Schedule

• 40 hours per week
• Monday to Friday, 12 pm to 8 pm, Pittsburgh PA
• With a 30 minute paid break

Client Overview
Join a forward-thinking real estate investment company involved in property development and management. The business operates a growing portfolio of long-term rentals, short-term rentals, and commercial properties, supported by professional accounting and reporting systems.

Run by a detail-oriented husband-and-wife team, the company is implementing technology-driven systems to increase operational efficiency. The husband also leads a community development nonprofit focused on revitalizing the neighborhood through business-district improvements, grants, and small business support.

This role offers a unique opportunity to work closely with ownership as the first remote team member in a business that embraces AI, automation, and continuous improvement to drive growth and balance efficiency with excellence.

Job Overview
We are seeking a highly organized and proactive Executive Assistant with bookkeeping experience to provide comprehensive administrative and operational support to the business owners. You’ll manage both business and personal administrative needs, assist in financial coordination, and support a community nonprofit associated with the company.

Experience with AI tools is preferred but not required—we’re looking for someone tech-savvy, eager to learn, and comfortable adopting new systems to streamline operations. This role is ideal for a detail-oriented professional who thrives on variety, values precision, and enjoys supporting mission-driven leadership.

Key Responsibilities

• Provide daily executive support including email and calendar management, scheduling, and travel coordination
• Handle general administrative tasks such as document organization, correspondence, and report preparation
• Manage and maintain digital filing systems (Google Drive, Dropbox)
• Support bookkeeping activities in QuickBooks Online, including transaction categorization, reconciliation, and coordination with the external bookkeeper
• Assist with downloading, organizing, and tracking financial and operational documents such as invoices, statements, and bills
• Communicate professionally with property managers, contractors, vendors, and business partners
• Provide administrative and coordination support for the community nonprofit, including scheduling meetings and preparing communications
• Prepare summaries, spreadsheets, and reports for ownership as requested
• Identify opportunities to streamline and automate processes using available tools (AI, automation, or workflow apps)

Qualifications

• Proven experience as an Executive Assistant, Administrative Assistant, or similar role
• Strong bookkeeping experience with QuickBooks Online (real estate or construction background is an advantage)
• Familiarity or interest in AI tools (e.g., ChatGPT, Notion AI, Zapier, or Make/Integromat)
• Excellent organizational and multitasking abilities with strong attention to detail
• Clear and professional written and verbal communication skills
• Proactive, resourceful, and able to work independently
• Reliable high-speed internet and a professional remote work setup

Independent Contractor Perks

• Permanent work-from-home
• Immediate hiring

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