product-led growth

also referred to as: plg · product led growth

58 statements across 34 episodes · 17 bullish · 13 bearish · 33 people on the record · first statement Feb 2, 2022 by Dannie Herzberg · across every show →

Everything said about product-led growth, oldest first

Feb 2, 2022
Insight
Herzberg: Effective PLG Sales Reps Act Like Extroverted User Researchers
“A good seller within a PLG company is kind of like an extroverted user researcher. So they may have talked to 10 different users on the front lines who are effusive about the product, and then they're synthesizing those user interviews, putting those into some…”
Dannie Herzberg Feb 2, 2022 ▶ 33:21 20 Sales: How To Build Sales Teams with a Product-Led-Growth GTM, What is a Sales Hiring Scorecard and How To Construct Yours & How To Structure the Onboarding Process for all New Sales Hires with Dannie Herzberg, Partner @ Sequoia Capital
Feb 2, 2022 positive
Insight
Herzberg: Expansion dictates most sales revenue in PLG companies
“Expansion dictates most of the sales driven revenue, which means the sales and success need to work in lockstep with one another, which means you need to build customer relationships for the long run and figure out how to engage exact sponsors, even if a custo…”
Dannie Herzberg Feb 2, 2022 ▶ 10:52 20 Sales: How To Build Sales Teams with a Product-Led-Growth GTM, What is a Sales Hiring Scorecard and How To Construct Yours & How To Structure the Onboarding Process for all New Sales Hires with Dannie Herzberg, Partner @ Sequoia Capital
Feb 2, 2022 positive
Insight
Herzberg: Product is the primary top-of-funnel driver in PLG
“Specifically in PLG, product is the most important component of the top of the funnel.”
Dannie Herzberg Feb 2, 2022 ▶ 10:40 20 Sales: How To Build Sales Teams with a Product-Led-Growth GTM, What is a Sales Hiring Scorecard and How To Construct Yours & How To Structure the Onboarding Process for all New Sales Hires with Dannie Herzberg, Partner @ Sequoia Capital
Feb 11, 2022 positive
Insight
Levie: Startups must prioritize product-led growth before adding enterprise sales
“Then I personally would sequence product-led growth and nail that because you will always be able to layer in a sales motion on top of a product-led growth engine because the DNA of product-led growth ends up being a lot harder to sort of rewire in later becau…”
Aaron Levie Feb 11, 2022 ▶ 12:47 20VC: Box's Aaron Levie on Why Founders Cannot Hedge Their Bets, The 2 Categories of Wrong Decision and How To Avoid Them & The Biggest Dangers of Being Over-Funded as a Startup
Mar 9, 2022 negative
Insight
Grosser: Pure product-led growth stops working beyond Series B
“So at Stripe, as an example, product-led growth, sort of like the online self-search channel was awesome for, let's call it a series A, series B company. The minute you get past that, it doesn't work anymore. You're not like, if you build it, they will come. P…”
Jeanne DeWitt Grosser Mar 9, 2022 ▶ 25:05 20 Sales: The Stripe Sales Playbook; Who Should Create It, When Should it Be Done, Where Do Many Go Wrong | How To Identify 10x Sales Hires and How To Structure the Hiring Process in Sales with Jeanne DeWitt Grosser, Head of Americas Revenue & Growth @ St
May 25, 2022 positive
Insight
Startups should hire product-passionate reps over generic playbook followers
“PLG is on the rise. You want this, I want this person to convey this passion and this love for the product to their customers, as opposed to just following some playbook.”
Oliver Jay May 25, 2022 ▶ 20:42 Oliver Jay: How To Create and Execute a World-Class Sales Playbook | 20VC #889 · 20VC with Harry Stebbings
May 25, 2022
Insight
Cold outbound fails without company-wide marketing and product alignment
“If what you mean by going outbound is you're just going to get some salespeople to go buy some lists and just start cold emailing, LinkedIn bombing people. It won't gonna work because your entire conversion process is designed around a different buyer, articul…”
Oliver Jay May 25, 2022 ▶ 41:31 Oliver Jay: How To Create and Execute a World-Class Sales Playbook | 20VC #889 · 20VC with Harry Stebbings
May 25, 2022
Insight
Outbound sales requires distinct buyers, messaging, and larger deal sizes
“For outbound to be successful, generally speaking, you're selling to a different buyer. Probably a more senior persona. You're probably selling a different value. And so therefore you need different messaging. In terms of the sales process, absolutely, you'll …”
Oliver Jay May 25, 2022 ▶ 40:41 Oliver Jay: How To Create and Execute a World-Class Sales Playbook | 20VC #889 · 20VC with Harry Stebbings
Jun 22, 2022
Insight
Building sales teams too early makes adding PLG later extremely difficult
“If your PLG motion is figured out, but the PLG, if you miss it, and if you build the sales teams too early, it's very hard to build later.”
Zhenya Loginov Jun 22, 2022 ▶ 4:16 Mire CRO Zhenya Loginov: Hiring Tips for Sales; Why Dropbox Lost Enterprise | 20VC #900 · 20VC with Harry Stebbings
Jun 22, 2022 negative
Opinion
Asana and Dropbox were too late adopting enterprise sales over PLG
“I would argue actually that companies like Asana or Dropbox were a little too late into enabling the enterprise motion on top of PLG.”
Zhenya Loginov Jun 22, 2022 ▶ 14:54 Mire CRO Zhenya Loginov: Hiring Tips for Sales; Why Dropbox Lost Enterprise | 20VC #900 · 20VC with Harry Stebbings
Jun 22, 2022
Insight
Figuring out PLG plus enterprise sales takes three to four years
“Enterprise takes multiple years to build. So even if you start today, it's not going to be until, you know, maybe three years, four years from now that you really figured out how to be a PLG plus enterprise company.”
Zhenya Loginov Jun 22, 2022 ▶ 3:09 Mire CRO Zhenya Loginov: Hiring Tips for Sales; Why Dropbox Lost Enterprise | 20VC #900 · 20VC with Harry Stebbings
Jul 21, 2022
Insight
Early PLG sales reps should act as workflow therapists for organic users
“I refer to our early sales team as workflow therapists. Like, lay on the couch. Tell me all your problems. Like, let's understand, like, there has to be an innate reason of why has someone individually gone and signed up for your product and inserted it into t…”
Sam Taylor Jul 21, 2022 ▶ 5:56 Sam Taylor: How I Became VP of Sales at Loom; Lessons from Dropbox | 20VC #908 · 20VC with Harry Stebbings
Aug 10, 2022
Disclosure
HubSpot underestimated the organizational changes required for product-led growth
“We really underestimated the change in team structure going from a traditional SaaS BDB company to like a PLG company”
Kieran Flanagan Aug 10, 2022 ▶ 11:32 Kieran Flanagan: Hiring Tips for Growth; North Star Metrics; Hubspot's Mistake | 20VC #916 · 20VC with Harry Stebbings
Sep 1, 2022
Insight
Pearl: Pure PLG growth naturally slows at hundreds of millions ARR
“The sort of PLG motion, which, you know, in a lot of ways is really just a self-service motion, can get you into the several hundreds of millions of dollars in revenue scale. But typically the ACV is really low, or the account value of those users, and so just…”
Annie Pearl Sep 1, 2022 ▶ 8:57 Calendly CPO Annie Pearl: Hiring Advice for Product; Calendly's Second Product | 20VC #921 · 20VC with Harry Stebbings
Sep 1, 2022
Insight
Annie Pearl: PLG marketing comes from the product, not product marketers
“I think that great marketing of PLG products is not actually about product marketing. It's about the actual product itself.”
Annie Pearl Sep 1, 2022 ▶ 19:26 Calendly CPO Annie Pearl: Hiring Advice for Product; Calendly's Second Product | 20VC #921 · 20VC with Harry Stebbings
Sep 1, 2022 positive
Insight
Pearl: Scaling upmarket from PLG is easier than moving down market
“It's actually a lot easier to nail the sort of bottoms up motion first and layer on top of that more of a direct selling motion, I think than it is to come down market.”
Annie Pearl Sep 1, 2022 ▶ 18:47 Calendly CPO Annie Pearl: Hiring Advice for Product; Calendly's Second Product | 20VC #921 · 20VC with Harry Stebbings
Sep 14, 2022
Insight
Founders adding sales to PLG should scale reps incrementally, not rapidly
“It's a risk because you create complexity when you create both and you have to do it for a reason. So you, it comes back to what's the problem you're trying to solve. What's the hypothesis you're testing. Don't go out and just hire 10 or 15 reps. Hire one, hir…”
Eleanor Dorfman Sep 14, 2022 ▶ 17:54 Eleanor Dorfman: How We Scaled Retool to $50M ARR; Red Flags for Sales Hires | 20VC #925 · 20VC with Harry Stebbings
Oct 19, 2022 positive
Insight
Schwartz: Combining top-down sales with PLG drives true enterprise momentum
“That like top-down sales combined with product-led growth is how you truly drive momentum.”
Lauren Schwartz Oct 19, 2022 ▶ 14:14 Fivetran's Lauren Schwartz: Must-Ask Questions to Identify Potential Sales Talent | 20VC #939 · 20VC with Harry Stebbings
Jan 25, 2023 negative
Insight
Combining PLG and sales too early creates customer friction
“You can, but I would caution you against trying to do both right away. I think in the early days of sales, you have to be very, very clear on what is the value prop for the customer and what is that experience. And when you try to combine PLG and a sales motio…”
Stevie Case Jan 25, 2023 ▶ 18:19 Stevie Case: World's First Female Pro Gamer; Hiring Tips for Sales; PLG vs Enterprise | 20VC #970 · 20VC with Harry Stebbings
Jan 25, 2023 positive
Insight
Enterprise PLG requires sales reps to handle complex customer needs
“But if you're trying to sell into an enterprise, I am Pro-PLG in the enterprise, but you've got to have some sales folks to back it up as well because they always have needs that cannot be automated away.”
Stevie Case Jan 25, 2023 ▶ 20:57 Stevie Case: World's First Female Pro Gamer; Hiring Tips for Sales; PLG vs Enterprise | 20VC #970 · 20VC with Harry Stebbings
May 24, 2023
Insight
Podjarny: Top-down CTO design partners undermine product-led growth products
“If you want to build a product-led growth company, and all of the feedback you get is from a dozen design partners that you work with in a top-down fashion with sort of the CTO, then, you know, you will optimize for something, but it's unlikely that you would …”
Guy Podjarny May 24, 2023 ▶ 58:27 Guy Podjarney: $7.4B Startup Founder; How to Analyse Market Size; Good vs Great Messaging | E1018 · 20VC with Harry Stebbings
Jun 7, 2023 negative
Opinion
Stebbings: Pursuing PLG and enterprise sales simultaneously is a massive mistake
“I see as a massive mistake people doing PLG and enterprise at the same time. They're almost too nervous to do one and commit and burn the boats on PLG or just be a top-down enterprise org. For me, I think that's a big mistake.”
Harry Stebbings Jun 7, 2023 ▶ 26:52 Rich Liu: Sales in 2023; How to Onboard, Manage and Scale Reps; PLG vs Enterprise Growth | E1023 · 20VC with Harry Stebbings
Jun 7, 2023 bullish
Insight
Stebbings: Adding enterprise sales to PLG is easier than vice versa
“I also think it's because it's the product and growth mindset that's inherent within a PLG-led org where it's product first. And it's so difficult to imbue that in an enterprise org. Oh. And actually tacking on enterprise sales into a PLG motion, not as hard a…”
Harry Stebbings Jun 7, 2023 ▶ 32:44 Rich Liu: Sales in 2023; How to Onboard, Manage and Scale Reps; PLG vs Enterprise Growth | E1023 · 20VC with Harry Stebbings
Jun 7, 2023
Insight
Liu: PLG startups should avoid discounting; enterprise sales should discount selectively
“If I'm running a PLG, like, don't waste your time getting into these cycles of, like, discounting and not, but if I'm running, like, an enterprise sale, I like to hold a high list and then figure out how I need to discount to still protect the premium and get …”
Rich Liu Jun 7, 2023 ▶ 50:18 Rich Liu: Sales in 2023; How to Onboard, Manage and Scale Reps; PLG vs Enterprise Growth | E1023 · 20VC with Harry Stebbings
Jul 12, 2023 positive
Insight
Egan: Startups Must Master PLG Before Layering On Enterprise Sales
“I think you can, but I think it's extremely difficult. I think Slack was able to do it. I think they nailed PLG first, and then enterprise, but they always had an eye towards enterprise. The reason why I say it's extremely difficult is to capture the end user'…”
Kevin Egan Jul 12, 2023 ▶ 6:44 Kevin Egan: Biggest Lesson on Managing Sales Teams at Slack and Atlassian | E1034 · 20VC with Harry Stebbings
Jul 12, 2023
Insight
Egan: Early Enterprise Sales Teams Must Prioritize Product Feedback Over Revenue
“Well, I think at first the sales team is, is obviously there for revenue growth, but almost even more importantly, providing customer feedback into the product group, giving the product team that they're working with a sense for why do these people gravitate t…”
Kevin Egan Jul 12, 2023 ▶ 10:33 Kevin Egan: Biggest Lesson on Managing Sales Teams at Slack and Atlassian | E1034 · 20VC with Harry Stebbings
Jul 19, 2023
Insight
Isford: Early-stage startups should focus on a single go-to-market motion
“So I will say that for an early stage business, just finding its footing, developing product market fit, monetizing customers for the first time or in those early chapters of monetization, picking one motion makes sense.”
Lauryn Isford Jul 19, 2023 ▶ 8:58 Lauryn Isford: Product Growth Secrets from Facebook, Airtable, BlueBottle, Dropbox & Notion | E1037 · 20VC with Harry Stebbings
Jul 19, 2023 bullish
Prediction Not checkable as stated
Isford: Developer tools are the next emerging frontier for product-led growth
“I actually think there's a really cool space emerging in PLG around developer tools. There is a lot of interesting Stuff, ideas new strategies for how to garner developer interest and bring developers into your product more product led that to me feels emergin…”
Lauryn Isford Jul 19, 2023 ▶ 54:01 Lauryn Isford: Product Growth Secrets from Facebook, Airtable, BlueBottle, Dropbox & Notion | E1037 · 20VC with Harry Stebbings
Jul 19, 2023
Insight
PLG and sales-assisted growth motions inevitably compete for enterprise revenue
“At some point, the two motions will compete. So a dollar earned through a freemium or self-serve motion from PLG may be a trade-off against two or five dollars earned through closing a contract in a sales assisted motion. And it's very important to be explicit…”
Lauryn Isford Jul 19, 2023 ▶ 56:59 Lauryn Isford: Product Growth Secrets from Facebook, Airtable, BlueBottle, Dropbox & Notion | E1037 · 20VC with Harry Stebbings
Jul 19, 2023
Insight
Isford: SaaS firms wrongly view PLG and sales as mutually exclusive
“Something that I think we did really well at Airtable is thinking of PLG, or that product-led motion, and the sales-led motion or sales-assisted motion as being part of one engine. For the business. I find that commonly businesses will say, well, I need to pic…”
Lauryn Isford Jul 19, 2023 ▶ 7:39 Lauryn Isford: Product Growth Secrets from Facebook, Airtable, BlueBottle, Dropbox & Notion | E1037 · 20VC with Harry Stebbings
Oct 4, 2023
Insight
Rosenberg: Enterprise sales and PLG are fundamentally different business models
“Everything about enterprise versus product led is different. Language is different. Messaging is different. Positioning is different. Customers are different. Product is different. Pricing is different. It really is a very different business.”
Matt Rosenberg Oct 4, 2023 ▶ 44:32 Matt Rosenberg: Why You Should Not Hire Sales Leaders From Big Companies | E1068 · 20VC with Harry Stebbings
Nov 29, 2023 negative
Assertion Contradicted
Enterprise-first software startups cannot successfully pivot to self-serve PLG
“It's companies that are enterprise first with the entire, like, cost structure and product structure of an enterprise software, and then want to open a PLG and go, hey, let's let people, like, sign up on their own. And like nothing works. Like the acquisition …”
Guillaume Cabane Nov 29, 2023 ▶ 8:20 Guillaume Cabane: Why Your First Growth Hire Should Be a Former Founder | E1088 · 20VC with Harry Stebbings
Nov 29, 2023 negative
Opinion
Ramp does not actually have a product-led growth motion, argues Cabane
“Even the people I love and care about, you think of, like, something like a ramp, I love them to death. Amazing company. Do you think there's PRG? Do you think CFOs randomly invite other CFOs to use Ramp? Hell no. It doesn't happen like that. It doesn't work l…”
Guillaume Cabane Nov 29, 2023 ▶ 7:10 Guillaume Cabane: Why Your First Growth Hire Should Be a Former Founder | E1088 · 20VC with Harry Stebbings
Dec 6, 2023 positive
Insight
Launch New Products via PLG Before Enabling Sales Teams
“What we typically do is we start at the bottom of the market with product led growth on those products. And so there is actually no like sales and very little marketing. We use that to prove the business case to the sales team. And we continue iterating on the…”
Geoff Charles Dec 6, 2023 ▶ 26:44 Geoff Charles: How To Hire Product Teams & Increase Product Velocity | E1091 · 20VC with Harry Stebbings
Feb 14, 2024
Insight
Gonto: In PLG, the Product's Job Is Proving Marketing Claims
“Because when you think about marketing, What marketing is doing on their website is they are promising what your product will be about. Then because there's no sales, people will click on sign up and then they will use and try your product. That means that the…”
Martin Gontovnikas (Gonto) Feb 14, 2024 ▶ 51:19 Martin Gontovnikas (Gonto): The Biggest Mistakes Startups Make When Scaling into Enterprises | E1115 · 20VC with Harry Stebbings
Feb 14, 2024 negative
Insight
Gonto: Pushing advanced features too early in PLG causes user churn
“Another one is, for example, you get them to implement features That you want them to use because they are the ones that are going to pay the most, but you get them to implement them too early before they re-understand the product. And you have to slowly get t…”
Martin Gontovnikas (Gonto) Feb 14, 2024 ▶ 19:02 Martin Gontovnikas (Gonto): The Biggest Mistakes Startups Make When Scaling into Enterprises | E1115 · 20VC with Harry Stebbings
Feb 14, 2024 positive
Insight
Gonto: PLG Startups Must Align Marketing and Product Over Sales
“The world where we're moving to with a, with more product growth, with more bottoms up, with more people trying new things. I think the links that are the most important right now are marketing and products together, not sales and marketing.”
Martin Gontovnikas (Gonto) Feb 14, 2024 ▶ 51:03 Martin Gontovnikas (Gonto): The Biggest Mistakes Startups Make When Scaling into Enterprises | E1115 · 20VC with Harry Stebbings
Apr 12, 2024 negative
Insight
Stebbings: Enterprise Sales Teams for $10K ACV Products Rarely Scale
“And the ACV is a 10 K and it's like, ah, and they're like, ah, but it'll scale. It'll scale, Sam. It rarely scales. And so we're layering on this enterprise cost base for this very SMB PLG revenue base, which has really been born out of the PLG motion. And I'm…”
Harry Stebbings Apr 12, 2024 ▶ 52:22 Sam Blond: Why Startups are Doing Outbound Wrong and How to Fix It | E1139 · 20VC with Harry Stebbings
Apr 26, 2024
Insight
Gross: Startups using paid acquisition under $100M ARR are not PLG
“If you are doing PLG and you're doing paid acquisition, sub a hundred million in revenue, I'm not sure you're really PLG.”
Adam Gross Apr 26, 2024 ▶ 0:17 Adam Gross: Why Startups Doing Paid Under $100M ARR are not PLG | E1145 · 20VC with Harry Stebbings
Apr 26, 2024
Insight
Gross: PLG is a business model, not just a GTM motion
“PLG is not for everybody, and PLG is not a go-to-market motion. PLG is a business model.”
Adam Gross Apr 26, 2024 ▶ 0:00 Adam Gross: Why Startups Doing Paid Under $100M ARR are not PLG | E1145 · 20VC with Harry Stebbings
Apr 26, 2024
Insight
Adam Gross: Startups should stick to one motion until reaching $10M ARR
“My rule of thumb there is you only get to have one of those until at least ten million, if not further.”
Adam Gross Apr 26, 2024 ▶ 16:45 Adam Gross: Why Startups Doing Paid Under $100M ARR are not PLG | E1145 · 20VC with Harry Stebbings
Apr 26, 2024
Insight
Gross: PLG fails when self-serve and enterprise sales motions intermingle
“This is where PLG goes south, is when you don't have the clarity in how you run the business of, this is our self-serve product, and this is our self-serve business, and this is how it works. And this is our sales-led business, and this is its value propositio…”
Adam Gross Apr 26, 2024 ▶ 34:02 Adam Gross: Why Startups Doing Paid Under $100M ARR are not PLG | E1145 · 20VC with Harry Stebbings
Apr 26, 2024
Insight
Gross: Moving from enterprise sales into PLG is much harder than vice-versa
“It can be the other way of companies going trying to, you know, go into PLG from enterprise, which is a much harder path to go.”
Adam Gross Apr 26, 2024 ▶ 17:02 Adam Gross: Why Startups Doing Paid Under $100M ARR are not PLG | E1145 · 20VC with Harry Stebbings
Jun 3, 2024 neutral
Insight
Lemkin: Product-led growth is just freemium with better analytics
“PLG is just freemium with better analytics.”
Jason Lemkin Jun 3, 2024 ▶ 3:53 Jason Lemkin: PluralSight S*** the Bed & The Next IPO Candidates | E1160 · 20VC with Harry Stebbings
Jul 12, 2024 negative
Insight
Roberge: Standard sales compensation plans conflict with land-and-expand PLG models
“If you're pursuing like PLG or land and expand, the sales compensation plan can really F that up, right? Because most sales compensation plans put most of the payment, the commission on the first ACV from the customer and have very little, if any, on expansion…”
Mark Roberge Jul 12, 2024 ▶ 17:52 Mark Roberge: The Framework for How Startups Should Scale into the Enterprise -Stage 2 Capital|E1176 · 20VC with Harry Stebbings
Aug 23, 2024 negative
Insight
Startups should start with direct sales before adopting PLG
“A lot of people think if I nail PLG, then I'll nail enterprise. You can nail PLG and enterprise. I just would argue that nailing one does not necessarily make you more likely To nail the other. So if you can do both, but You gotta, in my opinion, you gotta sta…”
Chad Peets Aug 23, 2024 ▶ 52:40 Chad Peets: Why Most Sales Reps Underperform & Remote Reps Ignore Development | E1193 · 20VC with Harry Stebbings
Apr 4, 2025 negative
Insight
Mukherjee: Do not combine PLG and enterprise sales without aligned C-suite leadership
“It's only possible if you have a dialed in CEO Or kind of a C-suite who really gets it. If not, do not do it. You need a singular person who understands the emotion. If not, I wouldn't do it.”
Ishan Mukherjee Apr 4, 2025 ▶ 5:02 20Sales: How the Best Sales Teams Use AI to Win Enterprise Deals | Sales Teams Will Be Dramatically Smaller | How to Ramps Sales Reps Way Faster | Why Unpaid Design Partners are BS | Why this Generation of Sales is Soft with Ishan Mukherjee @ Rox
Aug 25, 2025 positive
Insight
Deeter: Marketing and Sales Matter Less in the AI Economy Than PLG
“Marketing and sales have less of a role in this new economy than they did before, and that these products in many ways are selling themselves, and product-led growth and innovation is the unlock for This, you know, supernova and shooting star aspirational grow…”
Byron Deeter Aug 25, 2025 ▶ 33:06 BVP Partner, Byron Deeter: The Future of Venture - Why Chanel vs Walmart is BS · 20VC with Harry Stebbings
Nov 7, 2025 positive
Insight
Startups Should Establish Direct Sales Before Launching Product-Led Growth
“You can nail PLG and enterprise. I just would argue that nailing one does not necessarily make you more likely to nail the other. So if you can do both, but you got to, in my opinion, you got to start with direct sales and then let the product get to where the…”
Chad Peets Nov 7, 2025 ▶ 51:10 20Sales: Why You Need a CRO Pre-Product | Why Remote Sales Teams Do Not Work | How Snowflake Built a Sales Machine with Chad Peets
Nov 28, 2025
Insight
McMahon: Consumption software models reduce time to customer churn to one week
“Now we've moved to, not so much the PLG world, but really to consumption software. So now, basically I might have a week. You might turn it on with PLG, you might turn it on because I gave you the ability to download it, and you start to consume, and now maybe…”
John McMahon Nov 28, 2025 ▶ 6:59 20Sales: John McMahon on How to Hire, Train & Retain the Best Sales Reps | How Sales Changes in a World of AI | Sales Lessons from Snowflake and MongoDB | How to Create and Drive a Sales Process with Urgency
Nov 28, 2025 negative
Insight
McMahon: Complex enterprise software cannot be sold via PLG
“You can't sell, every product can't be sold through PLG. One's had a really complex and need, like, multiple stakeholders from multiple departments to buy into.”
John McMahon Nov 28, 2025 ▶ 58:36 20Sales: John McMahon on How to Hire, Train & Retain the Best Sales Reps | How Sales Changes in a World of AI | Sales Lessons from Snowflake and MongoDB | How to Create and Drive a Sales Process with Urgency
Mar 2, 2026 negative
Insight
Zinman: Enterprise-wide software sales cannot rely purely on PLG
“Nobody's gonna buy software for the entire organization based on purely PLG play, and the way they're gonna adopt, they wanna be handheld especially if you wanna use the software across the organization.”
Eran Zinman Mar 2, 2026 ▶ 11:36 Monday.com CEO on Is SaaS Dead: Will Everything Be Vibe Coded | Eran Zinman · 20VC with Harry Stebbings
Mar 21, 2026
Insight
Sales teams should intercept PLG customers early to drive upgrades
“I don't think it ever hurts to do it a little earlier than a little later, because I think what we do still find is we think it's the right time based on our formulas. You still have to convince someone that that's the case. And that might take a couple of go-…”
Sean Boscanian Mar 21, 2026 ▶ 18:43 This is why I don't believe in sales quotas | Figma CRO · 20VC with Harry Stebbings
Apr 11, 2026 neutral
Disclosure
Reyna: ElevenLabs ignores PLG metrics when deciding on geographic expansion
“I don't even look at the PLG numbers. I don't. I don't care about those ones. I look at, like, what are the enterprises? What are the companies in the market? How is my portfolio construction in that market? And how can I close some of those numbers, some of t…”
Carles Reina Apr 11, 2026 ▶ 1:03:10 ElevenLabs: Building an AI Sales Machine & Why We Set a 20x Sales Quota · 20VC with Harry Stebbings
May 2, 2026
Insight
Lindquist: PLG reps must expand internally to lock out enterprise competitors
“And that's actually how I think PLG businesses do really, really well, right? Someone comes in, they, you know, they're dabbling in the product, right? And you as a seller, you're like, I'm going to go market that internally at that account to all of the other…”
Becca Lindquist May 2, 2026 ▶ 41:51 Inside Clay's Sales Playbook | Becca Lindquist · 20VC with Harry Stebbings
May 23, 2026 positive
Insight
Degnan: Combining outbound sales with PLG yields best GTM strategy
“If we can build outbound sales organizations, sale-led growth engines and then you can pile in PLG on top of it, you have best of both worlds.”
Chris Degnan May 23, 2026 ▶ 3:49 Why Anthropic Are Causing a Comp Crisis & Why You’d Never Hire From Salesforce or ServiceNow · 20VC with Harry Stebbings
Aug 14, 2026 positive
Insight
Swulinski: Paid ads are the fastest way to validate product-led growth
“Paid is the easiest way to validate that you have PLG, that you have a product that can scale in any way, shape or form, right? Like there, there's a ton of narrative that like focus on brand, go organic content, build all that base. That just takes too much t…”
Matt Swulinski Aug 14, 2026 ▶ 4:53 How to Build a $100M Growth Engine: Lessons from Wispr Flow & Superhuman | Matt Swulinski
Aug 14, 2026 bullish
Opinion
Top PLG companies are best positioned for autonomous AI agent software selection
“So the best companies in PLG focus right now will also be best positioned, in my opinion, for the agentic layer of essentially decisions being made without that human in the loop when tools are being selected for certain tasks.”
Matt Swulinski Aug 14, 2026 ▶ 2:05 How to Build a $100M Growth Engine: Lessons from Wispr Flow & Superhuman | Matt Swulinski
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