In this episode, Benjamin Humphrey, CEO and founder of Dovetail, takes us inside the methods that have propelled his company to become a $970M platform, trusted by industry giants like Google, Shopify, and Notion.

Benjamin unpacks the philosophy behind design-led growth, emphasizing the power of intuitive, user-centric products and how his team prioritizes pushing features to 100% completion.

In today's episode, we cover:

Why Dovetail Was Built – 00:00:10

The Consumerization of Enterprise Software – 00:02:45

Dovetail’s PLG Philosophy: Building for End Users – 00:05:01

Building Teams That Own Problems – 00:14:30

When Founders Should Hire PMs – 00:18:05

What It Means to Be Design-Led and Product-Led – 00:21:10

Balancing Speed and Quality in Product Development – 00:24:20

Planning with Design Vision Workshops – 00:27:00

Scaling Without Outbound Sales – 00:30:40

The PLG Iceberg Explained – 00:34:05

Driving User Activation – 00:37:50

Turning Users Into Advocates – 00:42:15

Pricing and Packaging as a Growth Lever – 00:46:05

Integrating AI Thoughtfully – 00:50:30

Common AI Feature Design Mistakes – 00:55:10

Refining Features for Impact – 00:59:25

Staying Ahead in the AI Space – 01:03:15

Lessons from Features That Didn’t Work – 01:07:10

Collaborating Between PMs and Designers – 01:12:45

Replacing PRDs with Storytelling – 01:17:30

Figma’s Role in Collaboration – 01:21:20

Productivity Systems of a CEO – 01:25:15

Using AI Tools Like ChatGPT – 01:28:40

Lessons from the Jira Growth Team – 01:34:25

The Future of Product Management – 01:40:10

Advice for Aspiring Founders – 01:43:00

Lightning Round: Favorite Tools and Lessons – 01:45:20

Why Product Quality Always Wins – 01:47:15

Brought to you by:

Zeda.io: Discovery platform to turn your Voice of Customer into product insights

Dovetail: The Fastest Way to Understand Your Customer

SectaLabs:

Where to find Benjamin

LinkedIn

Website

To advertise in the podcast, email productgrowthppp at gmail dot com.

We have some great podcasts coming Thibault Louis-Lucas, aMelissa Perri, and Colin Lernell. I’m so excited to share them with all of you.