Controller - SaaS​/Subscription Revenue

Reports to: Head of Operations

Location: Chicago, IL OR New York City (NYC)

Type: Full-time | In-office

Aigentless is a fast-growing proptech software company redefining the residential leasing experience through automation and AI. Trusted by some of the largest real estate operators in the country, our platform enables property teams to deliver seamless, self-guided tours while improving operational efficiency across their portfolios.

As we continue to scale, we are building the operational and financial infrastructure to support growth — creating opportunities for high-impact team members who want ownership in a fast-moving startup environment.

We are seeking a hands-on Controller to lead the day-to-day financial operations of a growing startup. The role requires strong experience within a SaaS subscription-based revenue model, including recurring revenue recognition, deferred revenue management, and compliance with ASC 606. The Controller will play a critical role in ensuring accurate reporting of subscription revenue and providing visibility into ARR and cash flow as the company scales.

This role is ideal for someone who enjoys owning the details, creating financial clarity, and ensuring strong financial discipline across accounting, contracts, receivables/payables, and reporting.

You will work closely with leadership to deliver accurate financial visibility and scalable processes that support the company’s continued growth.

• Own the monthly close process and preparation of financial statements
• Oversee revenue recognition in accordance with ASC 606
• Manage deferred revenue schedules and subscription billing accuracy
• Produce accurate income statements and management reporting
• Maintain financial records, reconciliations, and internal controls
• Partner with leadership to provide visibility into ARR/MRR trends, subscription metrics, and forward-looking cash forecasting

• Manage financial components of client contracts and SOWs
• Ensure billing accuracy and alignment with contract terms
• Oversee invoicing workflows within the ERP system (Rillet)
• Manage manual billing processes where required

• Oversee AR/AP processes to ensure timely billing and collections
• Monitor cash flow and payment cycles
• Maintain vendor relationships and payment controls

• Maintain and optimize accounting workflows within Rillet ERP
• Improve financial processes and automation as the company scales
• Partner with leadership to implement operational best practices

• 5+ years of accounting or finance experience, ideally in startup or high-growth environments
• Required:
  
  Direct ownership of accounting in a SaaS subscription-based business, including ownership of recurring revenue recognition, deferred revenue accounting, and ASC 606 compliance
• Experience accounting for complex customer contracts, including multi-year agreements and contract modifications, preferred
• Strong understanding of financial reporting and income statement management
• Experience managing AR/AP and contract-driven billing processes
• Highly organized with strong attention to detail
• Comfortable working independently in a fast-paced environment
• CPA or accounting degree preferred

• Salary commensurate with experience
• Health Insurance
• 401(k) + company match
• Generous PTO and paid holidays
• High-visibility role with meaningful growth opportunities at a scaling technology company
• Must be legally authorized to work in the U.S. (no sponsorship available at this time).
• Employment contingent on background check and reference verification.
• Compliance with Illinois and New York employment laws regarding criminal history disclosure.

Aigentless is an Equal Opportunity Employer—we do not discriminate based on race, religion, sex, national origin, age, disability, veteran status, sexual orientation, gender identity, or any other legally protected characteristic.