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AI & Automation Strategy Internship

New York

AI & Automation Strategy Internship

About Obligo

Obligo supports and builds trust between landlords and renters by developing financial technology to support the lifecycle of the landlord-tenant relationship. Property owners and managers use Obligo to streamline their operations, more easily comply with changing regulations, and make their listings more appealing to renters.

Role Summary

As an AI & Automation Strategy Intern, you will work directly under the Customer Support Operations Manager on high-impact initiatives that improve how Obligo scales customer support and collections through AI implementation and automation.

You will partner with Customer Operations, Product, Data, and Engineering to execute on project plans designed to improve efficiency, resolution accuracy, recovery outcomes, and scalability. This role blends operational strategy, data analysis, and AI implementation.

During the first few weeks, you will ramp quickly on Obligo’s products, systems, and support workflows. As the internship progresses, you will take increasing ownership of defined initiatives, independently executing projects, measuring impact, and delivering sustainable process improvements.

We’re looking for someone curious, resourceful, and excited to take ownership. This is not an engineering role. It’s a business operations role focused on improving performance through data, systems thinking, and AI-enabled workflows.

Responsibilities

  • Rapidly develop a deep understanding of Obligo’s product suite, customer journey, and the tools used across Support and Collections.
  • Independently own a defined, high-impact project from scoping through execution, including defining objectives, aligning stakeholders, tracking progress, and measuring results.
  • Leverage available software, AI-enabled tools, and BI platforms to inform decision-making, identify improvement opportunities, and quantify measurable operational impact.
  • Provide timely, structured updates to stakeholders and adjust plans based on data and feedback.
  • Identify when cross-functional collaboration is required and proactively partner with Customer Operations, Product, Data, and Engineering to drive initiatives forward.
  • Own documentation, process design, and knowledge transfer to ensure solutions are scalable and maintainable by the full-time team.
  • Present your findings, recommendations, and progress updates to leadership in a clear, compelling way.

Requirements and Skills

  • Currently pursuing a full-time bachelor’s or master’s degree in Business, Economics, Psychology, or a related field.
  • Strong analytical and systems-thinking skills, with the ability to break down operational workflows and identify structured improvement opportunities.
  • Comfortable with ambiguity and skilled at using data to drive strategy and prioritize effectively.
  • Excellent written and verbal communication skills, with the ability to surface insights, build compelling narratives, and communicate cross-functionally.
  • Experience working with product and engineering teams, and translating business needs into actionable solutions.
  • Comfortable using AI tools, BI platforms, or logic-based systems (e.g., workflows, tagging logic, lightweight scripts).
  • Demonstrated ability to independently own projects or initiatives from problem definition through execution preferred.
  • Able to appropriately handle confidential and sensitive information, including proprietary systems and data.
  • Ability to work in our NYC office at least two days per week.

At Obligo, we provide equal employment opportunities to all employees and applicants for employment and prohibit 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.

Salary: $17.00/Hour

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