Job Overview
Bookkeeper - In Office Leesburg, FL - Independent Contractor 1099 role
Part-Time | Approximately 2–3 Days Per Week | In-Office (Leesburg, FL)
Join a Small Office That Loves Technology, Organization & Finding Better Ways to Work
We're looking for a dependable, detail-oriented professional who enjoys hands-on bookkeeping but also likes solving problems, organizing information, creating spreadsheets, and using technology to improve the way work gets done.
Although we are a small office, we embrace modern technology and actively use AI tools such as ChatGPT and Microsoft Copilot to help streamline workflows, improve communication, organize information, and increase efficiency. You don't need to be an AI expert—we're looking for someone who is curious, willing to learn, and enjoys discovering better ways to accomplish everyday tasks.
If you enjoy working with numbers, spreadsheets, financial records, and technology—and you're someone who naturally asks, "Is there a better way to do this?"—we'd love to meet you.
Primary Responsibilities – Bookkeeping
This is a hands-on bookkeeping position. We are looking for someone who enjoys working directly in QuickBooks Desktop and Microsoft Excel every day.
Responsibilities include:
- Hands-on bookkeeping using QuickBooks Desktop (Not interested in someone who has only been managing other employees, need someone who had been doing the actual work)
- Accounts Payable and Accounts Receivable
- Bank and credit card reconciliations
- Preparing monthly, quarterly, and year-end financial reports
- Preparing quarterly financial summaries and supporting reports for ownership
- Preparing organized financial reports and supporting documentation for our CPA
- Processing annual 1099 preparation and related documentation
- Processing and tracking vacation rental sales tax filings and payments
- Organizing receipts, invoices, and financial records
- Monitoring recurring expenses, vendor payments, and due dates
- Maintaining accurate and organized electronic and paper financial files
- Assisting with budgeting, cash flow tracking, and financial spreadsheets
Business Support Services
In addition to bookkeeping, you may provide support with:
- Preparing correspondence, reports, and spreadsheets
- Organizing digital and financial records
- Coordinating follow-up tasks and projects
- Assisting with technology implementation and process improvements
- Supporting marketing and business initiatives, as mutually agreed upon
- Providing additional bookkeeping, administrative, and operational support consistent with the scope of this engagement
Qualifications
Required
- Strong hands-on bookkeeping experience
- Hands-on experience using QuickBooks Desktop (required)
- Experience preparing financial reports
- Experience with bank reconciliations
- Experience with Accounts Payable and Accounts Receivable
- Experience working with 1099s, sales tax, payroll records, or CPA support
- Strong Microsoft Excel skills, including spreadsheet creation and organization
- Excellent attention to detail and organizational skills
- Ability to independently organize work, prioritize assignments, and determine efficient methods for completing agreed-upon services.
- Experience using ChatGPT, Microsoft Copilot, or other AI tools
Preferred
- Experience with vacation rentals or property management
- Marketing, Canva, website, or social media experience is a plus
In-Office Position
- Approximately 2–3 days per week
- In-office position in Leesburg, Florida – due to cybersecurity
- Independent Contractor (1099)
What We're Looking For
We're looking for someone who enjoys:
- Enjoys working directly in QuickBooks and Excel
- Takes pride in accurate bookkeeping
- Thinks critically and solves problems
- Is dependable and self-motivated
- Communicates well
- Enjoys technology and learning new tools
- Wants to build a long-term professional relationship with a small office
- Building organized spreadsheets
- Learning new software
- Using AI tools to improve efficiency
- Finding better ways to organize information
- Suggesting improvements that save time and reduce errors
- Working with technology instead of avoiding it
- Enjoys working in a small office
Apply Through Indeed - Make sure to include a cover letter and introduce yourself. Also tell us why you would be the perfect candidate for this position.
Pay: $19.00 - $23.00 per hour
Application Question(s):
- Do you have any experience in using ai systems?
- How long have you been using ai?
- Have you used ai for any work projects? Explain
Experience:
- Quickbooks Desktop: 5 years (Required)
Location:
- Leesburg, FL 34748 (Required)
Work Location: In person
