Remote Executive Assistant — Real Estate Investing

Insideoutva; Northern (KY); Hybrid; USD 20,000 - 22,000; Full time

Job summary

Insideoutva is seeking an Executive Assistant to support a growing Florida- and Illinois-focused residential real estate investment operation. The role emphasizes administrative efficiency, seller outreach, and data integrity across CRM systems, with collaboration on project schedules and vendor coordination.

The ideal candidate will bring real estate experience, strong communication, and comfort using Claude for drafting and SOPs, all while maintaining organized records and strict deadlines in

Qualifications

• Experience in residential real estate transactions, foreclosures, or investments.
• Ability to make proactive seller outreach calls with confidence.
• Strong attention to data quality in CRM systems and databases.
• Familiarity with AI productivity tools (Claude) for drafting and SOPs.
• Excellent written and spoken English; works well independently.

Responsibilities

• Manage recurring administrative tasks, scheduling, and document control.
• Coordinate projects with managers, contractors, and vendors, tracking timelines and budgets.
• Maintain structured records in the lead-tracking system with next actions and follow-ups.
• Serve as first contact for homeowners facing foreclosure; schedule owner appointments.
• Track owner contact info and provide daily updates plus weekly executive reports.
• Support AI-driven drafting, data organization, and SOP generation; assist with social media tasks.

Skills

Real estate experience

Phone outreach

CRM & data management

AI productivity tools (Claude)

English communication

Tools

CRM systems

Skip-tracing tools

Real estate research platforms

Microsoft 365 / Outlook

Job description

Insideoutva is seeking an Executive Assistant to support a growing Florida- and Illinois-focused residential real estate investment operation. The role emphasizes administrative efficiency, seller outreach, and data integrity across CRM systems, with collaboration on project schedules and vendor coordination.

The ideal candidate will bring real estate experience, strong communication, and comfort using Claude for drafting and SOPs, all while maintaining organized records and strict deadlines in