External Operations Manager Jobs in Wisconsin (NOW HIRING)

Cash Depot is the largest independent provider in the United States specializing in retail cash management, consumer financial services, ATM solutions, and air/vac systems. An award-winning provider of financial technology, equipment, and services since 1983, we are supported by more than 270 operational employees and 160 nationwide service technicians. Our team is dedicated to meeting our partners’ needs through top-rated customer service, innovative technology and applications, durable equipment, and dependable on-site maintenance.

JOB SUMMARY:

The Controller / Finance & Operations Manager is a leader responsible for the financial management, compliance, and operational oversight of a multi-entity business structure, including SRLs/LLCs, real estate holding companies, and related operating entities. This role oversees accounting, reporting, cash management, and entity-level compliance across a portfolio of multifamily properties in Wisconsin and Florida.

This position functions as both a strategic financial leader and hands-on operator, ensuring accurate financial reporting, regulatory compliance, and efficient business operations.

DUTIES / RESPONSIBILITIES:

Financial Management & Accounting

• Oversee full-cycle accounting for multiple entities (LLCs/SRLs and affiliated companies)
• General ledger activity
• Month-end and year-end close processes
• Bank and account reconciliations

Prepare and analyze:

• Consolidated and entity-level financial statements
• Cash flow forecasts and capital planning models
• Budget vs. actual variance reporting
• Maintain intercompany accounting structures and eliminations
• Coordinate with external CPA firms on tax filings and audits

Taxes

• Property Taxes

Insurance

• Payroll

Real Estate Portfolio Oversight (Multifamily)

• Monitor financial performance of multifamily properties across Wisconsin and Florida
• Oversee:
  • Rent rolls, revenue tracking, and occupancy metrics
  • Property-level budgets and expense controls
  • Capital expenditure tracking and ROI analysis

Partner with property management teams to ensure financial accuracy and operational alignment

Entity Management & Compliance

• Maintain corporate structure across multiple entities (LLCs/SRLs)
• Ensure compliance with:
  • State-specific regulations (Wisconsin & Florida)
  • Annual filings, registrations, and reporting requirements
• Manage business licenses, insurance policies, and corporate documentation
• Support legal and transactional activities (entity formation, acquisitions, dispositions)

Cash Management & Treasury

• Oversee banking relationships and account structures
• Manage cash positioning across entities
• Approve and monitor:
  • Accounts payable and receivable
  • Distributions, owner draws, and capital calls
• Ensure appropriate internal controls and fraud prevention practices

Vendor Management

• Manage relationships with:
  • CPA firms
  • Property management companies
  • Legal counsel
  • Financial institutions

REQUIREMENTS: (Education, Experience, Skills, Abilities)

• 5–10+ years of progressive accounting/finance experience
• Prior experience in:
  • Real estate accounting (multifamily preferred)
  • Multi-entity or complex ownership structures
• Experience operating in multiple states (Wisconsin and/or Florida strongly preferred)

• Strong knowledge of:
  • GAAP and real estate accounting principles
  • Intercompany accounting and consolidations
  • Cash flow modeling and financial forecasting
• Experience with accounting and property management systems (e.g., AppFolio, Yardi, QuickBooks, etc.)
• Advanced Excel proficiency

• High attention to detail with strong analytical capability
• Ability to operate both strategically and tactically (“roll-up-your-sleeves” mindset)
• Strong organizational and project management skills
• Ability to manage multiple entities and priorities simultaneously
• High level of discretion and professionalism

Operational Leadership

• Serve as a cross-functional leader bridging finance, operations, and ownership
• Develop and implement financial policies, SOPs, and internal controls
• Evaluate and improve systems (accounting software, property management platforms)
• Support strategic initiatives including acquisitions, refinancing, and portfolio growth

Join a company where your contributions directly pay off.
We believe in sharing success with our employees, which is why our benefits are designed to invest in you—now and in the future:

• Generous ProfitSharing Bonus — share directly in the company’s success and reap the rewards of what we build together
• Competitive Medical, Dental & Vision coverage
• Companypaid Life Insurance & ShortTerm Disability
• Paid Holidays and PTO
• Medical Deductible Reimbursement & Wellness Benefit Programs
• 401(k) with Company Match

Cash Depot provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws.