Executive Assistant placement
The Executive Assistant Who Gives You Your Week Back.
The Windermere Agency places executive assistants with founder-led businesses in Orlando and Windermere for a flat $4,500 fee with a 90-day replacement guarantee. Every candidate is personally interviewed, reference-checked and background-screened before you meet them.
$4,500 flat fee | $750 deposit applied | 90-Day Replacement Guarantee
The role
What a Great Executive Assistant Does.
The first great executive assistant is the hire that gives a founder their week back. We look for judgment, discretion and the instinct to run a calendar, an inbox and a room before being asked, and we screen for them the way we screen the people who work inside private homes.
- Calendar, travel and inbox ownership for one or two executives
- Meeting preparation, notes and follow-through on decisions
- Gatekeeping and first replies to clients, partners and the team
- Expense, vendor and light project coordination
- Personal support where the role calls for it
How It Works
How a Executive Assistant Search Runs.
- 01
Inquiry & Introduction
A one-minute inquiry tells us who you are and what you need. You receive a confirmation right away, and we respond within 24 hours.
- 02
Discovery & Client Intake
A conversation by phone or email, then a short division-specific intake so we understand the role, the schedule, the compensation and what matters most.
Company and hiring contact, position and reporting structure, work location, employment type, compensation and timeline.
- 03
Proposal & Engagement
A clear proposal: scope, what is included, the flat fee, deposit and payment terms, and how we will communicate. The search begins when the agreement is signed and the deposit is received.
- 04
Search & Candidate Selection
We source, interview, verify references and complete the screening the role calls for, then present a curated shortlist with updates on the schedule we agreed.
Business candidates are screened for the role: professional references, a background check and verification of the skills the position requires.
- 05
Interviews & Placement
We schedule interviews, gather feedback, arrange trials or assessments where appropriate, and help with the offer through acceptance and a confirmed start date.
A culture assessment built around your team sits alongside the interviews.
- 06
Onboarding & Ongoing Support
We confirm the start went well, check in after the first week and again around 30 days, and stand behind the placement with the replacement guarantee.
Corporate placements carry our 90-day replacement guarantee.
Questions about executive assistants
Ready to Hire the Right Person?
We're not here to fill a position. We're here to find the right person.
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