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#22 | Why PLG Starts at First Click

Dave Boyce on embedding AI in onboarding, automating renewals, and scaling GTM architecture in the age of freemium

Dave Boyce is Executive Chairman at Winning by Design, board member at Forrester, and creator of the first MBA course on Product-Led Growth.

He’s sold companies to Oracle and Amazon, scaled products to profitability without a sales team, and now teaches SaaS operators how to win in a world where freemium isn’t a pricing tier — it’s the strategy.


The Onboarding Moment That Defines Growth

“Your product’s story doesn’t start when the user converts. It starts when they click ‘Try Now.’”

In 2025, onboarding is your GTM motion — and AI isn’t assistive anymore. It’s foundational. In this episode, Dave breaks down how to design onboarding that drives retention, powers PLG, and scales revenue.


In This Episode:

  • Why most founders go PLG too early — or too passively

  • The difference between a PLG motion vs. a PLG company

  • What to measure before revenue kicks in

  • When layering sales kills PLG momentum — and when it accelerates it

  • How AI makes onboarding personalized and scalable

  • Why automated renewals should be your first RevOps automation

  • The rise of the GTM Architect — and why tactics without architecture fail

  • What tools to use when building your AI-native GTM stack

  • How Dave’s MBA students are learning PLG by running experiments

  • The pattern behind every scalable SaaS exit (hint: it’s not CAC payback)


5 GTM Takeaways to Steal

1. Time to First Impact > Time to Value
The user journey starts at first click. Get to impact faster — or lose them forever.

2. Retention Before Revenue
If users aren’t coming back, don’t expect them to pay. Optimize for usage first.

3. Automate the Renewal
The lowest-hanging fruit in RevOps. Systematize it and move up the stack.

4. Don’t Add Sales Too Soon
Let PLG stabilize before layering sales. Premature pressure kills momentum.

5. GTM Architect > GTM Engineer
Clever workflows won’t scale without a unified theory of growth.


Featured Toolkit

The Omni-Stack Playbook
A stage-by-stage GTM system for pre-launch, activation, traction, and scale.
Grab the playbook →

Also inside:


Coming Soon: Freemium by Dave Boyce

Releasing August 2025 from Stanford University Press.
A practical deep dive into PLG strategy in the AI-native era.
Pre-order at ProductLedGTM →


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LinkedIn: Dave Boyce
Product Led GTM

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