Podcast

The Experimentation Edge

Real operators share what they shipped, what they learned, and how experimentation shaped their strategy.

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Charles Williams
Truist | SVP, Software Engineering

Truist on shipping faster and more safely with AI and human-in-the-loop banking

S1 | E5
Apr 2, 2026
Themes
AI-Native Dev
Velocity
ROI
Roles
Exec
Industries
Financial Services
Featured
false
Marco Casalaina
Microsoft | VP of Products, Core AI

From chatbots to open-world agents at Microsoft: evals, go-live metrics, and copilot velocity

S1 | E4
Mar 17, 2026
Themes
AI-Native Dev
A/B Testing
Velocity
Roles
Exec
Industries
Business Tech
Featured
false
Vinoj Kumar
Upwork | VP of Engineering

Upwork on AI-Driven Ops at scale

S1 | E3
Mar 11, 2026
Themes
Scale
Future of Testing
AI-Native Dev
Roles
Exec
Industries
Marketplace
Featured
false
Raj Mehta
Moxie Pest Control | VP, Technology & Product

How Moxie Pest Control boosted conversions 5% with data and coaching

S1 | E2
Mar 5, 2026
Themes
Testing AI
Scale
ROI
Roles
Exec
Industries
Consumer Services
Featured
false
Aleks Bass
Typeform | Chief Product & Technology Officer

Typeform on how to stop running experiments and start earning them

S1 | E1
Feb 24, 2026
Themes
Culture
A/B Testing
ROI
Roles
Exec
Industries
Business Tech
Featured
false

Top takeaways from our favorite conversations

When you struggle to land a result, lead with the story of what the customer did, then bring the numbers.

Go to S1 | E14

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

Go to S1 | E25

Close every losing test with two questions: did it work for a granular segment, and is the idea worth further investment?

Go to S1 | E17

A failed test can hold the real winner; contextual onboarding matched to user intent roughly doubled activation and became the default variant after the bundling experiment was rolled back.

Go to S1 | E22

Simplification has a limit. Removing too much can strip away the cues and context buyers actually need to decide.

Go to S1 | E26

Democratize experimentation with a centralized platform and self-serve tooling; reset baselines regularly.

Go to S1 | E7

Chase estimates over a billion dollars of value from experimentation, and most of the lasting learning comes from the losing tests, not the winners.

Go to S1 | E19

Twitch used geo-fenced experiments with matched markets and causal inference to measure true price elasticity, turning a feared pricing decision into a measured, accretive one.

Go to S1 | E18

Documenting experiments in a centralized Wiki creates a growth flywheel: Fanatics' Wiki feeds their roadmap with iterations on already-built features, reducing tech dependency and accelerating velocity.

Go to S1 | E10

Build the triad: pair an easy-to-use platform with training, top-down sponsorship, and clear launch processes.

Go to S1 | E6

Win rate matters less than learnings per test — DoorDash ships company-wide experiment summaries (win or lose) that the CEO actively reads and responds to, creating cultural accountability around testing rigor.

Go to S1 | E12

Friction can increase revenue. Blocking the "view all" grid and forcing a style choice sent shoppers deeper and lifted conversion and revenue, because the extra click added value.

Go to S1 | E16

Accept that being wrong is the point—experimentation only works when leadership embraces humility

Go to S1 | E9

Scale experimentation with AI: use Cursor desktop/cloud agents for parallel builds and visual QA; orchestrate docs/analysis via Claude; automate cleanups and reporting.

Go to S1 | E7

Build composite metrics (e.g., CPQI) to align finance, engineering, and data science around shared outcomes.

Go to S1 | E3

A losing test is a finding, not a failure. If every experiment wins, you're not taking enough risk to learn anything new.

Go to S1 | E24

Top-down buy-in shifts the conversation from "why test?" to "how do we test?": When leadership treats data as the tiebreaker, teams stop defending opinions and start building better experiments.

Go to S1 | E10

The biggest thing that gets a team testing is to just do it. Stop designing the perfect experiment and get something simple live to take away the mystery.

Go to S1 | E20

Share losses as openly as wins. Wins build credibility, and losses build the psychological safety a testing culture runs on.

Go to S1 | E26

Reposition features around how users actually feel, not how you assume they should feel

Go to S1 | E9

Purge “anti-knowledge” by standardizing design, instituting cross-functional reviews, and only codifying learnings supported by repeatable data.

Go to S1 | E1
The experimentation edge podcast logo with a picture of host Ashley Stirrup