Executive Assistant Interview: Questions to Ask the Employer
Targeted questions that clarify executive preferences, scope, cadence, and how the EA drives leverage.
1What are the top three outcomes you expect from your EA in 90 days?
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What are the top three outcomes you expect from your EA in 90 days?
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Why this works
Defines success with measurable outputs, not tasks.
2How do you prefer to communicate and make decisions?
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How do you prefer to communicate and make decisions?
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Why this works
Aligns on channels, rhythm, and delegation style.
3What are your non-negotiables for calendar and boundaries?
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What are your non-negotiables for calendar and boundaries?
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Why this works
Protects focus and energy management.
4What workflows are working—and which need redesign?
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What workflows are working—and which need redesign?
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Why this works
Identifies leverage opportunities fast.
5Who are the top five stakeholders I’ll interface with?
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Who are the top five stakeholders I’ll interface with?
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Why this works
Maps influence network and expectations.
6How do you want travel planned and debriefed?
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How do you want travel planned and debriefed?
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Why this works
Sets standards for logistics and follow-through.
7What information should surface daily vs. weekly?
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What information should surface daily vs. weekly?
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Why this works
Prevents overload and ensures signal.
8What confidential areas require special handling?
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What confidential areas require special handling?
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Why this works
Establishes trust and legal compliance.
9What tools and access will be provided on day one?
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What tools and access will be provided on day one?
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Why this works
Enables immediate productivity.
10What does great judgment look like in this role?
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What does great judgment look like in this role?
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Why this works
Clarifies decision heuristics and escalation triggers.
11How is performance reviewed and rewarded?
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How is performance reviewed and rewarded?
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Why this works
Connects contribution to recognition.
12What’s one thing your best EA did that you still miss?
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What’s one thing your best EA did that you still miss?
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Why this works
Surfaces the bar and personal preferences.
EA Operating System
Expert tips and techniques for getting the most out of these questions.