Hiring and Vetting

A 30-60-90 day plan for a new executive assistant

ExecutiveSupportStaff Editorial Team | Published

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Why onboarding needs stages

An executive assistant needs more than software access and a task list. The role depends on knowing why meetings matter, which relationships require care, and when an exception deserves escalation. That context grows through exposure and feedback.

SHRM recommends conversations at 30-, 60-, and 90-day intervals to surface roadblocks during an extended onboarding process. Its guidance on why effective onboarding should last for months supports a staged plan rather than a one-day orientation.

Days 1-30: context and reliability

Document calendar rules, communication tone, priority stakeholders, travel preferences, recurring meetings, and escalation thresholds. Let the assistant shadow decisions while owning lower-risk work. Hold brief check-ins and explain why requests were accepted, delegated, or declined. Our executive assistant onboarding guide covers the access setup in detail.

Days 31-60: transfer ownership

The assistant should own routine calendar changes, preparation requests, standard travel booking, and follow-up tracking. Choose three recurring workflows and define the result, deadline, and escalation rule. At day 60, discuss missing context and decisions the executive can now delegate.

Days 61-90: improve the system

Ask the assistant to identify repeated friction, weak meeting hygiene, and missing documentation. Agree on measures for reliability, calendar quality, communication, and judgment using actual operating data.

Run a two-way review

The executive should ask what information they failed to share and which habits make the role harder. End with a decision-rights list: what the assistant owns, what requires notice, and what requires approval. Revisit our guide to working effectively with an executive assistant. Ninety days is a milestone, not the end of calibration.

PhaseGoalEvidence
Days 1-30Learn context and accessPreferences captured; recurring tasks handled
Days 31-60Own core workflowsCalendar and follow-ups need fewer approvals
Days 61-90Improve the systemProblems anticipated; processes documented

Frequently asked questions

What should an EA accomplish in the first 30 days?

Establish access, preferences, stakeholder context, and reliable handling of low-risk recurring work. Independent judgment on every request is not a reasonable first-month expectation.

When should a new EA take ownership of the calendar?

Ownership can expand during days 31 through 60 after the assistant demonstrates accurate scheduling and understands priorities. Sensitive tradeoffs may still require approval.

How do you know the 90-day plan worked?

Recurring workflows have clear owners, preventable errors are uncommon, and the assistant independently resolves familiar requests while escalating genuinely new or high-risk decisions.

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