Executive Assistant

Job Description

The Garay-Michaud Team at SERHANT. is seeking a full-time, in-person Executive Assistant

to support Jake Garay — a top-producing real estate broker, team leader and the founding agent for SERHANT. in the Hudson Valley. This is not your average admin job. It’s a dynamic, high-impact opportunity to step into a key operational role and work directly with a growth-driven leader at the forefront of real estate innovation.

As our Executive Assistant, you’ll be the backbone of our operations — managing calendars, communication, internal systems, and follow-through across the team. You’ll help keep our fast-moving team aligned, organized, and on track as we scale toward our ambitious goals. You’ll also gain insider exposure to real estate strategy, team leadership, and the systems that drive a $100M+ per year real estate sales business.

We operate with a mindset of Ownership, Innovation, and Growth, and we’re looking for someone who thrives in a fast-paced, high-expectation environment. You’ll be surrounded by motivated professionals and a team that values high standards, creative thinking, and personal development.

What Makes Us Different

We’re not just selling homes — we’re advisors transforming how real estate is done. You’ll work directly with a recognized leader in the tri-state market and a founding member of SERHANT’s national expansion. Our team is deeply rooted in the Hudson Valley and Westchester, with a client-first, service-obsessed culture. We’re scaling quickly — this is a chance to be part of something big, bold, and growing.

Benefits & Perks

Competitive salary based on experience, with growth potential

Career development and exposure to high-level business strategy

A collaborative, high-performance team environment

Team events, training, and community involvement

A role with purpose, autonomy, and room for upward mobilityCompensation:

$50,000 - $70,000 yearlyResponsibilities:

Calendar Scheduling Management

Proactively structure and protect Jake’s calendar week-to-week

Block time for meetings, strategy, and priorities

Serve as the point of contact for agents and vendors to schedule meetings

Communication Management

Monitor Jake’s email and inboxes; prioritize follow-ups

Keep communication flowing with agents, clients, attorneys, and partners

Manage texts, DMs, voicemails, and ensure nothing falls through the cracks

Meeting Support Follow-Up

Attend all internal meetings to take notes and track next steps

Share meeting summaries, recordings, and relevant docs

Sit in on leadership calls to support accountability and action

Project Task Management

Assist with execution of systems, SOPs, and initiatives

Maintain project lists, track priorities, and keep the team aligned

Act as a bridge between Jake and leadership

Marketing Content Execution

Coordinate listing marketing, video shoots, and campaign rollouts

Liaise with internal media teams

Support events, brand activations, and new marketing ideas

Operational Admin Support

Collaborate with Transaction Coordinator and learn internal systems

Assist with hiring, onboarding, and CRM management

Organize documents, contacts, and backend operations

Logistics Field Support

Coordinate client gifting, event logistics, and listing materials

Occasionally attend inspections, pick up signage or open properties

Be available locally — this is a full-time, in-person role

Growth Business Development

Support recruiting and outreach as we expand the SERHANT brand

Assist with appointment setting, prospecting, and talent acquisitionQualifications:

Required:

Minimum 2 years of full-time experience as an Executive Assistant, Operations Manager, or in a similar support role

Must be available to work on-site, Monday–Friday, 9 AM–6 PM in Poughkeepsie, NY

Demonstrated experience with calendar management, scheduling, and inbox oversight

Strong proficiency with Google Workspace (Gmail, Google Calendar, Docs, Sheets, etc.)

Highly organized, detail-oriented, and capable of managing multiple priorities

Strong interpersonal and written communication skills

Comfortable handling confidential information with discretion

Legal authorization to work in the United States

Reliable transportation and ability to attend meetings, run local errands, or open properties as needed

Preferred:

3+ years supporting a high-performing executive, entrepreneur, or real estate professional

Experience with CRM systems (Follow Up Boss preferred), SiSu, or other transaction/project management platforms

Background in real estate, marketing, sales, or luxury client services

Familiarity with the Hudson Valley and/or Westchester real estate markets

Strong alignment with our core values: Extreme Ownership, Growth-Obsessed, Client-First, Innovation, High Standards, and AccountabilityAbout Company

Jake Garay is a top-producing real estate broker, investor, and founder of The Garay-Michaud Team at SERHANT. With 10 years of experience, he has sold over 400 homes and $175M+ in real estate across New York and Connecticut. Jake leads a high-performance team known for luxury marketing, investment expertise, and concierge-level service. As the founding SERHANT agent in the Hudson Valley, he’s focused on growth, innovation, and redefining what it means to be a trusted real estate advisor.

Full-time