Revenue & Billing Manager, Hybrid—Multi-Entity

Cross Street Group; Chicago, Northern (IL, KY); Hybrid; USD 120,000 - 130,000; Full time

Benefits offered by this job

Medical Insurance

401(k) Plan

Paid time off

Holidays off

Birthday off

Career growth culture

Job summary

Cross Street Group in Chicago, IL Hybrid is seeking an Accounting Manager, Revenue & Billing to lead a small, distributed team responsible for multi-entity billing, invoicing, cash reconciliation, and revenue close processes. You will own billing decisions tied to contract terms, coordinate month-end close with the finance team, and drive process improvements across onshore and offshore staff.

The role demands strong leadership, meticulous attention to deadlines, and proactive communication with

Qualifications

• Bachelor’s degree in accounting, Finance, or related field or equivalent experience.
• 5+ years of progressive accounting experience.
• 2 years directly managing or supervising staff.
• Experience managing remote or offshore team members.
• Experience with contract-based billing and client offboarding/proration.
• Hands-on month-end close experience with revenue and commission accounting.
• Proficiency with QuickBooks Online; advanced Excel skills.
• Strong organizational and prioritization skills; able to handle high-variability workload.
• Clear, proactive communicator able to collaborate cross-functionally with AP.

Responsibilities

• Lead a distributed team responsible for multi-entity billing and invoicing.
• Own billing decisions based on contractual terms and client onboarding changes.
• Oversee billing for offboarding clients and prorated fees.
• Oversee commission and fee calculation.
• Review AR aging, approve credit memos and bad-debt write-offs.
• Ensure invoices are distributed correctly and timely.
• Perform bank-to-book cash review and weekly cash reporting.
• Coordinate month-end close activities related to revenue and commissions.
• Assist with budget process for revenue and commission line items.
• Monitor shared inboxes and assign/review incoming items.

Skills

Team leadership

Contract-based billing

Month-end close

Bank reconciliation

Cash reporting

Cross-functional collaboration

Offshore management

Education

Bachelor’s degree in accounting, Finance, or related field

Tools

QuickBooks Online

Ramp

Google Workspace

MS Office

Excel (advanced)

Job description

Cross Street Group in Chicago, IL Hybrid is seeking an Accounting Manager, Revenue & Billing to lead a small, distributed team responsible for multi-entity billing, invoicing, cash reconciliation, and revenue close processes. You will own billing decisions tied to contract terms, coordinate month-end close with the finance team, and drive process improvements across onshore and offshore staff.

The role demands strong leadership, meticulous attention to deadlines, and proactive communication with