“next is Paige Castello co-head of product management and also head of AI at assana”
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Paige Costello
Paige is a product lead at Asana overseeing teams responsible for the core product experience of Asana
2 episodes · 3 sourced appearances
Appearances and evidence
Short attributed excerpts only. Timestamps are approximate.
“today my guest is Paige Costello”
“before Asana she was director of product at intercom and prior to that she was a group product manager into it”
Frameworks in these episodes
Episode-linked context, not an unsupported claim of authorship.
Influence3 steps
Bring the Insight to Win Over Skeptics
Earn trust from more-experienced people by owning customer insight, not by faking expertise
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Mindset3 steps
How Might the Opposite Be True
Break a scarcity or false-tradeoff frame by forcing yourself to argue the reverse
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Self-Mastery3 steps
Learning Curve, Environment, Problem
Evaluate whether to stay in or leave a role using three questions, not job titles
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Productivity3 steps
Single-Owner Review Limits
Cap reviews, approvals, and meeting size so one accountable owner drives the pace
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Leadership3 steps
Situation-Behavior-Impact Feedback
Deliver hard feedback as an undeniable subjective observation, not a verdict
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Leadership5 steps
The Ambiguity Navigation Rubric
Score behavioural answers on three axes: did they impose structure, seek inputs, and define milestones?
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Communication5 steps
The Compelled Test (Storytelling as Product Signal)
After they describe a big problem, measure your own reaction — do you feel compelled to go work on it?
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Self-Mastery6 steps
The Constrained Self-Awareness Probe
Remove the humble answer, borrow someone else's eyes, or jump three years forward — self-awareness can't hide.
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Innovation4 steps
The Double Diamond Product Process
Alternate broad exploration and narrow selection across customer, problem, and solution
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Leadership4 steps
The First Performance Review Reference Call
Ask a cherry-picked referee what feedback you'll give the candidate at their first review — they can't dodge it.
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Leadership6 steps
The Hardest Thing Test (Calibrating Difficulty and Agency)
Ask what's the hardest thing they've ever done, then extract their difficulty bar and how much agency they had.
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Leadership4 steps
The Hogwash Question (Breaking the Interview Mindset)
Ask what conventional wisdom is inaccurate — it's unanswerable without genuine opinion, so it exposes authenticity.
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Mindset4 steps
The Introspection Probe (Decoupling Decisions from Outcomes)
Ask for a win that worked for the wrong reason, or a good call that failed — outcome-blind introspection tests.
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Leadership5 steps
The Proudest Work Question (Taste Triangulation)
Ask what work they're proudest of and why — it exposes taste, standards, motivation, and where their gravity pulls.
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Leadership6 steps
The Teleportation Device Test (Finding the Important Question)
Cap a candidate to two questions on a fictional problem to reveal whether they can find the decision-driving question.
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Self-Mastery3 steps
The Three E's of Career Growth
Grow faster by deliberately balancing experience, exposure, and education
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Influence4 steps
The Trust Equation
Trust = (credibility + reliability + authenticity) / perception of self-interest
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Resources in their episodes
- Accolade
- Adobe
- Airbnb
- Airtable
- Asana
- Attio
- Behance
- Brave Search API
- Carbon Health
- ClickUp
- Coda
- Deel
- Double Diamond
- DraftKings
- Eppo
- Figma
- First Round Review
- Hinge
- Inspired
- Intercom
- Intuit
- Lenny's Newsletter
- Lenny's Podcast
- Lennybot
- Linear
- Medium
- Miro
- Notion
- Patreon
- Poe
- Quora
- Ramp
- Round
- Sendbird
- Slack
- Snowflake
- Snyk
- Spotify
- Square
- Stripe
- The Alchemist
- The Blind Assassin
- The Conscious Leadership Group
- The Diplomat
- TikTok
- Twitch
- Uber
- Webflow
- Yahoo
- YouTube
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