Executive Operations Associate

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TYPE OF WORK

Full Time

SALARY

$1500-2500 per month

HOURS PER WEEK

45

DATE UPDATED

Aug 20, 2026

JOB OVERVIEW

About The Roebling Team

The Roebling Team at Compass is building a technology-enabled luxury residential real estate brokerage centered around original research, artificial intelligence, data, and publishing.

Our platform includes thousands of residential building profiles, proprietary market research, The Roebling Index, The Roebling Report, interactive calculators, and AI-powered research workflows. We are expanding beyond Manhattan into additional luxury markets across the United States while continuing to grow our brokerage business throughout New York City.

We're looking for someone who enjoys bringing structure to complicated work. This is not a traditional Executive Assistant role. Instead, you'll work directly with the founder to help operate a growing business across brokerage, research, publishing, technology, and selected personal administration.

The objective is simple: protect the founder's time, improve operational efficiency, and help the business continue to compound.

Responsibilities

This position touches nearly every aspect of the business. Responsibilities will evolve over time but may include calendar management, scheduling, travel planning, inbox organization, task management, follow-up on ongoing projects, document organization, and selected personal administrative support.

You'll also coordinate listing preparation, organize transaction files, prepare client presentation materials, maintain CRM records, manage marketing projects, coordinate vendors, conduct property research, and help ensure that active transactions and opportunities continue moving forward.

A significant portion of the role will involve AI-assisted research and publishing. You'll use Claude as a daily work partner to conduct research, improve written content, organize information, maintain website content, publish market research, verify AI-generated output, improve prompts and workflows, document standard operating procedures, and identify opportunities to automate repetitive work.

We're looking for someone who naturally identifies inefficiencies, enjoys improving systems, and takes ownership of projects from beginning to end.

Qualifications

We're less interested in formal credentials than in how you think and work. The ideal candidate writes exceptional English, naturally pays close attention to detail, enjoys solving unfamiliar problems independently, learns new software quickly, communicates professionally, and uses AI intelligently instead of relying on it blindly. You should enjoy producing polished work without constant supervision and take pride in organization, follow-through, and accuracy. Real estate experience is helpful but not required.

Practical Skills Assessment (Required)

The practical assessment is the most important part of your application. Email the assignment, your resume, and cover letter to ---------- record your screen while completing the assignments below and narrate your thought process throughout. We are evaluating how you think, not simply whether you arrive at the correct answer.

Please submit one screen recording (up to 30 minutes only) along with your written deliverables. You may use any screen recording software you prefer.

AI Requirement

Claude must be your primary work assistant throughout this assessment.

Use Claude to conduct research, organize information, improve writing, solve unfamiliar problems, and troubleshoot challenges. You may also use publicly available resources to verify information where appropriate.

We intentionally provide limited instructions. One of the most important parts of this role is learning how to use AI to independently solve unfamiliar problems while exercising good judgment.

Assignment 1 – Property Research & Owner Outreach

Your objective is to identify the owner(s) of a New York City property and prepare professional outreach.

Property Address:

77 Sands Street Brooklyn, NY

Using Claude and publicly available resources, determine the current ownership entity, the individual owner(s) behind the entity (if publicly identifiable), ownership history (if applicable), mailing address, phone number(s), email address(es) if available, and LinkedIn profile(s) if available.

If any information cannot be confidently verified, explain why.

Next, write a professional email of 75 words or fewer introducing The Roebling Team to the owner, explaining that you represent a prospective tenant interested in leasing space within the property, requesting a brief conversation, and offering to provide additional information if helpful.

Finally, rewrite the same outreach as a LinkedIn message of 25 words or fewer to the owner.

Assignment 2 – Content Translation

Read the attached NYT article. Read the attached NYT article. ----------

Using Claude as your primary assistant, create a three-slide Instagram carousel inspired ---------- slide should include a short headline, one to three concise sentences, original wording, and a clear, professional tone.

After completing the carousel, briefly explain what Claude initially produced, what changes you made, and why your final version is stronger.

Assignment 3 – Website Review

Spend approximately ten minutes reviewing ---------- .

Record your observations and identify three improvements you would recommend. Note any factual inconsistencies, usability improvements, operational improvements, or opportunities where AI could improve efficiency.

There are no right or wrong answers. We are interested in how you think and what you notice.

What We're Evaluating

Throughout this assessment, we're evaluating far more than technical ability. We're looking for someone who uses AI as a force multiplier rather than a shortcut, independently solves unfamiliar problems, verifies information before trusting it, communicates professionally, pays exceptional attention to detail, produces polished work, thinks critically, takes ownership, and enjoys making complicated work feel organized.

What We Offer

You'll work directly with the founder of a growing business at the intersection of luxury real estate, artificial intelligence, publishing, and technology. We offer significant autonomy, direct access to decision-making, opportunities to build new systems, performance-based bonuses, and the chance to grow alongside a business that is expanding into new luxury markets across the United States.

If this assessment feels overwhelming, this role is probably not the right fit. If it feels exciting, we'd love to meet you.

SKILL REQUIREMENT
Calendar Management Data Entry AI Tools
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