Finding hidden growth opportunities in your product | Albert Cheng (Duolingo, Grammarly, Chess.com)

Finding hidden growth opportunities in your product | Albert Cheng (Duolingo, Grammarly, Chess.com)

Lenny's PodcastOct 5, 20251h 25m

Albert Cheng (guest), Lenny Rachitsky (host)

Explore–exploit framework for finding and scaling growth opportunitiesDesigning and growing successful consumer subscription and freemium productsExperimentation culture: systems, volume, and cross-company learningsCase studies from Duolingo, Grammarly, and Chess.com (retention, monetization, virality)Using AI to accelerate analysis, prototyping, and data accessMotivation, habit formation, and user psychology in product designBuilding high-agency teams and shifting organizations toward experimentation

In this episode of Lenny's Podcast, featuring Albert Cheng and Lenny Rachitsky, Finding hidden growth opportunities in your product | Albert Cheng (Duolingo, Grammarly, Chess.com) explores albert Cheng reveals hidden growth engines behind beloved subscription products Albert Cheng, a leading consumer growth leader from Duolingo, Grammarly, and Chess.com, shares his mental models and tactics for uncovering and scaling growth opportunities in subscription products.

Albert Cheng reveals hidden growth engines behind beloved subscription products

Albert Cheng, a leading consumer growth leader from Duolingo, Grammarly, and Chess.com, shares his mental models and tactics for uncovering and scaling growth opportunities in subscription products.

He frames growth as the job of connecting users to product value, using an explore–exploit approach, heavy experimentation, and deep attention to user psychology, motivation, and retention.

Cheng illustrates these ideas with concrete wins: reframing loss experiences at Chess.com, sampling paid features to free Grammarly users, and amplifying organic virality at Duolingo.

He also explains how AI is reshaping both product experiences and growth workflows, the power of brand and community, and what kind of people and team cultures make growth organizations thrive.

Key Takeaways

Treat growth as connecting users to value across the full journey.

Cheng defines growth not as metrics hacking but as systematically removing friction between users and product value at every stage, from acquisition and activation to long-term engagement and monetization.

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Use an explore–exploit loop: find the ‘right mountain,’ then mine it hard.

Run exploratory experiments to surface surprising insights, then aggressively ‘exploit’ the best ones by applying them across adjacent features, teams, and surfaces until results plateau—then return to exploration.

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User retention is the foundation of viable consumer subscriptions.

Without strong retention (e. ...

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Let free users experience the full shape of your paid value.

At Grammarly, interspersing a limited number of premium suggestions into the free experience dramatically shifted brand perception and nearly doubled upgrade rates—show that your product does more than the ‘baseline.’

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Amplify what users already do instead of forcing virality.

Duolingo tracked where users organically took screenshots and then heavily invested in those moments (streaks, funny challenges, leaderboards) with better visuals and animations, multiplying organic sharing instead of trying to manufacture it.

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AI can drastically compress the growth experimentation cycle.

Chess. ...

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High-agency, fast-learning people often outperform deep experience.

In a fast-changing environment (especially with AI), Cheng prioritizes ‘clock speed’—energy, ownership, and adaptability—over domain tenure, because many learned habits must be unlearned as tools and realities shift.

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Notable Quotes

Growth is the job to connect users to the value of your product.

Albert Cheng

User retention is gold for consumer subscription companies.

Albert Cheng

All of a sudden, people were seeing Grammarly as a much more powerful tool than they were before.

Albert Cheng

Sometimes experience could be a crutch, especially in this world where the grounds are shifting so fast with AI.

Albert Cheng

The fastest speed of learning is what I want to bet on.

Albert Cheng

Questions Answered in This Episode

How can a small or early-stage product team practically implement an explore–exploit framework without sophisticated in-house experimentation tools?

Albert Cheng, a leading consumer growth leader from Duolingo, Grammarly, and Chess. ...

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What concrete signals should a team watch for to know they’ve fully ‘exploited’ a growth vein and it’s time to pivot back to exploration?

He frames growth as the job of connecting users to product value, using an explore–exploit approach, heavy experimentation, and deep attention to user psychology, motivation, and retention.

Get the full analysis with uListen AI

How do you decide which premium features to ‘sample’ in a freemium product without undermining the willingness to pay?

Cheng illustrates these ideas with concrete wins: reframing loss experiences at Chess. ...

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What are the first three experiments you’d recommend for a new consumer subscription product that’s struggling with retention?

He also explains how AI is reshaping both product experiences and growth workflows, the power of brand and community, and what kind of people and team cultures make growth organizations thrive.

Get the full analysis with uListen AI

How should teams adjust their hiring and org design to maximize the benefits of AI in growth, without creating fragmented, tool-specific silos?

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Transcript Preview

Albert Cheng

(instrumental music) Growth is... The job is to connect users to the value of your product. Growth sometimes gets this reputation that it's just pure metrics hacking.

Lenny Rachitsky

You worked at three of the most successful consumer subscription products in the world. What do you think is the biggest missing piece that people don't get about building a successful consumer subscription product?

Albert Cheng

User retention is gold for consumer subscription companies. If you don't retain your users, then a lot of the onus is on getting them to pay on day one.

Lenny Rachitsky

Noam Levinskey, he said that I need to ask you about the biggest monetization win that you found at Grammarly.

Albert Cheng

The lift product experience for most of the free users was that Grammarly was just a product to fix your spelling and grammar, because those were the free suggestions. What if we actually sampled a number of different paid suggestions and interspersed them to free users across their writing? All of a sudden, people were seeing Grammarly as a much more powerful tool than they were before.

Lenny Rachitsky

What's the most counterintuitive lesson you've learned about building teams?

Albert Cheng

I saw some of the highest performers just being people that had very high agency, had that clock speed, had that energy, but they didn't necessarily need to have deep experience on that matter. Sometimes experience could be a crutch, especially in this world where the grounds are shifting so fast with AI. A lot of your learned habits actually need to be intentionally discarded.

Lenny Rachitsky

(instrumental music) Today, my guest is Albert Cheng. Albert is known as one of the top consumer growth minds in the world. He led growth and monetization at three of the most successful and beloved consumer products in the world, Duolingo, Grammarly, and now Chess.com. Earlier in his career at YouTube, he worked on streaming and gaming features used by over 20 million people. His unique approach to growth blends marketing, data, strategy, and product management. And in our conversation, we cover a lot of ground, including his explore and exploit framework to find growth opportunities, his biggest and most interesting growth wins at Duolingo, Grammarly, and Chess.com, how he uses AI to accelerate his growth work, what he's come to realize about the power of brand and community in your growth work, his top experimentation best practices, why his goal at every company is to run 1,000 experiments a year, and so much more. A huge thank you to Eric Alabast, Noam Levinskey, and Jorge Mazal for suggesting topics for this conversation. If you enjoy this podcast, don't forget to subscribe and follow it in your favorite podcasting app or YouTube. It helps tremendously. Also, if you become an annual subscriber of my newsletter, you get 15 incredible products for free for an entire year, including Lovable, Replit, Bolt, n8n, Linear, Superhuman, Descript, Whisperflow, Gamma, Perplexity, Warp, Granola, Magic Patterns, Raycast, ChatBRD, and Mobbin. Head on over to lennysnewsletter.com and click Product Pass. With that, I bring you Albert Cheng. My podcast guests and I love talking about craft and taste and agency and product market fit. You know what we don't love talking about? SOC 2. That's where Vanta comes in. Vanta helps companies of all sizes get compliant fast and stay that way with industry-leading AI, automation, and continuous monitoring. Whether you're a startup tackling your first SOC 2 or ISO 27001, or an enterprise managing vendor risk, Vanta's Trust Management Platform makes it quicker, easier, and more scalable. Vanta also helps you complete security questionnaires up to five times faster so that you could win bigger deals sooner. The result? According to a recent IDC study, Vanta customers slashed over $500,000 a year and are three times more productive. Establishing trust isn't optional. Vanta makes it automatic. Get $1,000 off at vanta.com/lenny. This episode is brought to you by Jira Product Discovery. The hardest part of building products isn't actually building products. It's everything else. It's proving that the work matters, managing stakeholders, trying to plan ahead. Most teams spend more time reacting than learning, chasing updates, justifying roadmaps, and constantly unblocking work to keep things moving. Jira Product Discovery puts you back in control. With Jira Product Discovery, you can capture insights and prioritize high impact ideas. It's flexible, so it adapts to the way your team works, and helps you build a roadmap that drives alignment, not questions. And because it's built on Jira, you can track ideas from strategy to delivery all in one place. Less chasing, more time to think, learn, and build the right thing. Get Jira Product Discovery for free at atlassian.com/lenny. That's atlassian.com/lenny. (instrumental music) Albert, thank you so much for being here, and welcome to the podcast.

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