Compliance Specialist

Oakbrook Corporation; Madison (WI); On-site; USD 60,000 - 90,000; Full time

Job summary

Oakbrook Corporation in Madison, WI is looking for an experienced Compliance Specialist to protect access to affordable housing and ensure program requirements are met. You will review resident files, monitor regulatory compliance, and support audits to maintain community integrity.

You will translate evolving rules for on-site teams, maintain data in OneSite, and partner across departments to uphold quality and accountability in every community Oakbrook serves.

Qualifications

• Strong understanding of affordable housing requirements and program rules.
• Ability to interpret evolving regulations and identify compliance risks.
• Experience reviewing resident files and preparing for audits.

Responsibilities

• Review and approve resident files for accurate certifications.
• Monitor property compliance with HUD, LIHTC, RD, HOME, CDBG and others.
• Prepare for internal/state audits with supporting documentation.
• Explain regulatory requirements clearly to on-site teams.
• Maintain compliance data within OneSite with accuracy.
• Assist with reporting obligations to agencies and investors.
• Identify compliance risks and develop practical solutions.
• Support process improvements, forms, and procedures.
• Provide training and guidance to property teams on best practices.
• Collaborate across departments to uphold Oakbrook's standards.

Skills

Housing compliance

Audit preparation

Resident file review

Regulatory interpretation

Team collaboration

Documentation

Education

Bachelor's degree in a related field

Tools

OneSite

Microsoft Office

Job description

At Oakbrook Corporation, compliance is more than meeting regulatory requirements. It's about protecting access to affordable housing, supporting our property teams, and preserving the integrity of the communities we serve. As a Compliance Specialist, you'll bring your affordable housing compliance expertise to a role where accuracy, sound judgment, and a thorough understanding of program requirements make a meaningful difference every day.

This opportunity is ideal for an experienced affordable housing compliance professional who understands the complexities of regulated housing programs and enjoys navigating detailed requirements, reviewing resident files, preparing for audits, and helping teams stay ahead of compliance expectations. If you have a strong compliance background within the affordable housing industry and are looking for an opportunity where your knowledge and experience will be valued, we'd love to connect with you.

What You'll Do

In this role, you'll serve as a trusted compliance partner across a diverse portfolio:

• Review and approve resident files to ensure accurate, timely certifications
• Monitor property compliance with HUD, Tax Credit, RD, HOME, and other program requirements
• Prepare for and support state agency and investor audits, including responses and documentation
• Interpret evolving regulations and communicate requirements clearly to on-site teams
• Maintain compliance data within OneSite and ensure consistency and accuracy
• Assist with reporting obligations to agencies and investors
• Identify compliance risks and proactively develop solutions
• Support process improvements, forms, and internal procedures
• Provide training and guidance to property teams on compliance best practices
• Collaborate across departments to uphold Oakbrook's standards of quality and accountability

What Sets You Up for Success

You're an experienced compliance professional who knows that the details matter. You bring a strong understanding of affordable housing requirements along with the ability to interpret regulations, identify potential compliance concerns, and provide practical guidance to others. Just as importantly, you're collaborative, dependable, and committed to doing things the right way.

• A commitment to ethical practices and doing what's right
• A sharp eye for detail and accuracy in file reviews and documentation
• Excellent communication skills: you can simplify complex requirements and build trust
• Willingness to offer assistance to coworkers and work as a team to achieve goals
• Analytical thinking and a problem-solving mindset
• Ability to manage multiple deadlines and priorities with confidence
• Proficiency in Microsoft Office and property management systems
• Strong knowledge of affordable housing programs (HUD Section 8, LIHTC, RD, HOME, CDBG, etc.)
• HCCP and/or COS certifications are a plus

Why Oakbrook?

At Oakbrook Corporation, you'll be part of a team that values integrity, collaboration, and continuous improvement. In this role, your compliance expertise won't just happen behind the scenes. You'll be a trusted resource whose knowledge helps our teams navigate complex requirements, maintain strong compliance standards, and support the long-term success of our affordable housing communities.