NOW HIRING
Square Up & QuickBooks Bookkeeping Specialist
Remote | Part-Time | Independent Contractor
Company: TDR Brands International
About the Opportunity
TDR Brands International is seeking a highly experienced, detail-oriented Bookkeeping Specialist with extensive hands-on expertise in Square Up (Square Invoices) and QuickBooks.
We are looking for someone who can confidently manage invoicing, payment tracking, financial reconciliation, and bookkeeping processes with accuracy and efficiency.
This is not an entry-level position. The ideal candidate already understands both platforms extensively and can work independently with minimal supervision.
Key Responsibilities
* Manage and maintain Square Up invoicing, including creating invoices, recurring invoices, payment schedules, and payment reminders.
* Set up and manage customer payment plans, deposits, and installment payments.
* Monitor outstanding invoices, overdue balances, and accounts receivable.
* Process invoice adjustments, partial refunds, and payment updates when authorized.
* Maintain accurate bookkeeping records using QuickBooks.
* Reconcile Square transactions, processing fees, deposits, and refunds with QuickBooks and bank records.
* Ensure financial records are accurate, organized, and current.
* Identify discrepancies and proactively recommend solutions.
* Prepare concise weekly financial reports covering payments received, outstanding balances, and upcoming receivables.
* Help establish efficient financial workflows and bookkeeping procedures.
Required Qualifications
* Extensive professional experience with Square Up and Square Invoices is mandatory.
* Strong working knowledge of QuickBooks Online.
* Proven experience managing invoicing, accounts receivable, and bookkeeping.
* Experience reconciling Square payments with QuickBooks.
* Ability to independently troubleshoot invoicing and payment discrepancies.
* Exceptional attention to detail, organization, and confidentiality.
* Strong written communication skills.
* Ability to meet deadlines and work without constant oversight.
Schedule & Expectations
Part-Time: Approximately 1–2 hours per week initially, with opportunities for additional hours based on business needs.
We are seeking someone interested in establishing a reliable, ongoing working relationship.
Application Requirements
To be considered, applicants must provide:
1. A brief overview of their professional bookkeeping experience.
2. Specific details about their experience with Square Up and QuickBooks.
3. Examples of how they have managed invoicing, payment plans, and financial reconciliation.
4. Their hourly rate and availability.
5. A short Loom video demonstrating their familiarity with Square invoicing and QuickBooks workflows using sample or nonconfidential information.
Important: Please apply only if you have extensive, direct experience with BOTH Square Up and QuickBooks.
We are seeking an experienced professional who can step in, take ownership, and help maintain accurate and efficient financial operations.
