Remote Chief of Staff — Real Estate, Design & Wellness

Inside Out Hiring; United States; Remote; USD 41,000 - 49,000; Full time

Job summary

Inside Out Hiring seeks a Chief of Staff to unify four business entities—Real Estate, Design, Fitness, and Personal Administration—under a single strategic leadership layer. You will ensure information is gathered, organized, and dispatched to the right people on time, while managing executive priorities and cross-functional workflows.

You will oversee property management logistics, back-office design procurement, and expansion deliverables, with potential expansion into marketing and client

Qualifications

• 5+ Years Experience: high-level support roles directly supporting a founder or senior executive.
• Real estate / property management background.
• Financial & numerical aptitude for budgets, invoices, and reporting.
• Systems builder mindset to create SOPs, CRMs, trackers independently.
• AI & tech proficiency to drive operational efficiency.
• Flawless written and verbal English for high-touch client interactions.
• Proven tenure and reliability across roles.
• Available full-time (40 hours/week) during US Eastern business hours with a remote setup.
• Spanish language proficiency is a plus.
• Familiar with Ramp, QuickBooks read-access for reporting.

Responsibilities

• Calendar triage and executive calendar management across entities.
• Oversee property management logistics and vendor coordination.
• Support back-office design procurement, budgeting, and invoicing.
• Monitor fitness expansion deliverables and agency/marketing follow-through.
• Operate across four business areas with light marketing and client outreach as needed.

Skills

Executive support

Real estate

Financial tracking

SOPs & CRM

AI tools

English communication

Reliability

Remote work

Tools

Claude/Claude Design

CRM platforms

Project management

Password managers

Job description

Inside Out Hiring seeks a Chief of Staff to unify four business entities—Real Estate, Design, Fitness, and Personal Administration—under a single strategic leadership layer. You will ensure information is gathered, organized, and dispatched to the right people on time, while managing executive priorities and cross-functional workflows.

You will oversee property management logistics, back-office design procurement, and expansion deliverables, with potential expansion into marketing and client