“this next question comes from IO omalo Chief product officer at Carbon Health former product lead at square and also a former founder”
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Iyo Omojola
Chief product officer at Carbon Health, former product lead at Square, and former founder.
1 episode · 1 sourced appearance
Appearances and evidence
Short attributed excerpts only. Timestamps are approximate.
Frameworks in these episodes
Episode-linked context, not an unsupported claim of authorship.
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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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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