VP of Compliance

Fortress OS is a property management software company focused on simplifying the complexity of Affordable Housing through better systems, better processes, and better execution.

Position Summary: 

The Vice President of Compliance will own and lead Fortress’s Compliance Services function, responsible for delivering accurate, timely, and scalable compliance outcomes for our customers. This role is not purely strategic. You will be expected to lead from the front, staying close to the work, the data, and the details that drive compliance performance.

You will build and manage the team responsible for file and packet reviews and regulatory deliverables, while actively shaping processes, solving complex problems, and stepping into execution when needed. You will set the standard for quality and accountability across the function.

This role requires deep expertise in Affordable Housing compliance and the ability to translate that expertise into repeatable, scalable operations that support a growing client base. You will partner closely with Customer Success, Product, and Implementation to ensure compliance services are not only accurate, but efficient, consistent, and aligned with how Fortress operates.

The ideal candidate is both a strong operator and a strong leader. Someone who takes ownership, moves quickly, holds a high bar, and is willing to do the work alongside their team.

To be an effective Fortress teammate, you will need to:

Have a great attitude

Have high expectations

Think BEYOND the box

Work with passion

Have a tireless work ethic

Be flexible

Be confident

Be self-sufficient and self-motivated

Take pride in your work

Be a good listener

Offer a solution with every problem

Go above and beyond for everyone you support

ESSENTIAL JOB FUNCTIONS:

• Own the performance and outcomes of Fortress’s Compliance Services function, including file and packet reviews, certifications, and regulatory deliverables
• Define and drive the strategy for Compliance Services, including service offerings, operating model, and scalability as the business grows
• Set and enforce quality standards to ensure all compliance work is accurate, complete, and aligned with federal, state, and local requirements
• Build, lead, and develop a high-performing compliance team while staying directly engaged in the work and day-to-day execution
• Design, implement, and continuously improve compliance processes by identifying gaps, risks, and inefficiencies and owning their resolution
• Review complex or high-risk files and serve as the escalation point when issues require senior-level judgment
• Establish accountability across the team through clear goals, performance expectations, and reporting on key metrics including turnaround times, error rates, and operational efficiency
• Partner with Customer Success to ensure compliance services are delivered in line with client expectations and commitments
• Collaborate with Product and Engineering to ensure system functionality supports accurate and efficient compliance execution
• Interpret regulatory changes and translate them into clear internal processes and client-facing guidance
• Support complex client scenarios and escalations, providing clear and practical solutions
• Build and maintain documentation, training materials, and internal standards to ensure consistency across the organization
• Support clients in audit preparation and compliance reviews as part of contracted services, ensuring accurate and timely deliverables

SPECIFIC EDUCATION OR EXPERIENCE:

• 7 years of experience in Affordable Housing compliance required, including LIHTC, HUD, HOME, RD, or similar programs
• 5 years of experience leading compliance teams or functions with direct accountability for quality, turnaround times, and regulatory accuracy
• Deep experience interpreting regulations and managing file and packet reviews, certifications, income calculations, and compliance deliverables
• Experience building or scaling compliance processes and operations
• Experience working with property management or compliance-related software systems
• Industry certifications such as HCCP, COS, or equivalent strongly preferred

TRAVEL REQUIREMENTS

• 10-20% travel may be required for customer trainings /events and/or strategic in-person meetings

The Fortress Experience

We're creating a different kind of company at Fortress OS. We promise we will never be ordinary. You will be challenged by your team to achieve more and to identify innovative solutions to challenging problems, and you’ll accomplish more than you ever thought possible. If you believe in yourself, enjoy a challenge, and appreciate working with exceptional people, Fortress OS is the place for you.

We recruit, hire, train, promote, and compensate employees based upon factors such as work quality, behavior, training, and experience. In compliance with local, state, and federal laws, we provide equal employment opportunity regardless of race, color, creed, national origin, protected age category, gender, sexual orientation, religion, marital status, military status, or physical or mental disability of any individual who is otherwise qualified.