Job Description

Director of Operations

Location: Chicago or NYC (In-Office) | Type: Full-Time

The Company:

Aigentless is a high-growth proptech software startup that is redefining the self-guided tour experience for residential leasing. Using the Aigentless app, prospective renters are able to find and tour apartments on their own time. Through our highly curated tour experiences, prospects get all the information they need to make a decision, without any need for a live agent. Our generative AI leasing assistant, Leasa, is purpose-built to answer any questions prospects have during their tour. Aigentless is fully integrated with the leading property management systems and CRMs including Yardi, RealPage, Entrata, Funnel, EliseAI, and more. Since launching in January, Aigentless has grown rapidly and is now deployed on 5,000+ multifamily units across 7 states. Our clients include some of the largest real estate investment managers, operators, and management companies in the country. Our team works in-person out of our Chicago and NYC offices. We maintain a fast-paced, high-intensity culture that thrives on collaboration, creativity and driving measurable success for our clients.

The Role:

We are seeking an experienced and high-agency Director of Operations to lead and streamline internal operations, external software rollouts, and client success. This role is a unique blend of client focused and internal initiatives, with a dual responsibility for spearheading internal efficiency while leading successful deployment and execution of the Aigentless software with enterprise clients. The ideal candidate will be a strategic thinker with a proven track record as an operational leader and process builder. They must also be flexible and nimble, one who is excited about the opportunity to work in a high-intensity and fast paced startup culture. As we prepare for rapid expansion, we’re looking for a high-impact, strategic operator to help us scale client success and internal operations.

Key Responsibilities :

External Initiatives (Client-Focused):

• Build Cross-Functional Onboarding Processes that minimize client lift and enable fast, tailored deployment of Aigentless on new properties at scale
• Design Standardized Pilot Program that allows clients to evaluate Aigentless, tailor it to their systems, and tee up portfolio expansion
• Launch Robust Customer Success Function to efficiently identify and solve clients’ problems, ensure effective use of software post onboarding, and foster long term retention and growth 
• Create Support Request & Escalation Flows that make it easy for customers to flag bugs, request features, and communicate with engineering

Internal Initiatives (Company-Focused):

• Interface with internal engineering team to drive product, integration, and bug prioritization
• Create a standard set of KPIs to track and optimize client health and identify potential expansion opportunities
• Drive GTM operating cadence (e.g. forecasting, pipeline and customer health review, regular business reviews) and perform strategic analysis to identify trends and opportunities for process and strategy optimization.
• Work directly with the CEO, COO and CTO to shape strategy, align cross-functional priorities, and drive execution across sales and product.

Qualifications :

• Bachelor’s degree in Business, Communications, Entrepreneurship, or a related field.
• Extensive working experience with a focus on strategy, operations, client success, and/or account management.
• High agency individual, eager to build processes, establish structure, and have eyes and hands in all aspects of the business.
• Exceptional process builder, strong strategic thinker with an elite work ethic and bias for action.
• Go getter with a winning mentality, comfortable operating in a high-growth, fast moving environment without a strict playbook.
• Highly organized and ability to track multiple complex parallel initiatives and deadlines.
• Strong organizational awareness; ability to secure buy-in, build trust, align stakeholders, and drive execution in complex orgs.
• Excellent interpersonal communication skills with an ability to build strong relationships across stakeholders.
• Data-savvy, with experience using analytics to inform decisions and improve performance.

Bonus:

• Ex founders and/or experience in operations at early stage startup 
• Proven success in proptech and/or operations leadership at a real estate company 

Why Aigentless?

Aigentless offers a fast-paced and dynamic working environment that a high agency individual would excel in. We are a team of problem solvers that are intensely focused on outcomes and customer success. Since launching the product in Chicago in September, Aigentless has quickly expanded to seven states and is now live on more than 5,000 units. We are currently in pilot with some of the largest multifamily owners, operators, and managers in the country and will begin expanding within their portfolios shortly. This hire will enter Aigentless at a critical inflection point in the company as we begin to capitalize on our current traction and customer love and scale exponentially. This hire will have the opportunity to define many critical functions of the Aigentless business as we expand our internal onboarding and customer success teams. The right individual will grow quickly within this role and be a defining leader within the company.

Benefits

• Competitive salary and equity compensation
• Healthcare coverage
• 401(k) plan and company matching
• Financial support for professional development: conferences, networking events, courses, etc.
• Generous Paid Time Off (PTO) and Paid Parental Leave

Estimated Compensation

• Base Salary: $125,000 – $175,000
• Equity: This role is also eligible for Aigentless’ equity incentive plan. We’re happy to walk through this piece during the interview process.

The range listed is intended as a general guideline. Actual compensation is tailored to the person, not just the position. Final employment offers are based on the applicant's experience, education, skills, location, and broader market data.

Employment Contingencies 

• Applicants must be legally authorized to work in the United States. At this time, Aigentless is not able to sponsor visas or provide immigration support for this position. 
• Offers of employment are contingent upon successful completion of a background check and reference verification.
• Pursuant to Illinois law, applicants are not required to disclose sealed or expunged records of arrest or conviction.
• In accordance with New York law, we consider qualified applicants with criminal histories consistent with applicable regulations.

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

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