Aigentless Jobs in Usa

Position: Controller – SaaS / Subscription Revenue

Reports to: Head of Operations

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

Type: Full-time | In-office

The Company

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.

The Role

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.

Key Responsibilities

Financial Operations & Reporting

·      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

Contracts & Revenue Administration

·      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

Accounts Receivable & Payable

·      Oversee AR/AP processes to ensure timely billing and collections

·      Monitor cash flow and payment cycles

·      Maintain vendor relationships and payment controls

Systems & Process Ownership

·      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

Qualifications

·      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

·      ERP experience required (Rillet experience a plus)

·      Highly organized with strong attention to detail

·      Comfortable working independently in a fast-paced environment

·      CPA or accounting degree preferred

Employee Benefits

• 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

Employment Contingencies

• 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.

Property Deployment Strategist

Location: Chicago; must be willing to travel (Approximately 30%)

Employment Type: Full Time Onsite

Position Summary

The Property Deployment Strategist plays a critical role in the successful deployment, adoption, and optimization of our self-guided touring solutions across multifamily communities. This role is primarily responsible for designing, building, and configuring self-guided tours, ensuring each property delivers a seamless, intuitive, and conversion-optimized prospect experience.

Working hands-on with our proprietary software and design tools such as Figma and Canva, the Property Deployment Strategist creates and deploys tours, conducts regular on-site property visits to walk communities and validate tour paths, collaborates with client teams, monitors early performance KPIs, and executes quality assurance to support long-term adoption by leasing staff and prospects.

Key Responsibilities

Client Onboarding & Tour Deployment

• Lead end-to-end onboarding for new communities, ensuring smooth system setup, CRM/data integrations, and feature activation.
• Design self-guided tours for multifamily properties using Figma and Canva, following established templates and brand guidelines.
• Build and configure tours within our proprietary platform, ensuring all required steps, checkpoints, and configurations are completed accurately prior to launch.
• Validate tour path logic on-site, confirming a seamless, intuitive, and branded prospect experience.
• Train client leasing teams, marketing staff, and leadership on platform functionality, messaging, and adoption best practices.
• Partner with client stakeholders to customize workflows and ensure alignment with community leasing goals.

Quality Assurance, Optimization & Reporting

• Conduct post-launch quality assurance testing of tours as built, validating flow, logic, and system reliability.
• Identify and correct configuration errors, incorporating client feedback and on-site observations.
• Track and report on key performance metrics, including time-to-launch, adoption rates, CSAT, first-tour success, and feature utilization.
• Provide actionable insights and recommendations to Client Success Manager to promote active conversions.
• Collaborate with internal teams to continuously refine the onboarding playbook based on lessons learned in the field.

Client Relationship & Collaboration

• Act as the primary onboarding liaison, building strong partnerships with client leadership and on-site teams.
• Partner with the Property Success Manager to help clients achieve maximum conversion potential by analyzing lead behavior, tour outcomes, and follow-up strategies within the first 45 days of deployment.
• Participate in onboarding check-ins, adoption reviews, and performance presentations to client stakeholders.

Key Performance Indicators (KPIs)

Success in this role is measured by:

• Implementation Efficiency: % of launches completed on time and error-free.
• Adoption Rates: % of on-site staff trained and % of features activated during onboarding.
• Client Satisfaction: CSAT scores following onboarding and QA visits.
• Conversion Potential: Prospect engagement and utilization metrics within first 45 days.

Qualifications

• 1-2 years of experience in frontline multifamily leasing preferred.
• 1+ client onboarding, training, project management or implementation preferred (real estate technology, SaaS, or multifamily housing).
• Proven ability to manage multiple client projects with tight timelines and high accountability.
• Strong analytical skills with experience interpreting KPI dashboards and generating actionable insights.
• Excellent communication, presentation, and relationship-building skills.
• Ability to thrive in a fast-paced, travel-heavy role.

Employee Benefits

• Health Insurance
• 401(k) + company match
• Generous PTO and paid holidays
• Competitive salary and performance-based discretionary bonus
• Growth opportunities in a high-growth startup

Why Join Us

• Play a pivotal role in revolutionizing the leasing journey for thousands of prospects.
• Collaborate with innovative property management leaders and forward-thinking technology teams.
• Career growth in a rapidly scaling prop tech environment.

Employment Contingencies

• Must be legally authorized to work in the U.S. (no visa 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.