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Guest Spotlight: Daniel Layfield

Daniel Layfield
Diligent | Product

About Daniel Layfield

Daniel Layfield is Director of Product Management at Diligent, whose governance platform serves roughly 70% of the Fortune 1000. He previously led growth at Codecademy, scaling revenue from $10M to $50M ARR, and worked on Uber Eats' home feed ranking as a product manager. He believes moving on from a losing experiment too early is a PM's costliest mistake.

Notable Quotes

"Diligent's one of those biggest things you've never heard of. We're probably like 2,000 people. We serve maybe 70% of the Fortune 1000."

"It probably took us four months and three to four rounds of tests to get right, but we uncovered like a massive unlock."

"It's almost like the Middle Eastern oil. Anywhere you drill, you hit something."

"Retention and engagement should always ride whatever the natural use case is."

"Claude is a pretty good data scientist, at least for simple A/B test analysis."

Daniel Layfield
Diligent | Director of Product Management

Diligent explains why moving on from an experiment might cost you

Go to S1 | E25

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Takeaways

All Takeaways

Separate your two experimentation modes: high-volume CRO chases many small wins, while big uncertain bets deserve multiple shots to de-risk.

Go to S1 | E25

Persistence pays: four months and three to four rounds of trial-model testing at Codecademy produced a 35% conversion increase.

Go to S1 | E25

Anchor retention and engagement to the product's natural use case, and use AI to synthesize research and simple A/B analysis in hours instead of weeks.

Go to S1 | E25

Most B2B product teams are feature factories. The fix is a top-down OKR system, and planning usually breaks in the connections between layers.

Go to S1 | E25

A losing experiment is often inconclusive, not negative. Treat it as a map of the funnel rather than a verdict.

Go to S1 | E25
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