Freemium

topic on 13 shows · 68 statements across 55 episodes

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The latest 60 statements about Freemium, every show

Rob Walling: SaaS Lifetime Deals Are Functionally Equivalent to Freemium
“I'm almost viewing the criteria more like freemium, because it kind of is freemium. You get one payment, you do get some money, but then they're freemium from then on.”
Rob Walling Aug 11, 2026 ▶ 2:36 Episode 845 | Lifetime Deals Revisited, Building is Not the Hard...
Walling: Bootstrappers rebuilding without capital should avoid freemium pricing models
“You probably won't be able to do freemium because you can't kick your revenue super far out into the future, and you need to charge enough that you don't have to find a kajillion customers to make 10,000 dollars a month or whatever you need to live on.”
Rob Walling Jul 7, 2026 ▶ 16:57 Episode 840 | 5 PM Revisited, Starting Over After Failure, Never...
20VC Disclosure
Verna: Lovable's primary marketing cost is its freemium product, not ads
“A lot of our costs are within our freemium, not with our paid marketing, not with employees, not with marketing or sales budgets. It's with Freemium, because we view Freemium as actually marketing channel.”
Elena Verna Mar 14, 2026 ▶ 27:36 Elena Verna: How Lovable Launches Product & Hacks Social to Go Viral · 20VC with Harry Stebbings
20VC Insight
Verna: Free product giveaways should exceed paid marketing spend
“If you look at your overall marketing spend, your free giveaways, whether it's part freemium, whether it's discount codes or whatnot, has to be bigger than your paid marketing spend.”
Elena Verna Mar 14, 2026 ▶ 46:13 Elena Verna: How Lovable Launches Product & Hacks Social to Go Viral · 20VC with Harry Stebbings
Chestnut: Freemium models are rife with abuse without strong anti-spam algorithms
“My angle was how freemium is great, but it's Rife with abuse, and you better have some good anti-spam algorithms like MailChimp does.”
Ben Chestnut Aug 25, 2025 ▶ 42:48 (July 2021) Ben Chestnut: From Side Business to $12 Billion – The Accidental Triumph of Mailchimp
HOW I BUILT THIS Assertion Contradicted
Chestnut: Mailchimp hit 1M users within one year of freemium
“So you're talking about having, you know, a few 100,000 customers at the time after six years of business. And then within one year of launching freemium, we ballooned to a million users and it just kept growing exponentially after that.”
Ben Chestnut Aug 25, 2025 ▶ 44:38 (July 2021) Ben Chestnut: From Side Business to $12 Billion – The Accidental Triumph of Mailchimp
a16z Prediction Not checkable as stated
George: AI business models will adopt freemium over simple subscriptions
“And so, you know, I think there's a question of how it will play out. Will it just be a simple subscription or is there gonna be something more You know, freemium that comes along. I would bet on the latter. I would bet on the latter.”
David George May 31, 2025 ▶ 25:21 Where Crypto Meets AI with Chris Dixon & David George
SAASTR Insight
Lemkin: AI represents the rebirth of freemium and free trial models
“AI is also the rebirth of freemium, rebirth of free trial. We expect to try this stuff. For free and you've got to work around the cost.”
Jason Lemkin Mar 7, 2025 ▶ 12:25 Why I’m Scared to Buy New SaaS Apps Now with SaaStr CEO and Founder Jason Lemkin
TOP FOUNDERS Assertion Partly supported
Tettra's switch from free trial to freemium skyrocketed signups and MRR
“Whenever Tetra switched it up, they decided, ok, we need to give a freemium motion for this product, And what you can see here is the number of signups for their switch, it started to skyrocket as soon as they made that switch. The number of, actually like, ne…”
Wes Bush Feb 11, 2025 ▶ 13:15 3 Product-Led Strategies I Used to Generate $1B In Self-Serve Revenue For My Clients, Wes Bush
Bootstrapped SaaS founders should avoid freemium pricing models by default
“This is why freemium, it's not a never for bootstrappers. It's a by default, don't do it. What do you do if there are many free signups and not many paid conversions? Don't do freemium. Listen to this podcast and in general, don't do freemium.”
Rob Walling Feb 4, 2025 ▶ 4:28 Episode 754 | Broken Freemium, SaaS Plateaus, and More Listener Q...
20VC Insight
Carter: Organic Apps Suit Freemium While Paid Acquisition Requires Hard Paywalls
“You do see a lot of correlation between companies with lower price points and organic acquisition strategies like Quizlet going more freemium. And companies with higher price points that are much more dependent on paid advertising for subscriber acquisition go…”
Phil Carter Sep 20, 2024 ▶ 57:35 Phil Carter: Growth Loops, CAC + LTV Benchmarks, Pricing, Discounts, Paywalls... | E1204 · 20VC with Harry Stebbings
Ellis: Successful freemium requires two distinct, great products
“Freemium towards having a free and a premium version of your product to really work in any business, it needs to be that your free product is so good that people naturally have word of mouth around that product. And then to be economically viable, you have to …”
Sean Ellis Sep 5, 2024 ▶ 1:16:02 The original growth hacker reveals his secrets | Sean Ellis (author of “Hacking Growth”)
Gomez: Freemium is viable only with low customer support and serving costs
“If you have a high support sort of app or a high cost app to serve customers, then it's going to be really tough to do freemium.”
Ruben Gamez Aug 6, 2024 ▶ 5:45 Episode 725 | SEO in the Age of AI, Freemium, When Brand Becomes...
Halligan: The Grateful Dead pioneered inbound, freemium, and viral marketing
“They gave away the content. They were the first in-down marketers to really nail that. They were the first real freemium model. They were the first viral marketers.”
Brian Halligan Aug 6, 2024 ▶ 44:34 Brian Halligan: Building HubSpot into a Multi-Billion Dollar Company
Walling: Most freemium SaaS tiers fail and devalue the product
“Cause most, I'll just say most free offerings don't work. Like most people don't know how to do it and they kind of backfire and you like devalue your product and then you have a bunch of on and on and on.”
Rob Walling Jul 16, 2024 ▶ 14:59 Episode 722 | Bootstrapping a Vertical SaaS to 7-Figures in 18 Mo...
Walling: Bootstrapped founders using a freemium model usually lack competence
“Just bootstrappers using freemium in general usually means they don't know what the they're doing. Like that's been my experience.”
Rob Walling Jul 9, 2024 ▶ 28:30 Episode 721 | 7 Key Takeaways from the 2024 State of Independent...
Walling: SaaS startups should avoid freemium without four key markers
“Ruben Gomez has these four markers that I often quote, I actually put them in my book, of when freemium can work, and if you don't have all four of them, you probably shouldn't try freemium.”
Rob Walling Jun 11, 2024 ▶ 11:06 Episode 717 | Bootstrapping to $1.3M ARR and 300,000 Free Users
20VC 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
20VC Insight
Gonto: Drive Freemium Upgrades by Withholding Key Features From Tier Clusters
“Once you see that, what I typically try to do is each of those clusters is one of the plans, but I always remove one or two features that are very useful from one cluster and move it to the next as an excuse for people on like, okay, I start to use the product…”
Martin Gontovnikas (Gonto) Feb 14, 2024 ▶ 26:05 Martin Gontovnikas (Gonto): The Biggest Mistakes Startups Make When Scaling into Enterprises | E1115 · 20VC with Harry Stebbings
Orangio: Freemium models require 2% to 3% conversion to paid to be viable
“In order for that to be viable, it's gotta be a two to three percent conversion rate into paid. And there are businesses who of course achieve this and actually beyond I've seen it, but I would say most, most folks are much below that.”
Asia Orangio Jan 9, 2024 ▶ 48:02 Episode 695 | Ideal Customers, Moving from B2C to B2B, and More L...
STARTUPS FOR THE REST OF US Assertion Not checkable as stated
Walling: Most freemium startups convert under 1% of users to paid
“Most are below one percent that I see. I see quite a few freemium. There's a lot of tiny, there is a significant enough number of tiny C companies or companies that I've advised that have freemium plans or have had freemium plans, and I see the numbers on them…”
Rob Walling Jan 9, 2024 ▶ 48:15 Episode 695 | Ideal Customers, Moving from B2C to B2B, and More L...
FOUNDER'S JOURNAL Assertion Partly supported
Fried: Basecamp was one of the first SaaS and freemium tools
“We were one of the first SAS, SAS tools, and also first freemium tools, actually, in fact.”
Jason Fried Dec 20, 2023 ▶ 1:50 Bootstrapping vs. Venture Capital
Walling: Freemium Delays Revenue and Is Ill-Suited for Bootstrappers
“If I was bootstrapping this and actually trying to make money on it, freemium pushes out your revenue, right? It pushes out that revenue line. And if you have a bunch of funding, that's okay. And you can play the long game like Dropbox did and the other freemi…”
Rob Walling Dec 12, 2023 ▶ 5:05 Episode 691 | Freemium, High-touch vs. Low-touch, Selling as an I...
20VC Assertion Not checkable as stated
Weiss: In-product trials were Slack's top driver for paid conversion
“And so we want to building a really robust in product trial program, many ways to flow into it, a guided experience. How can you make sure you're getting the value out of it? And that was probably, I mean, honestly, the single biggest thing we did on top of th…”
Noah Weiss Jun 16, 2023 ▶ 27:35 Noah Weiss: How to Master Product-Led Growth; Scaling PLG to Enterprise at Google & Slack | E1026 · 20VC with Harry Stebbings
ACQUIRED Opinion
Ek: All media business models across all formats must move to freemium
“All media models ought to move to freemium. It's as someone who's Been saying that for 15 years. I obviously agree with him there, but I think that's true in all formats, right?”
Daniel Ek May 18, 2023 ▶ 15:01 Spotify CEO Daniel Ek · Acquired
LENNY'S PODCAST Assertion Not checkable as stated
Miro accelerated growth by shifting from a free trial to freemium
“Early on in the journey you know, some of the features were presented on a trial basis. You know, and then later on, like sort of the model was evolved from a trial basis time limited to a premium model that further sort of accelerated, you know, the growth fo…”
Varun Parmar Apr 20, 2023 ▶ 1:12:08 An inside look at how Miro builds product | Varun Parmar (CPO of Miro)
20VC Insight
De Valk: Freemium open-source brings web-scale problems with small-company income
“So what you get quite quickly with these models is that you have web skill problems and small company income.”
Joost de Valk Apr 12, 2023 ▶ 8:43 Joost de Valk: How I Founded Yoast; The Ultimate Guide to SEO; The Threat of AI | E1000 · 20VC with Harry Stebbings
Walling: Freemium in SaaS usually fails without substantial funding
“In, in SaaS, people try freemium, and it usually doesn't work. Like, if you're funded, you have buckets of money, you can do it”
Rob Walling Mar 28, 2023 ▶ 7:11 Episode 654 | Shipping Every Day for 10 Years with Tom Merritt
SAASTR Insight
Velthuis: Freemium Beats Time-Bound Free Trials for Software Adoption
“My recommendation is, is that you offer a freemium. A free trial is time bound. I don't know if you've experienced, but I certainly have. When you download something, you register, you play with it once. If the business then takes over different priorities, yo…”
Mark Velthuis Mar 10, 2023 ▶ 14:16 The Playbook to Blending Product-Led Growth with Sales-Led Growth: Amplitude VP of APJ Mark Velthuis
LENNY'S PODCAST Assertion Supported
Campbell: Freemium Conversions Have 10% to 20% Higher Retention Than Free Trials
“Customers who convert from freemium and become paid customers, their retention is typically about 10 to 20% higher than those who converted from a free trial or converted from kind of like a traditional sales process.”
Patrick Campbell Feb 19, 2023 ▶ 1:02:25 10 lessons on bootstrapping a $200m business | Patrick Campbell (ProfitWell)
LENNY'S PODCAST Assertion Partly supported
Campbell: Freemium Customer NPS Is Typically Double That of Sales Converts
“And then on top of that, NPS or CSAT, we measured it through NPS, is typically about double.”
Patrick Campbell Feb 19, 2023 ▶ 1:02:36 10 lessons on bootstrapping a $200m business | Patrick Campbell (ProfitWell)
Isford: Software companies should use 'reverse trials' by offering freemium alongside trials
“Personally, I'm in the camp of offering a reverse trial. Funky name. But what that means is offer a trial, but also offer freemio. Do both. And the reason why I like this is you get an opportunity when somebody shows up and says, Hey, I'm going to give your pr…”
Lauryn Isford Feb 12, 2023 ▶ 39:17 Mastering onboarding | Lauryn Isford (Head of Growth at Airtable)
Isford: Freemium and free trials require independent user aha moments
“In general, I think freemium and also free trials tend to be most effective when there's something that the person who signed up can actually do on their own. Without being handheld. It doesn't have to be full functionality. It can be exploring a sandbox or a …”
Lauryn Isford Feb 12, 2023 ▶ 43:29 Mastering onboarding | Lauryn Isford (Head of Growth at Airtable)
Ionita: Freemium exists to drive habit formation toward paid conversion
“Freemium is all about getting that top funnel excitement, getting people to build habit formation. You're collapsing time to value. You're building habit formation. You're building all these champions to use your product. But the idea is to shepherd them along…”
Naomi Ionita Jan 12, 2023 ▶ 12:04 How to price your product | Naomi Ionita (Menlo Ventures)
Verna: Freemium models should keep growth drivers free and gate friction
“Anything that actually creates friction for my growth model, I'll probably gate it in the paid. Anything that promotes my growth model, I will put it into free.”
Elena Verna Dec 29, 2022 ▶ 37:31 Countdown of the top 10 episodes of the year
20VC Assertion Partly supported
Mailchimp Reached 1M Users Within One Year of Switching to Freemium
“Freemium was something that we kind of accidentally fell into, didn't really think much about it, and that turned out to be this thing that kind of, I think we were probably, you know, in tens of thousands or hundreds of thousands of users at the time, and the…”
Ben Chestnut Dec 12, 2022 ▶ 5:54 Ben Chestnut: Why I Sold MailChimp; How My Kids Found Out I Was a Billionaire | E959 · 20VC with Harry Stebbings
SAASTR Insight
Lemkin: Founders should never eliminate free tiers as products become clunky
“As a founder, I think you should give up free at the, you should try to never give it up no matter what the team wants. Cause your product always gets clunky when you do.”
Jason Lemkin Dec 8, 2022 ▶ 26:15 Secrets to SMB at Scale with HubSpot CEO Yamini Rangan and SaaStr CEO Jason Lemkin
Snyk users upgrade to paid plans to secure business-critical code
“For Sneak, the real drivers to move from free to a paid plan, for example, is when you want to secure business critical code. And you start having needs around governance and compliance.”
Ben Williams Nov 6, 2022 ▶ 1:14:39 How Snyk built a product-led growth juggernaut | Ben Williams (VP of Product at Snyk)
Marketing should own freemium onboarding because freemium is a marketing tool
“It tends to be kind of like no man's land. Like who owns that? Is it marketing? Is it, if it's freemium, in my opinion, it should be marketing because freemium is a marketing tool, but like not everybody subscribes to that, right?”
Georgiana Laudi (Gia) Sep 29, 2022 ▶ 13:22 Customer-led growth | Georgiana Laudi (Forget The Funnel)
Every B2B software company has a viable freemium use case
“So I think that there is freemium case for everyone, especially if you are trying to land a customer that you might not even wanting to monetize at the beginning, by the way, because you need to have a very good strategy behind your freemium.”
Elena Verna Sep 22, 2022 ▶ 45:58 Why product-led growth is the future | Elena Verna (Amplitude, Miro, Surveymonkey)
Viewing freemium merely as paid conversion optimization is a massive mistake
“So I would say the biggest mistake is to think of freemium as just conversion rate optimization for paid.”
Elena Verna Sep 22, 2022 ▶ 49:48 Why product-led growth is the future | Elena Verna (Amplitude, Miro, Surveymonkey)
Gate friction-inducing features in paid tiers, and make growth features free
“Anything that actually creates friction for my growth model, I'll probably gate it in the paid. Anything that promotes my growth model, I will put it into free.”
Elena Verna Sep 22, 2022 ▶ 51:09 Why product-led growth is the future | Elena Verna (Amplitude, Miro, Surveymonkey)
Isenberg: The best way to win a market is launching freemium first
“Obviously the best way to, like, win a market is just to, like, give it away for free, and then as you're learning about it, Then you just add paid products, monthly subscription”
Greg Isenberg Jan 14, 2022 ▶ 14:55 The Power of Becoming a Feedback Magnet with Kat Cole | Where It Happens
Pearson: Freemium failed because accounting customers only adopted paid software
“The freemium Model is something we tried way back in the day, and that did not work. As soon as we turned pricing off and payments, or sorry, charging everyone for the software, we had a whole bunch of emails going, oh great, now I'll start using it. So, big l…”
Guy Pearson Jan 4, 2022 ▶ 14:19 Practice Ignition Breaks $24m Revenue, Raises $50m at $330m Valuation Helping 5,000 Accounting Firms Scale
SAASTR Insight
Mickos: Companies Should Price and Justify Freemium by Customer LTV
“If you're wondering about pricing and how to set it, and should you do freemium or not, a way to think about it is lifetime value of the customer. And this is something we learn from the gaming industry, where that's all they do.”
Mårten Mickos Dec 16, 2021 ▶ 15:42 Picking the Perfect Pricing Model that Fits Your App and More with HackerOne's CEO Marten Mickos
Chestnut: Freemium email models require robust anti-spam algorithms to prevent abuse
“My angle was how freemium is great, but it's rife with abuse and you better have some good anti-spam algorithms like MailChimp does.”
Ben Chestnut Jul 12, 2021 ▶ 42:21 Mailchimp: Ben Chestnut
HOW I BUILT THIS Assertion Contradicted
Mailchimp Hit One Million Users Just One Year After Launching Freemium
“So you're talking about having, you know, a few 100,000 customers at the time after six years of business. And then within one year of launching freemium, we ballooned to a million users and it just kept growing exponentially after that.”
Ben Chestnut Jul 12, 2021 ▶ 44:12 Mailchimp: Ben Chestnut
Walling: Freemium is a marketing strategy, not a pricing model
“Freemium, obviously not a pricing approach, it's a marketing approach, and when you have freemium and someone signs up for your account, even if they're backgrounding it, they're, because they don't, I'm not paying for it, but then they remember in six months,…”
Rob Walling Jun 29, 2021 ▶ 26:04 Episode 556 | Rails Autoscale
WE LIVE TO BUILD Assertion Supported
Barnett: Most B2B software products use free trials over freemium
“Most B to B products are not freemium. Most of them have a free trial and then paid.”
Matt Barnett Jun 8, 2021 ▶ 21:04 Why We Don't Release Features That Don't Get Used Anymore
SAASTR Insight
Inbound marketing and freemium make SMB software customer acquisition viable
“Our thesis was really obvious in retrospect that you could dramatically drop tack by using consumer-like marketing techniques, inbound marketing, content marketing, freemium to get to these people.”
Brian Halligan Feb 18, 2021 ▶ 4:30 Brian Halligan, CEO and Co-Founder at HubSpot: The Secrets to $1B ARR ... And Beyond!
SAASTR Insight
Freemium is optimal across all segments because buyers avoid sales reps
“And whether you're selling, I think to the fortune, or you're selling to a two person startup, I think freemium's the way to go in almost any model because no one wants to talk to your sales rep anymore.”
Brian Halligan Feb 18, 2021 ▶ 11:17 Brian Halligan, CEO and Co-Founder at HubSpot: The Secrets to $1B ARR ... And Beyond!
Hewitt: Castos skipped freemium tier due to backend engineering requirements
“I think most of it came down to engineering resources. I hate to say it is that if it was just a flip of a switch in Stripe or something, I probably would have tried it, but it would have required a bit of work on the back end to get that implemented.”
Craig Hewitt Nov 10, 2020 ▶ 13:26 Episode 522 | Hewitt - Where Are They Now?
Walling: Freemium SaaS models take months, not 30–60 days, to convert
“Even if the engineering time is only two, three, four weeks, then you get to the point where, okay, now we've done it and now we need to watch it for months because freemium doesn't convert in 30 days or 60 days, like you have months and months.”
Rob Walling Nov 10, 2020 ▶ 14:37 Episode 522 | Hewitt - Where Are They Now?
Value-add features drive freemium conversion better than usage limits alone
“I honestly think that these are most often better conversion drivers than for example, limits. Like limits are good to bring someone to, like to force someone to the moment of having to make a decision. But I think what will really bring people over the hump i…”
Leif Abraham Apr 29, 2020 ▶ 13:42 1740 $5m Raised and $600k ARR When Fiverr Acquired, Did Common Holders See Any Cash?
SAASTR Insight
Founders must define freemium boundaries early to avoid paywalling backlash
“If you're gonna build a company and you know you want a free tier, be very thoughtful in the beginning about what goes into that free tier, because it's really hard to email your customers and say, hey y'all, super sorry, we're taking that free thing you love …”
Ashley Smith Sep 11, 2019 ▶ 13:28 Using Product Led Growth as an Indicator for Investment w/OpenView Venture Partner, Ashley Smith
Hale: Freemium Business Models Require Very Large Addressable Markets
“Freemium won't work for every company. Mostly because, like, what it requires is a very, very large market.”
Kevin Hale May 8, 2019 ▶ 32:02 HubSpot CEO and Cofounder Brian Halligan with Wufoo Cofounder Kevin Hale · Y Combinator
Latka: Freemium models only work when your brand is top-of-mind
“I think the only way to make freemium work though is people have, you have to be at the tip of their tongue when they talk about a space.”
Nathan Latka Apr 13, 2019 ▶ 10:39 1358 He's Put in $450k Before Turning on Paywall, Smart or Not?
SAASTR Assertion Not checkable as stated
Halligan: More than half of HubSpot's revenue comes from its freemium tier
“More than half our revenue is freemium these days, and so the product and the growth team within product really owns a lot of that”
Brian Halligan Mar 7, 2019 ▶ 20:44 The Funnel is Dead. Long Live the Flywheel. With Hubspot CEO Brian Halligan
a16z Insight
Bansal: Freemium business models fail when software products are overly complex
“If your product is too complex, freemium doesn't work.”
Jyoti Bansal Feb 26, 2019 ▶ 7:26 a16z Podcast | Product-Market SALES Fit (What Comes First?)
a16z Insight
Chen: Incumbent enterprise B2B software companies cannot compete with freemium models
“Eventually free tends to go away or become, you know, pretty crippled as the whole business evolves. But freemium can be so disruptive in these industries because if you're a large enterprise B to B software company, you're not going to be able to do this kind…”
Andrew Chen Jan 2, 2019 ▶ 18:18 a16z Podcast | When Organic Growth Goes Enterprise

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