Executive Support Specialist – Real Estate Operations

Work From Home Support a U.S.-Based Real Estate Team Build Your Career

Do You Thrive in a High-Trust High-Ownership Environment

If youre a proactive professional who loves juggling calendars building spreadsheets and staying two steps ahead of busy executives-read on.

GC Realty & Development a Chicago-based property management company is hiring a remote Executive Support Specialist to join our growing operations team. We manage over 1400 residential units across the Chicagoland area and are recognized for our responsiveness results-driven culture and consistent growth.

About the Role

This is not your average assistant job.

Youll be a key player behind the scenes supporting executive leadership through sharp organization effective communication and data-driven reporting. From coordinating calendars and maintaining spreadsheets to helping streamline internal systems your work will directly impact our teams efficiency and momentum.

If youre someone who geeks out on workflows gets satisfaction from a perfectly formatted sheet and can turn chaos into order-this is the job for you.

What Youll Be Responsible For

• Executive Calendar Management - Optimize schedules prioritize meetings and prevent overload

• Inbox Oversight - Help sort and escalate time-sensitive emails

• Reporting & Data Tracking - Maintain spreadsheets extract insights and help keep operations accountable

• Task & Project Tracking - Use digital tools (we love ClickUp!) to manage priorities deadlines and follow-ups

• Internal Coordination - Support interdepartmental projects and make sure the right people stay aligned

• Travel & Event Planning - Book executive travel and assist with team gatherings when needed

• Professional Communication - Serve as a thoughtful organized liaison between leadership and stakeholders

What You Bring to the Table

• 3 years of administrative or executive support (experience supporting a CEO or similar preferred)

• Advanced spreadsheet skills - Google Sheets / Excel (formulas formatting maybe even a pivot table or two)

• Comfortable with project management tools workflow systems and digital calendars

• Strong written and verbal communication in near-native English

• Proven ability to problem-solve independently prioritize under pressure and think ahead

• A reliable remote setup (quiet space solid internet and strong work ethic)

Compensation & Benefits

• Hourly Rate: $7-$9 USD/hour (based on experience) paid weekly

• Birthday Off 10 Paid Days Off (accrued)

• 7 Paid Holidays

• Better Book Club - Earn up to $500/year to read professional development books

• $25 Bonus for every 5-star Google review that mentions you

• Supportive Team Culture Room for Advancement in Operations Data or Leadership

Why GC Realty

For over two decades weve built a reputation for doing things the right way. Were process-driven values-led and growth-focused-and we never settle for good enough.

We live by four simple values:

• Own It - We take full responsibility for outcomes

• Get Stuff Done (GSD) - We move fast and stay focused

• Better Results - Were always improving always refining

• Responsive - We communicate clearly and act quickly

If you thrive in a professional but fast-paced remote environment love using tech to stay organized and want to grow with a stable expanding company-wed love to hear from you.

Sound Like You

Apply now and well schedule a short intro call within 24 hours. Your next career chapter starts here.

Required Experience:

Unclear Seniority