Chief of Staff - 21432

Role: Chief of Staff

Priority Location: South America (LatAm preferred) or South Africa

Working Hours: Full-Time, overlapping with US Eastern Standard Time (EST)

Salary Range: $2,800 – $3,000 USD per month (The final offer is at the client’s discretion and depends on the candidate’s interview result, skills, and experience.)

Type of contract: Independent Contractor

Type of job: Remote

About the Company: Our client is a dynamic, founder-led investment and business group dedicated to driving rapid expansion across high-end brick-and-mortar concepts and physical real estate acquisitions. Built on principles of extreme ownership, high autonomy, and direct accountability, our client's culture prioritizes fast execution and analytical rigor. Our client offers a remote-first, highly strategic environment where motivated operators can take true ownership of operational engines and directly influence multi-industry growth.

About the Role: As Chief of Staff / Operations Lead, you will serve as a high-functioning strategic force multiplier for our client, directly driving operational scale and portfolio expansion. In this role, you will lead cross-functional execution by optimizing P&Ls for our client's established multi-location luxury services brand while simultaneously sourcing, underwriting, and coordinating real estate and business acquisition deal flows. This is an exceptional opportunity for a sharp, operator-first leader to exercise direct authority, manage diverse assets, and influence key financial and operational strategies.

Key Responsibilities:

• Oversee multi-unit retail operations, setting clear direction for managers and optimizing P&Ls to drive top-line revenue.

• Lead operational pipelines for business expansion, including market research, location scouting, and coordinating with real estate brokers.

• Systematize and pre-screen potential real estate deals and small business acquisition leads across primary sourcing platforms.

• Perform preliminary financial modeling, cash flow analyses, and deal underwriting for potential physical and business investments.

• Establish operational procedures to maintain regulatory compliance, marketing alignment, and vendor management across physical locations.

• Direct logistics and operational coordination across existing long-term and short-term residential real estate properties.

Qualifications:

• Minimum 3–5 years of experience in operational leadership, business operations, strategic consulting, or multi-unit management (Required).

• Strong analytical and financial acumen with proven experience analyzing P&Ls and modeling unit economics (Required).

• Native or professional fluency in written and spoken English (Required).

• Fluency in Spanish (Preferred).

• Direct experience with real estate underwriting, deal sourcing, or tax-advantaged acquisition strategies (Preferred).

• Background in scaling multi-unit retail, wellness, or service-based brick-and-mortar brands (Preferred).