Revenue & Billing Manager - Hybrid Chicago

Cross Street Real Estate LLC

Chicago (IL)

Hybrid

USD 120,000 - 130,000

Full time

14 days+

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Benefits offered by this job

Medical Insurance

Dental Insurance

Vision Insurance

401(k) plan

Paid time off

Holidays off

Birthday off

Job summary

Cross Street Real Estate LLC is seeking an Accounting Manager, Revenue & Billing in Chicago. You will lead a small, distributed team handling multi-entity billing, invoicing, cash reconciliation, and revenue close, ensuring accurate lifecycle management and contract-driven decisions.

The role requires strong leadership across onshore and offshore staff, experience with contract-based billing, and hands-on month-end close.

Qualifications

Bachelor’s degree in accounting, Finance, or a 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, including handling contract changes and client offboarding/proration.
Hands-on month-end close experience, ideally with exposure to revenue and commission accounting.
Experience with bank reconciliation and cash reporting.
Proficiency with QuickBooks Online; advanced Excel skills (pivot tables, lookups, reconciliation workbooks).
Strong organizational and prioritization skills; comfortable managing shifting priorities and a high-variability workload.
Clear, proactive communicator able to collaborate cross-functionally (e.g., with an AP Manager).

Responsibilities

Lead, coach, and hold accountable a team of three direct reports (offshore and onsite).
Train and onboard new team members.
Maintain SOPs for billing, invoicing, and collections; identify opportunities to automate or streamline processes.
Own billing decisions based on contractual terms, coordinating with the Senior Accountant on setup during client onboarding and on changes to existing contracts.
Oversee billing for offboarding clients, including prorated fees and changes to contracts.
Oversee commission and fee calculation.
Review AR aging, approve credit memos and bad-debt write-offs; set escalation thresholds for Collections Specialist.
Ensure invoices are distributed correctly and communicated to recipients.
Perform bank-to-book cash review and produce weekly cash reporting with the AP Manager.
Coordinate month-end close activities and reporting related to revenue and commission items; assist with budgeting for revenue lines.
Monitor shared inboxes and assign items to ensure timely completion.