that is where we're going to go in the future and that you have a singular team looking across the entire go to market, whether that is the self-serve part, the sales led part, the customer success part, the customer support part. Because again, AI is …”
Kieran Flanagan Jul 11, 2025 ▶ 8:27 20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025
20VC Prediction Not checkable as stated
Flanagan: Every corporate function will be smaller in the future
“I think every function is going to be smaller in the future.”
Kieran Flanagan Jul 11, 2025 ▶ 13:29 20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025
20VC Prediction Not checkable as stated
Flanagan: AI will empower generalist 'Super ICs' over narrow specialists
“What I see happening is we're going to go to a place where we're going to have a lot of like super ICs and generalists that are enabled with AI, but can do much, much more.”
Kieran Flanagan Jul 11, 2025 ▶ 51:43 20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025
20VC Prediction Not checkable as stated
Flanagan: LLM referral traffic will reach 3% to 5% in two years
“I honestly think that maybe it's like three to five percent.”
Kieran Flanagan Jul 11, 2025 ▶ 52:36 20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025
a16z Prediction Not checkable as stated
Flanagan: AI will be a growth tailwind for 12 to 18 months
“There may be like AI is somewhat of a tailwind for like maybe 12 months or 18 months for the best people. And then who knows after that, maybe a headwind across everything.”
Kieran Flanagan Jul 21, 2023 ▶ 3:07 Growth vs Efficiency: Can You Have Both?
a16z Prediction Not checkable as stated
Flanagan: AI natural language interfaces will enable universal product-led growth
“And like AI is a phenomenal unlock for product-led growth because product-led growth will get naturally built into every single product because every single product will have a natural language interface. And so like you will actually be able to onboard the pr…”
Kieran Flanagan Jul 21, 2023 ▶ 14:57 Growth vs Efficiency: Can You Have Both?
a16z Prediction Not checkable as stated
Flanagan: Late-stage marketing will shift from domain specialists to technical generalists
“Marketing, I think might move from like more of a Channel domain expertise to more a generalist. Like we have generalists in early startups. I think that will actually be true of late stage companies because these generalists will be able to stitch together li…”
Kieran Flanagan Jul 21, 2023 ▶ 37:03 Growth vs Efficiency: Can You Have Both?
20VC Prediction Not checkable as stated
Every technology brand will eventually become a media brand
“To me, the whole, every tech brand in the future becomes a media brand because we have something to say.”
Kieran Flanagan Aug 10, 2022 ▶ 30:41 Kieran Flanagan: Hiring Tips for Growth; North Star Metrics; Hubspot's Mistake | 20VC #916 · 20VC with Harry Stebbings
20VC Prediction Held up
Flanagan: AI agents will be priced against human labor costs
“Yes. I think we're going to price agents against human labor costs, outcomes.”
Kieran Flanagan Jul 11, 2025 ▶ 15:16 20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025
20VC Assertion Partly supported
Flanagan: HubSpot's AI chat agent is booking meetings and closing sales
“We have an AI chat agent that is able to sell now. It's booked in meetings. It's doing sales.”
Kieran Flanagan Jul 11, 2025 ▶ 17:28 20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025
20VC Assertion Not checkable as stated
Flanagan: HubSpot achieved 5x email conversion uplift using AI
“And if you had told me 12 months ago that we could use AI to like five X the conversion rate on email, cause I'm like, ah, look, there's only so much personalization you can do in an email.”
Kieran Flanagan Jul 11, 2025 ▶ 18:26 20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025
20VC Assertion Contradicted
Flanagan: AI Overviews now appear in over 35% of Google searches
“That's on over, like, 35% of all searches today have some sort of AI overviews experience, and so that's rolling out much more rapidly.”
Kieran Flanagan Jul 11, 2025 ▶ 26:00 20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025
20VC Assertion Partly supported
Flanagan: Viral AI gorilla ad booked LA dentist for years
“And there's a dental practitioner in the LA who created this kind of looked like a vlog of a gorilla doing a parachute jump, losing his teeth, and then go into his practice to get them fixed. And it went viral. And he apparently booked up his dental practice f…”
Kieran Flanagan Jul 11, 2025 ▶ 37:01 20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025
20VC Assertion Supported
Flanagan: Quora citations in Google AI Overviews have drastically increased
“The real winner of AI search so far is like Quora. Quora is actually, you know, Their number of citations are seen in Google AI overviews has drastically increased because what I said was there's many ways to ask these questions now and AI wants all of that da…”
Kieran Flanagan Jul 11, 2025 ▶ 55:01 20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025
a16z Prediction Not checkable as stated
Flanagan: AI will shift marketing back to unmeasurable, indirect channels
“If you look at where I think things will go with the evolution of AI, people will want to talk to people, so like community becomes much more important, referral becomes much more important, where the mouth becomes much more important. All of these things are …”
Kieran Flanagan Jul 21, 2023 ▶ 3:59 Growth vs Efficiency: Can You Have Both?
20VC Prediction Not checkable as stated
Brands with neutral, uninspired product positioning will struggle
“Brands who don't get with that and don't know how to plug into the culture of today and sit in the middle saying boring things and being boring in terms of their product position and brand, I think they will They're going to struggle.”
Kieran Flanagan Aug 10, 2022 ▶ 27:56 Kieran Flanagan: Hiring Tips for Growth; North Star Metrics; Hubspot's Mistake | 20VC #916 · 20VC with Harry Stebbings
20VC Prediction Not checkable as stated
Creativity and brand will build the next generation of mega-companies
“I think creativity and brand is how you build a big company in the future.”
Kieran Flanagan Aug 10, 2022 ▶ 37:41 Kieran Flanagan: Hiring Tips for Growth; North Star Metrics; Hubspot's Mistake | 20VC #916 · 20VC with Harry Stebbings
20VC Assertion Not checkable as stated
Flanagan: HubSpot LLM traffic grew 5x but remains under 1%
“We've seen a five X increase, but it's still less than one percent of our traffic.”
Kieran Flanagan Jul 11, 2025 ▶ 38:17 20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025
20VC Prediction Open · timeframe Jul 2030
Flanagan: Enterprise AI stacks will dynamic-route between open and paid models
“I think that most companies at some point will have a The ability to like switch between open source models, paid models, whatever model is the best model for their task, because it's going to help them optimize their costs.”
Kieran Flanagan Jul 11, 2025 ▶ 47:42 20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025
a16z Assertion Partly supported
Flanagan: Organic click-through rates and traffic from Google search are declining
“And there are lots of examples of the click through rate decrease in and the amount of traffic you get from Google search pages.”
Kieran Flanagan Jul 21, 2023 ▶ 3:19 Growth vs Efficiency: Can You Have Both?
20VC Prediction Not checkable as stated
Growth functions will decentralize into product management roles
“I think at some point you can see growth being much more decentralized into just how PMs create the product itself. We build in mechanisms to promote the product through virality or these other things. We build onboarding flows. We build upgrade flows to get p…”
Kieran Flanagan Aug 10, 2022 ▶ 2:48 Kieran Flanagan: Hiring Tips for Growth; North Star Metrics; Hubspot's Mistake | 20VC #916 · 20VC with Harry Stebbings
20VC Assertion Partly supported
Kieran Flanagan: Genius.com outranked competitors using pre-PMF annotation features
“One of my favorite examples is Genius.com, right? Used to be Rap Genius back in the day when there were large lyric sites. Now, when you were building another lyric site, there was already well-established lyric sites. Like, how do you differentiate in that? B…”
Kieran Flanagan Nov 25, 2022 ▶ 17:39 20VC: When to Make Your First Growth Hire? Senior or Junior? How To Onboard Them? How To Monitor Their Progress? from Growth Leaders @ Facebook, Instagram, Lyft, Instacart, Miro and more
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