All Episodes

January 25, 2026 106 mins

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): .css-j9qmi7{display:-webkit-box;display:-webkit-flex;display:-ms-flexbox;display:flex;-webkit-flex-direction:row;-ms-flex-direction:row;flex-direction:row;font-weight:700;margin-bottom:1rem;margin-top:2.8rem;width:100%;-webkit-box-pack:start;-ms-flex-pack:start;-webkit-justify-content:start;justify-content:start;padding-left:5rem;}@media only screen and (max-width: 599px){.css-j9qmi7{padding-left:0;-webkit-box-pack:center;-ms-flex-pack:center;-webkit-justify-content:center;justify-content:center;}}.css-j9qmi7 svg{fill:#27292D;}.css-j9qmi7 .eagfbvw0{-webkit-align-items:center;-webkit-box-align:center;-ms-flex-align:center;align-items:center;color:#27292D;}


Advertise With Us

Popular Podcasts

Stuff You Should Know
Dateline NBC

Dateline NBC

Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

Business History

Business History

It’s the history of business. How did Hitler’s favorite car become synonymous with hippies? What got Thomas Edison tangled up with the electric chair? Did someone murder the guy who invented the movies? Former Planet Money hosts Jacob Goldstein and Robert Smith examine the surprising stories of businesses big and small and find out what you can learn from those who founded them.

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2026 iHeartMedia, Inc.