Assistant Controller - Operational Accounting (AP & AR)

About Railbookers

At Railbookers, we believe the journey is just as meaningful as the destination. Life at Railbookers is full of opportunities, new experiences, and rewarding relationships.

We are a diverse team of talented individuals from around the world who share a passion for travel and discovery. As we continue to expand internationally, we remain committed to preserving the culture that makes Railbookers special—one built on collaboration, engagement, and innovation.

Global movements don’t happen because of one person. It takes an entire team to make an impact and achieve something BIG. At Railbookers, we encourage every employee to identify opportunities to improve our business and contribute to our continued growth.

Our shared passion for travel drives everything we do. We love inspiring our customers to explore the world by rail and experience unforgettable journeys. Most importantly, we empower our employees to bring their authentic selves to work every day, enjoy what they do, and have fun along the way.


Position Summary

Railbookers is seeking an experienced Assistant Controller to oversee the accounting operations supporting our Accounts Payable and Reservations Accounting functions (which includes but is not limited to AR).

This role is ideal for a hands-on accounting professional who enjoys diving into the details while also leading a team. The Assistant Controller will supervise key accounting staff while actively participating in reconciliations, reporting, financial analysis, and process improvements.

The ideal candidate combines strong technical accounting expertise with operational leadership, ensuring financial accuracy while continuously improving financial processes.


Key Responsibilities

• Accounting & Financial Oversight
  • Oversee accounting operations related to reservations, including accounts payable and accounts receivable processes.
  • Ensure timely and accurate processing of final payment, issuance of refunds and payment of commissions.
  • Ensure timely and accurate recording of financial transactions related to bookings, refunds, commissions, and vendor payments.
  • Perform and review reconciliations of accounts including vendor accounts, booking transactions, and operational financial records.
  • Assist in the month-end and year-end close processes, ensuring accuracy and completeness of financial reporting.
  • Prepare and analyze financial reports and operational data to support business decision-making.
  • Investigate and resolve discrepancies in booking transactions, vendor payments, and customer balances.
• Team Leadership
  • Supervise and mentor accounting staff responsible for AP and reservations accounting functions.
  • Provide guidance, training, and support to ensure accuracy and efficiency within the team.
  • Establish performance standards and ensure adherence to accounting policies and procedures.
• Operational & Process Improvement
  • Identify opportunities to improve accounting workflows, financial controls, and reporting processes.
  • Collaborate with operations, reservations, and finance teams to resolve financial discrepancies and improve processes.
  • Support system improvements and automation initiatives within accounting workflows.
• Financial Controls & Compliance
  • Ensure compliance with GAAP and company accounting policies.
  • Maintain strong internal controls over financial transactions and reporting.
  • Assist in developing and refining accounting policies, procedures, and best practices.
     

• Bachelor’s degree in Accounting, Finance, or related field.
• 5–8+ years of progressive accounting experience, preferably including operational or transactional accounting.
• Experience overseeing accounts payable and/or accounts receivable functions.
• Experience supervising or mentoring accounting staff.
• Strong knowledge of GAAP and financial reporting principles.
• Advanced proficiency in Excel and accounting systems.
• Exceptional analytical and problem-solving skills with strong attention to detail.
• Ability to balance hands-on accounting work with leadership responsibilities.
• Strong communication skills and ability to collaborate with cross-functional teams.

Preferred Qualifications

• Experience in travel, hospitality, or reservations-based businesses.
• Strong knowledge of NetSuite or similar ERP systems.
• Experience improving accounting processes and implementing financial controls.
• Experience working with operational accounting in a fast-paced environment.

What we Offer:

• Work from Home
• Generous PTO Package
• Bonus and Incentive Plans
• Medical, Dental, and Vision Insurance Including Optional HSA, Gym Membership Contributions and Healthy Actions incentive (sponsored by Cigna)
• Employee Assistance Program
• Short-term/Long Term disability Plan
• Employer sponsored Life Insurance
• Annual Reimbursements for Home Office (office expenses, phone, internet)  
• Employer-Matched 401(k)Familiarization Trips (Get paid to experience our vacations!)
• Employee and Family/Friend Travel Discounts
• Corporate Discounts through Working Advantage
• Employee Referral Bonus
• Cross-Departmental and Advanced Training Opportunities
• Anniversary, Birthday, and Recognition Perks
• Years of Service Awards