Controller Finance & Operations Manager

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

• 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
• Average 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

• 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
• Leadership & Competencies
• 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