DeepWork Portfolio Careers

Department: Accounting
Reports to: Staff Accountant
Location: Preferably On-Site, Open to Hybrid
FLSA Status: Exempt (Salary)

Overview
We are seeking a detail-oriented and dependable Bookkeeper to support our day-to-day financial operations, with a primary focus on Accounts Payable and Accounts Receivable. This role is responsible for entering and processing vendor bills, generating and sending customer invoices, managing accounting inboxes, and ensuring timely and accurate handling of payments and collections. The Bookkeeper plays a key role in maintaining organized financial records and supporting smooth cash flow operations.
The ideal candidate is highly organized, accurate, and comfortable managing multiple priorities in a fast-paced environment. This individual will work closely with internal teams, vendors, and customers to resolve billing questions, reconcile accounts, and support month-end activities. Success in this role requires strong attention to detail, clear communication skills, and a proactive mindset focused on efficiency and continuous improvement.

Responsibilities:
Accounts Payable

• Enter, review, and code vendor bills accurately and on time
• Manage AP inbox and respond to vendor inquiries
• Prepare and process payments (ACH, checks, wires)
• Reconcile vendor statements and resolve discrepancies
• Maintain organized digital records and documentation

• Create and send customer invoices
• Consolidate and review claims to issue Credit Memos timely
• Monitor AR aging and follow up on past-due accounts
• Apply customer payments and reconcile accounts
• Respond to customer billing questions professionally

• 2+ years of experience in Accounts Payable and/or Accounts Receivable
• Strong attention to detail and accuracy
• Experience with accounting software (e.g. NetSuite or similar)
• Proficiency in Microsoft tools (e.g. Excel, Outlook & Power BI)
• Strong organizational and time-management skills
• Ability to manage multiple priorities and deadlines
• Clear written and verbal communication skills

• Associate’s or bachelor’s degree in accounting, Finance, or related field
• Implementation of new ERP systems and general use of Ai
• Experience in a fast-paced or growing company

Compensation
This role falls under Comp Band 1, with an annual base compensation expected to be between $46,000 and $57,000, depending on experience, qualifications, and geographic location.

Work Location
This position is based at OneRail’s headquarters in Orlando, FL (ZIP 32819). Hybrid On-site presence is required, with preference given to those located in the Central Florida area.

About OneRail

OneRail is a leading omnichannel fulfillment solution pairing best-in-class software with logistics as a service to provide dependability and speed to help businesses meet their delivery promise. With a real-time connected network of 12 million drivers, OneRail matches the right vehicle for the right delivery so brands lower expenses and increase capacity to rapidly scale their businesses. This people-plus-platform approach features a 24/7 USA-based exceptions team who maintain a 98% on-time delivery rate. By optimizing fulfillment processes, reducing costs and improving order accuracy with store-shelf-to-doorstep visibility, OneRail is committed to empowering clients and improving the customer experience.

OneRail was named to the Deloitte Technology Fast 500™ two years in a row, was ranked 19th in the 2025 FreightTech 25, named for the fifth year in a row to the FreightTech 100, was honored as one of Inc. magazine’s Best Workplaces 2023, was listed on Forbes’ lists of America’s Best Startup Employers for the last three years, was named to the Inc. 5000 two years in a row and was selected as the Last Mile Company of the Year for the 2024 SupplyTech Breakthrough Awards. To learn more about OneRail, visit OneRail.com.