Glean

48 statements across 9 episodes · 21 bullish · 7 bearish · 9 people on the record · first statement Oct 21, 2024 by Mamoon Hamid · said 84 times in 15 episodes since 2024 · across every show →

Mentions by year

brought up most by Harry Stebbings (35), AJ Tennant (23), Saam Motamedi (5), Jason Lemkin (3), Bucky Moore (3), Mamoon Hamid (2), Nikesh Arora (1), Lucas Swisher (1)

tap a year for its mentions
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2026 20 mentions in 4 episodes 5 per episode
2025 24 mentions in 8 episodes 3 per episode
2024 40 mentions in 3 episodes 13 per episode

every mention, scene by scene, with the transcript →

Everything said about Glean, oldest first

Oct 21, 2024 positive
Disclosure
Hamid: Kleiner Perkins co-led Glean's early round at $35M post-money
“We'll be back to Arvind Glean. We did it as a co-led it with Lightspeed at 35 post. And Arvind is a G. You know, he started Rubrik. He's like one of the, you know, Google fellow type of person. He raised a lot. He's like fifteen million at 35 post, so gave up …”
Mamoon Hamid Oct 21, 2024 ▶ 41:44 Mamoon Hamid: AI - Where Value Accrues, Startups vs Incumbents & Scaling Laws | E1217 · 20VC with Harry Stebbings
Oct 23, 2024 positive
Assertion Not checkable as stated
Glean expanded a $60K healthcare deal to over $500K in 9 months
“We had this healthcare company do a 60,000 dollar land deal with us, and over the course of nine months, the AE, the SE, and the CSM turned that account into a 500,000 dollar plus contract because they focused on deployment, they focused on success, they tied …”
AJ Tennant Oct 23, 2024 ▶ 29:39 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024
Prediction Not publicly verifiable
Glean withholds AE commissions unless deployment success plans are completed
“I took a page out of Dave Schneider's book from ServiceNow and We're implementing a system where we're not paying AEs on their deals unless they have an approved deployment success plan filled out.”
AJ Tennant Oct 23, 2024 ▶ 27:43 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024
Assertion Not checkable as stated
AJ Tennant: Glean's mid-market annual contract values are well over $100,000
“Yeah, a little, little north of that, like you could get you know, in that, that segment right now, we're well north of that, but when we were getting going early, early days, where even before I was there, that's even, that's what it would be.”
AJ Tennant Oct 23, 2024 ▶ 8:45 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024
Assertion Not checkable as stated
Glean co-founder spent 20 hours on security calls for single deal
“I remember having conversations with Vish, one of the co-founders of Clean, he's like, AJ, I've been on 20 hours of calls with, you know, with this account for the same conversation about security issues.”
AJ Tennant Oct 23, 2024 ▶ 15:56 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024
Disclosure
Glean Tests Sales Candidates on Active Prospective Target Accounts
“One of the strategies we have in our panel interview is, I always ask my managers, it's a double, like, choose the account that this person is prepping for their sell to, On a new prospect that we are trying to get into.”
AJ Tennant Oct 23, 2024 ▶ 51:26 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024 positive
Disclosure
Glean Sales Strategy: Grounding raw AI demand in defined business value
“Our strategy is to capture that AI demand, but then turn it back into clear business value that has success criteria.”
AJ Tennant Oct 23, 2024 ▶ 19:30 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024 positive
Assertion Not checkable as stated
AJ Tennant: Glean maintains a 97% to 98% gross retention rate
“And so, you know, luckily at Glean, we have like a 97, 98% GRR. The only accounts we're churning are SMBs,”
AJ Tennant Oct 23, 2024 ▶ 32:20 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024 positive
Disclosure
Glean gives spot bonuses to CSMs for multi-million dollar expansions
“Actually, we did that at Glean, but we haven't systematically done it. So, for example, you know, the companies that did these multi-million dollar expansions, we actually strategically gave a large spot bonus to the CSM that was on that because we wanted to r…”
AJ Tennant Oct 23, 2024 ▶ 34:47 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024 negative
Insight
AJ Tennant: Coin-Operated Sales Reps Are the Ones You Shouldn't Hire
“The sales reps that are coin operated are the ones you don't want to hire. The sales reps that have that insightful IQ that you talked about want career development. They want challenges. They want to figure out how to get, like, coached and mentored. That's w…”
AJ Tennant Oct 23, 2024 ▶ 46:10 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024
Assertion Not checkable as stated
Tennant: Glean converted a Fortune 100 pilot into a seven-figure contract
“We had one Fortune 100 companies say, we want to test how you're, how we're lowering call resolution time with Glean relative to the other solution we had and the competitors. It was very time bound. It was very specific. And we're able to tie that back exactl…”
AJ Tennant Oct 23, 2024 ▶ 18:45 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024
Insight
Sales teams should remain generalists until hitting $200M to $250M revenue
“I hear that argument. I still think staying generalist is important until you get to a certain scale. I think you need to be at 200,000,250 million to go that granular because Just the number of AEs that you need to hire to get to vertical, just become, and it…”
AJ Tennant Oct 23, 2024 ▶ 20:24 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024 positive
Disclosure
Glean requires enterprise Account Executives to stay involved during deployment
“Our strategy is that in the enterprise, you as an AE are involved in the deployment. The reason you're involved is because you have an incentive to make them successful because your, the future upsell is dependent on your ability to drive deployment.”
AJ Tennant Oct 23, 2024 ▶ 28:36 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024
Insight
Tennant: Enterprise land-and-expand deals require upfront executive alignment on expansion metrics
“I think you need to be very willing to do that. Now, the key thing that we've learned, and I, you know, learned this at Slack as well, but at Glean, You've got to have success criteria. You've got to have, okay, we're going to do, let's say for Fortune, 100 co…”
AJ Tennant Oct 23, 2024 ▶ 18:08 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024 negative
Insight
AJ Tennant: Sales playbooks overcomplicate sales, which is fundamentally simple execution
“My view is that playbooks are really, it's like a fancy word for what is your strategy? What is your outbound messaging? Like, what is your plan? Like a play, so I guess, you know, it can be semantics a little bit, but what I view is sales is very simple. You …”
AJ Tennant Oct 23, 2024 ▶ 5:09 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024
Insight
Tennant: Sales interviews must test quick strategic thinking over canned answers
“What I'm looking for in that question is actually like higher level thinking of like, how can you think not only quickly, but strategically and then map it to what is actually going to be your job? Like you are going to get a hundred accounts and you are going…”
AJ Tennant Oct 23, 2024 ▶ 41:06 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024 positive
Disclosure
AJ Tennant: Winning T-Mobile ignited Glean's upmarket growth momentum
“T-Mobile became that account for us at Glean. Not just a sales team, as a company and leadership team, we said, we are going to prove success at a Fortune 100, Like T-Mobile, get it to, get a win, get value, get success, and that's what we did. And then, as so…”
AJ Tennant Oct 23, 2024 ▶ 14:56 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024
Disclosure
Glean phased its upmarket transition by giving reps key accounts alongside mid-market
“What we did was we said, okay, this team that's going after the, 2003 1004 1005 thousand, maybe even we started selling to like 10,015 thousand person accounts. We said, we're going to give you one or two of these key accounts that we're going to try to get in…”
AJ Tennant Oct 23, 2024 ▶ 16:49 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024 positive
Insight
Tennant: CEOs Should Have Executive Candidates Solve Active Company Problems
“I think that having him ask me, hey, AJ, here are the three problems that we're dealing with as a company right now. Can you produce something and present to me and my leadership team on how you're going to solve it? It has two benefits. Even if I don't turn o…”
AJ Tennant Oct 23, 2024 ▶ 51:05 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024 bullish
Assertion Not checkable as stated
AJ Tennant: Glean's largest customer contract is well north of $5 million
“You know, well, well north of five million.”
AJ Tennant Oct 23, 2024 ▶ 25:25 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024
Disclosure
AJ Tennant: Glean defined enterprise sales as 2,000-plus employee companies
“At Glean, when I joined, we had real great success in that mid-market segment. We had strong sellers, about like eight of them, and we decided very quickly with the team to say, we've got to move up market, let's cut it at 2000 employees and above, and the bel…”
AJ Tennant Oct 23, 2024 ▶ 14:14 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024
Insight
AJ Tennant: Startups past $10M-$20M ARR need a strict discounting matrix
“I approach it early days, do it, get the deals done, but once you get past, like, 1015, twenty million in revenue, you really need to have a very tight discount matrix, and don't give away just horrible deals, because it's gonna impact the market discount rate…”
AJ Tennant Oct 23, 2024 ▶ 58:05 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024
Insight
AJ Tennant: Customer success drives subsequent sales better than brand logos
“If you get a marquee customer and get them successful, it's more important than the logo, it's actually, they will do reference calls, they will do intros, so I think it's less about the logo, and it's more about that customer becoming successful to then do re…”
AJ Tennant Oct 23, 2024 ▶ 58:30 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024 positive
Insight
Aggressive accelerators are the single best sales compensation lever
“More aggressive accelerators. You know, accelerators are essentially ways to, if someone goes over a hundred percent of their quota, An accelerator just gives that rep the ability to move faster in terms of accelerated comp. And so what it's doing, and why I s…”
AJ Tennant Oct 23, 2024 ▶ 35:34 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024 bearish
Prediction Not checkable as stated
Enterprise AI tools without clear ROI will churn within two years
“AI budgets that are based on just, hey, we need to quickly enable our employees to be AI-centric that aren't tying it back to business outcomes, impact, Top line, bottom line. A year from now, two years from now, we're going to churn.”
AJ Tennant Oct 23, 2024 ▶ 23:47 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024 positive
Insight
Tennant: Best Account Executives Do Their Own Outbound Prospecting
“Absolutely. We at Glean, you know, we have a, you know, and every company I've been a part of, like, I want AEs to be joining, expecting that they have to do outbound, and they're not going to have a BDR. Now, the reality is, is you're going to have a lot of h…”
AJ Tennant Oct 23, 2024 ▶ 4:21 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024 negative
Assertion Not checkable as stated
Enterprise AI implementation takes 6-12 months or $5M in services
“Everyone is being sold A bag of goods and a dream of this sort of AI enabled workforce or Automation, top line, bottom line, and then when it comes to implementation, it's taking six, nine, 12 months, or it comes attached with a five million dollar services bu…”
AJ Tennant Oct 23, 2024 ▶ 26:02 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024 positive
Disclosure
Glean ties CSM compensation to user activity rather than direct upsells
“We're actually tying the compensation of our CSMs not to an upsell. I guess it's sort of embedded into the NDR piece, but it's frankly more about, are you getting users active?”
AJ Tennant Oct 23, 2024 ▶ 29:10 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024 positive
Disclosure
Tennant: Glean maintains an all-time sales turnover rate of around 20%
“We have about, ah, all time, like a 20% turnover rate.”
AJ Tennant Oct 23, 2024 ▶ 52:08 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024
Assertion Not checkable as stated
AJ Tennant: Stewart Butterfield and Arvind Jain personally drove early sales
“At Slack, Stuart was very involved on figuring out how to get those first customers and making them successful. Arvin, the same thing at Glean”
AJ Tennant Oct 23, 2024 ▶ 6:35 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024
Insight
AJ Tennant: Skipping sales enablement hurts startup performance in the long run
“Founders and sales leaders that have the mentality that I have like had back then who are just like, let's hire the best reps. They can figure it out. It, it's gonna hurt you in the long run”
AJ Tennant Oct 23, 2024 ▶ 57:04 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Oct 23, 2024
Assertion Not checkable as stated
AJ Tennant: Glean achieves 90-day sales cycles for sub-1,000 employee accounts
“It is, but I, on the sub-one thousand, we're getting it down to, you know, 90, 90 days. So it's closer to the four if you blend in that, like that below a thousand.”
AJ Tennant Oct 23, 2024 ▶ 9:09 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
May 5, 2025 negative
Assertion Supported
Moore: OpenAI blocked investors in enterprise search startup Glean
“OpenAI famously saying, hey, if you're an investor in Glean, you don't get to be an investor in OpenAI, which would foreshadow they plan to play in that space.”
Bucky Moore May 5, 2025 ▶ 7:43 Bucky Moore @ Lightspeed Venture Partners: Why You Cannot Do VC If You Do Not Do Pre-Seed · 20VC with Harry Stebbings
Jun 19, 2025 bearish
What-if
O'Driscoll: A perfect product wouldn't win Dropbox new enterprise customers over Glean
“Even if Dropbox had shipped a perfect, hear me out, even if Dropbox had pitched a perfect functionally equivalent product to Glean, it would mean that for their existing business customers, which is a smallish percentage of their total business, they would win…”
Rory O'Driscoll Jun 19, 2025 ▶ 57:50 Chime IPO: Are IPOs Hotter Than Ever? · 20VC with Harry Stebbings
Aug 4, 2025 positive
Disclosure
Databricks uses Perplexity, Glean, and custom AI for sales workflows
“Yeah, we use Perplexity. We use Glean. We actually built some of our own AI, like a sales AI assistant.”
Ron Gabrisko Aug 4, 2025 ▶ 53:38 20Sales: $0-$3.7BN: The Databricks CRO's Playbook to Build the Fastest GTM Engine in SaaS History | How Databricks Beat Snowflake | How To Build a Sales Org of 5,000 and Close $190M Deals with Ron Gabrisko
Sep 18, 2025 neutral
Opinion
Lemkin: Top AI startups Glean, Lovable, and Replit are unacquirable
“In the age of AI, you can't buy glean's unsellable, unacquirable, right? Lovable's unacquirable. Replets unacquirable.”
Jason Lemkin Sep 18, 2025 ▶ 1:09:26 Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings
Nov 10, 2025 positive
Opinion
Randle: Mamoun Hamid's top wins combine B2B software with consumer engagement
“If you think about his huge, huge winners, whether it's Figma, Glean, Rippling, they all have like a common through line of the, you know, it's B to B software, but it's almost like consumer like software that, that demands really high user love and engagement…”
Everett Randle Nov 10, 2025 ▶ 9:48 Benchmark's GP, Everett Randle on Why Mega Funds Will Not Produce Good Returns · 20VC with Harry Stebbings
Jun 22, 2026 positive
Assertion Supported
Arora: Snowflake, Glean, and Databricks are reshaping analytics with LLM data lakes
“I think the analytic world is getting reshaped already where you can see people like Snowflake or Glean or Databricks. All these people boast enterprise data lakes where you can bring the data and run LLMs against it and get you much more synthesized analytics…”
Nikesh Arora Jun 22, 2026 ▶ 53:49 Nikesh Arora on the Frontier Model Problem: Breadth vs Depth | The Future of Token Costs · 20VC with Harry Stebbings
Jul 11, 2026 positive
Assertion Contradicted
Jain: Glean was the first enterprise AI company to deploy RAG
“We actually get a lot of credit for being the first enterprise AI company in the world. The first ones to actually bring RAG into the enterprise. The first ones to build conceptual semantic search.”
Arvind Jain Jul 11, 2026 ▶ 10:45 ⁠Why OpenAI and Anthropic Won't Win the App Layer | Glean Founder · 20VC with Harry Stebbings
Jul 11, 2026 bullish
Prediction Open · timeframe Jul 2031
Jain: Glean aims to grow headcount to 5,000 within five years
“Well, hopefully, you know, 5000. We're gonna grow.”
Arvind Jain Jul 11, 2026 ▶ 29:33 ⁠Why OpenAI and Anthropic Won't Win the App Layer | Glean Founder · 20VC with Harry Stebbings
Jul 11, 2026
Disclosure
Jain: Nearly 100% of initial code at Glean is AI-generated
“Now it's probably about almost a hundred percent. Like, nobody's actually, like, writing the initial code, you know, by hand anymore.”
Arvind Jain Jul 11, 2026 ▶ 23:46 ⁠Why OpenAI and Anthropic Won't Win the App Layer | Glean Founder · 20VC with Harry Stebbings
Jul 11, 2026 neutral
Disclosure
Jain: Shifting Glean from capital discipline to aggressive spending
“I've always personally, like my style has been a little bit too disciplined to be the right strategy anymore. I get that feedback from my team that, you know, we are trying to be conservative. We're trying to make sure that our capital goes a long way. And in …”
Arvind Jain Jul 11, 2026 ▶ 43:58 ⁠Why OpenAI and Anthropic Won't Win the App Layer | Glean Founder · 20VC with Harry Stebbings
Jul 11, 2026 neutral
Assertion Not checkable as stated
Jain: Enterprise AI token spend follows a power law
“There's a power law, like, you know, in our company, and also at all of our customers, you will see some people who spend 10,000 dollars or 15,000 dollars in tokens every month, and then you have others who are spending 20 dollars.”
Arvind Jain Jul 11, 2026 ▶ 37:58 ⁠Why OpenAI and Anthropic Won't Win the App Layer | Glean Founder · 20VC with Harry Stebbings
Jul 11, 2026 bullish
Disclosure
Jain: Glean raised Series C at $1B+ valuation on sub-$5M revenue
“I would say, like, our series C probably felt the most I guess you could say the most expensive, because we barely had any business, like, definitely, like, you know, sub two or three million dollars, maybe five million dollars, I don't remember exactly, but t…”
Arvind Jain Jul 11, 2026 ▶ 42:32 ⁠Why OpenAI and Anthropic Won't Win the App Layer | Glean Founder · 20VC with Harry Stebbings
Jul 11, 2026 bullish
Assertion Not checkable as stated
Jain: Glean combines ChatGPT, Claude, and Gemini into one product
“Today the way to think about Glean is that first, it's a super set of JetGPD, Cloud, Gemini, All of those combined into one product experience.”
Arvind Jain Jul 11, 2026 ▶ 2:55 ⁠Why OpenAI and Anthropic Won't Win the App Layer | Glean Founder · 20VC with Harry Stebbings
Jul 11, 2026 bullish
Prediction Not checkable as stated
Jain: Securing enterprise AI clients later will be 10x harder
“We are absolutely in a land grab, like, you know, no question. Like every single company in the world wants a product like ours today. And either we get in today or it's going to be like 10 times harder to actually get in the future.”
Arvind Jain Jul 11, 2026 ▶ 45:21 ⁠Why OpenAI and Anthropic Won't Win the App Layer | Glean Founder · 20VC with Harry Stebbings
Jul 11, 2026
Disclosure
Jain: Glean never proactively raised funds after its first round
“So first, actually, we never actually went out to race you know, except for our first round of the company, you know, we always had somebody come in, and it was a relationship that got built over some time, and kind of became the de facto, like, you know, that…”
Arvind Jain Jul 11, 2026 ▶ 42:12 ⁠Why OpenAI and Anthropic Won't Win the App Layer | Glean Founder · 20VC with Harry Stebbings
Jul 11, 2026 negative
Disclosure
Jain: Glean loses more sales to Microsoft Copilot than to frontier labs
“If we look at our experience with as we go and prospect the, I think we would hear this answer more often that, well, like, you know, we are a Microsoft customer and we already have, you know, we're getting co-pilot. And so, therefore, like, it doesn't make se…”
Arvind Jain Jul 11, 2026 ▶ 20:07 ⁠Why OpenAI and Anthropic Won't Win the App Layer | Glean Founder · 20VC with Harry Stebbings
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