5 questions to ask when your product stops growing | Jason Cohen (2x unicorn founder)
2026-01-25 · 106 min · 61 entities
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Link in episode "5 questions to ask when your product stops growing | Jason Cohen (2x unicorn founder)": https://penname.co/
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Link in episode "5 questions to ask when your product stops growing | Jason Cohen (2x unicorn founder)": https://preorder.hiddenmultipliers.com/
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Link in episode "5 questions to ask when your product stops growing | Jason Cohen (2x unicorn founder)": https://longform.asmartbear.com/
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Link in episode "5 questions to ask when your product stops growing | Jason Cohen (2x unicorn founder)": https://longform.asmartbear.com/exponential-growth
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Link in episode "5 questions to ask when your product stops growing | Jason Cohen (2x unicorn founder)": https://longform.asmartbear.com/adjacency
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Link in episode "5 questions to ask when your product stops growing | Jason Cohen (2x unicorn founder)": https://anker.com/
Entities found in this episode
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Link in episode "5 questions to ask when your product stops growing | Jason Cohen (2x unicorn founder)": https://linear.app/
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Link in episode "5 questions to ask when your product stops growing | Jason Cohen (2x unicorn founder)": https://hubspot.com/
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Link in episode "5 questions to ask when your product stops growing | Jason Cohen (2x unicorn founder)": https://wisprflow.ai/
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Link in episode "5 questions to ask when your product stops growing | Jason Cohen (2x unicorn founder)": https://preorder.hiddenmultipliers.com/
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Link in episode "5 questions to ask when your product stops growing | Jason Cohen (2x unicorn founder)": https://longform.asmartbear.com/
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Link in episode "5 questions to ask when your product stops growing | Jason Cohen (2x unicorn founder)": https://longform.asmartbear.com/adjacency
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5 questions to ask when your product stops growing | Jason Cohen (2x unicorn founder)
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Episode description as stored
Jason Cohen is a four-time founder (including two unicorns, one being WP Engine) and an investor in over 60 startups, and has been sharing his lessons on company building at A Smart Bear for nearly 20 years. In this episode, Jason shares his methodical five-step framework for diagnosing stalled growth—a problem that faces almost every team.
We discuss:
1. Jason’s five-step framework: logo retention, pricing, NRR, marketing channels, target market
2. A small tweak that’ll double response rates on your cancellation surveys
3. Why “it’s too expensive” is almost never the real reason customers cancel
4. The “elephant curve” of growth
5. How repositioning the same product can increase revenue 8x
6. When to reconsider if growth is even the right goal for your business
—
Brought to you by:
10Web —Vibe coding platform as an API
Strella —The AI-powered customer research platform
Brex —The banking solution for startups
—
Episode transcript: https://www.lennysnewsletter.com/p/why-your-product-stopped-growing
—
Archive of all Lenny's Podcast transcripts: https://www.dropbox.com/scl/fo/yxi4s2w998p1gvtpu4193/AMdNPR8AOw0lMklwtnC0TrQ?rlkey=j06x0nipoti519e0xgm23zsn9&st=ahz0fj11&dl=0
—
Where to find Jason Cohen:
• Preorder Jason’s book: https://preorder.hiddenmultipliers.com/
• X: https://x.com/asmartbear
• LinkedIn: https://www.linkedin.com/in/jasoncohen
• Blog: https://longform.asmartbear.com
• Website: https://wpengine.com
—
Where to find Lenny:
• Newsletter: https://www.lennysnewsletter.com
• X: https://twitter.com/lennysan
• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/
—
In this episode, we cover:
(00:00) Introduction to Jason Cohen
(05:19) Jason’s writing journey
(08:25) Questions to ask when your product stops growing
(18:17) Getting real customer feedback
(20:27) Analyzing cancellation reasons
(26:54) Onboarding and activation
(29:35) Quick summary
(35:46) Revisiting pricing strategies
(41:46) Positioning strategies
(47:52) Why pricing is inseparable from your strategy
(52:06) The importance of net revenue retention (NRR)
(01:00:25) Asking whether or not this is good for the customer
(01:04:34) Leveraging existing customers
(01:06:42) Are your acquisition channels saturated? The “elephant curve”
(1:09:41) Why all marketing channels eventually decline
(01:12:04) Direct vs. indirect marketing channels
(1:13:36) Getting creative with new channels
(01:19:04) Do you actually need to grow?
(01:25:57) Deciding when to quit
(01:29:27) Book announcement
(01:33:21) AI corner
(01:34:35) Contrarian corner
(01:37:43) Lightning round and final thoughts
—
Referenced:
• Tyler Cowen’s website: https://tylercowen.com
• How to Perform a Customer Churn Analysis (and Why You Should): https://www.groovehq.com/blog/learn-from-customer-churn
• Linear: https://linear.app
• Jira: https://www.atlassian.com/software/jira
• Patrick Campbell’s post on X about pricing: https://x.com/Patticus/status/1702313260547006942
• The art and science of pricing | Madhavan Ramanujam (Monetizing Innovation, Simon-Kucher): https://www.lennysnewsletter.com/p/the-art-and-science-of-pricing-madhavan
• Pricing your AI product: Lessons from 400+ companies and 50 unicorns | Madhavan Ramanujam: https://www.lennysnewsletter.com/p/pricing-and-scaling-your-ai-product-madhavan-ramanujam
• Pricing your SaaS product: https://www.lennysnewsletter.com/p/saas-pricing-strategy
• M&A, competition, pricing, and investing | Julia Schottenstein (dbt Labs): https://www.lennysnewsletter.com/p/m-and-a-competition-pricing-and-investing
• “Sell the alpha, not the feature”: The enterprise sales playbook for $1M to $10M ARR | Jen Abel: https://www.lennysnewsletter.com/p/the-enterprise-sales-playbook-1m-to-10m-arr
• Buffer: https://buffer.com
• AG1: https://drinkag1.com
• How to find hidden growth opportunities in your product | Albert Cheng (Duolingo, Grammarly, Chess.com ): https://www.lennysnewsletter.com/p/how-to-find-hidden-growth-opportunities-albert-cheng
• How Duolingo reignited user growth: