Bookkeeper (Multi-Entity + Admin Support) (Remote)

Salary: $700-$1,200
Schedule: Mon-Fri 9am-5pm EST; Split role: ~20 hours/week bookkeeping + ~20 hours/week admin support
Independent Contractor; Full-time

Overview

Our client, a family-run investment company, is seeking a Bookkeeper to support financial operations across multiple entities while also assisting with administrative tasks.

The company acquires land, houses, and multifamily properties with a focus on fairness, flexibility, and a streamlined client experience. As the business continues to grow, internal bookkeeping has become unsustainable—creating the need for a dedicated professional to bring structure, accuracy, and consistency across all financials.

Primary Function

The primary function of this role is to manage bookkeeping across three entities while supporting administrative operations, creating organized, scalable systems for both financial tracking and day-to-day business support.

Key Responsibilities

Bookkeeping (≈50% of Role)

Manage day-to-day bookkeeping across three entities:
- Rental portfolio (~80 properties)
- Coaching/consulting company
- Construction company
Execute a 5-month historical cleanup of financial data for the rental portfolio
Maintain accurate and up-to-date financial records
Perform monthly close processes and generate performance reports (transitioning from annual to monthly reporting)
Reconcile bank accounts, credit cards, and transactions
Track income, expenses, and property-level performance
Establish clean, repeatable bookkeeping systems for newer entities to prevent backlog

Administrative / Operational Support (≈50% of Role)

Assist with general administrative and operational tasks across businesses
Support scheduling, coordination, and internal workflows
Help maintain organization across systems and processes
Provide ad hoc support to ownership as needed

Required Qualifications

2–5 years of bookkeeping or accounting experience
Strong understanding of bookkeeping fundamentals and financial reporting
Experience managing multiple entities or accounts simultaneously
High attention to detail and accuracy
Strong organizational and time management skills
Ability to clean up and organize historical financial data
Comfortable balancing both financial and administrative responsibilities
Strong English communication skills
Ability to work independently in a remote environment

Preferred Qualifications

Experience with real estate or rental property accounting
Familiarity with property-level reporting and portfolio management
Experience working with growing or entrepreneurial businesses
Background supporting both finance and operations functions

Role Details

Full-time, remote position
Schedule: Monday–Friday, 9:00 AM – 5:00 PM EST

What This Role Offers

High ownership across multiple business entities
Opportunity to build and implement financial systems from the ground up
Exposure to real estate, construction, and consulting businesses
Direct collaboration with ownership in a growing company

Who This Role is Ideal For

Bookkeepers who enjoy bringing order to messy or incomplete financials
Individuals comfortable wearing multiple hats across finance and operations
Detail-oriented professionals who thrive in multi-entity environments
Candidates looking for a stable, full-time role with variety in responsibilities

Bookkeeper/Administrative Coordinator - 19750