Senior Accounting Specialist

The Role:

Crafty is seeking a Senior Accounting Specialist, AP + Partner Billing to support the day-to-day accounting operations for Accounts Payable, Partner Billing, and month-end close activities. This role serves as the primary operational control point between Flatworld's transaction processing and Accounting Manager approvals, helping ensure financial transactions are complete, accurately coded, properly routed, reconciled, and ready for timely processing.

This person will review Flatworld (outsourced) output, maintain audit-ready documentation, initiate ACH and wire payments for Accounting Manager approval, manage vendor setup workflows, monitor Ramp alerts, support shared accounting inbox activity, complete balance sheet and account reconciliations, assist with recurring month-end close deliverables, and help maintain accurate accounting records. They will work closely with the Accounting Manager, Flatworld resources, vendors, partners, and internal stakeholders across Finance, Client Success, Operations, and Business Development.

The ideal candidate is an experienced accounting professional who understands how daily transaction quality impacts financial reporting, close readiness, vendor experience, and internal controls. They are detail-oriented, systems-fluent, proactive, and comfortable managing queues, reconciliations, checklists, documentation, and recurring accounting processes in a fast-paced environment. Success in this role means accounting operations move efficiently, exceptions are identified early, financial records remain accurate, and close activities are completed on time.

Required Attributes

• Accounting Operations Discipline: Manages transaction readiness, payment support, vendor setup, coding corrections, reconciliations, and accounting workflows with accuracy, urgency, and strong follow-through.
• Accounting Foundation: Understands how AP affects the GL, including prepaid expenses, balance sheet reconciliations, month-end close, and financial statement accuracy.
• Controls Orientation: Maintains clean audit trails, follows segregation-of-duties requirements, reviews Flatworld output, and escalates exceptions before payment or close deadlines.
• Systems Fluency: Uses Ramp, NetSuite, and related tools to monitor queues, troubleshoot sync issues, maintain coding rules, and improve transaction quality at the draft stage.
• Reconciliation + Analytical Skill: Investigates variances across cash, disbursement, credit card, accrued expense, and vendor clearing accounts with strong attention to detail.
• Operational Rigor: Builds checklists, maintains SOPs, documents recurring issues, manages deadlines, and keeps work moving across daily, weekly, monthly, and ad hoc cycles.
• Stakeholder Communication: Communicates clearly with vendors, internal teams, Flatworld, and the Accounting Manager to resolve issues, document next steps, and prevent rework.

Ideal Experience

• 3-6+ years of accounting experience with direct experience in AP operations, reconciliations, and month-end close support.
• Hands-on experience supporting accounting operations, including invoice processing, vendor setup, payment initiation, account reconciliations, accounting inbox management, close support, and payment readiness workflows.
• Experience using an ERP and understanding downstream impacts of coding decisions by department, class, location, vendor, item, or expense category; NetSuite experience preferred.
• Experience with expense or AP automation platforms; Ramp experience strongly preferred.
• Experience reconciling balance sheet accounts, investigating variances, and preparing audit-ready support.
• Experience supporting monthly financial close activities through reconciliations, journal entry support, audit documentation, or financial reporting schedules.
• Demonstrated ability to manage queues, create checklists, document SOPs, and maintain accurate records in a high-volume environment.
• Bachelor's degree in Accounting, Finance, or a related field preferred.

Don't meet all of the qualifications? We want you to consider all of your skills and experiences - both professional and personal - that would make you successful in this role. Although some qualifications are essential, others can be attained with time. We believe diverse perspectives, upbringings, and knowledge contribute to our strong company culture and we encourage you to apply.

Role Goals

• Goal #1: Accounting Operations Readiness + Payment Support: By the end of 2026, the Senior Accounting Specialist will keep daily AP work moving accurately and on time, as measured by invoices reviewed for completeness, payment runs prepared for Accounting Manager approval, new vendor requests processed with complete documentation, and vendor or internal AP issues escalated before they create payment delays.
• • Meets: Payment support is timely; vendor documentation is complete; AP issues are escalated with clear next steps.
  • Exceeds: AP bottlenecks decline and payment readiness becomes more predictable week over week.
  • New Standard: AP queues are managed through clear checklists, visible status tracking, and proactive exception handling.
• Goal #2: Ramp + NetSuite Hygiene: By December 2026, the Senior Accounting Specialist will improve Ramp-to-NetSuite transaction quality, as measured by weekly sync checks, documented coding corrections, maintained vendor defaults/rules/OCR instructions, and a reduction in recurring sync or coding issues.
• • Meets: Weekly sync checks are completed; recurring coding issues are documented and corrected.
  • Exceeds: Draft-stage transaction quality improves and recurring sync issues materially decline.
  • New Standard: Coding rules, vendor defaults, and issue logs create a cleaner downstream GL with less rework.
• Goal #3: Close Readiness + Reconciliations: By December 2026, the Senior Accounting Specialist will complete accounting close deliverables accurately and on time, as measured by credit card reconciliations, disbursement cash reconciliation, partner accrual support, AP close package readiness, and lock signaling completed according to the close calendar.
• • Meets: Required reconciliations and AP close tasks are completed by the agreed close deadlines.
  • Exceeds: Close tasks are completed with minimal rework and exceptions are surfaced before AP lock.
  • New Standard: AP close readiness is supported by recurring checklists, documented support, and clear exception reporting.
• Goal #4: Process Documentation + Improvement: By the end of 2026, the Senior Accounting Specialist will strengthen AP operating discipline by creating and maintaining SOPs for recurring workflows, as measured by documented procedures for key AP tasks, recurring issue logs, and practical improvements that reduce manual rework or prevent recurring errors.
• • Meets: SOPs exist for core recurring AP workflows and are updated as processes change.
  • Exceeds: SOPs reduce rework and help Flatworld or backup owners execute consistently.
  • New Standard: AP execution is repeatable, documented, and resilient across owners, backups, and outsourced support.

What we offer:

Our people mean everything to us. When you join Crafty, you're joining a team of passionate, smart, and supportive people who work incredibly hard and have a good time along the way.

We are proud to offer a compensation package that includes our Crafty healthcare plan, covering primary health, dental, and vision plans, 401k, paid time off, equipment certification courses, and parental leave. And, of course, it also includes Crafty-grade snacks, beverages, and fun events!

Lastly, this role offers a special opportunity: to have a major hand in shaping the future of a young, flourishing company. Your creativity, ambition, and work will steer the direction of our successes.

Our compensation amount for this role is targeted at $82,000 - $96,000 per year in Chicago. Final offer amounts are determined by multiple factors including cost of living based on location, candidate experience and expertise, and may vary from the amounts listed above.