Learning And Development Associate Jobs in Maryland

Enterprise is a national nonprofit that exists to make a good home possible for the millions of families without one. We support community development organizations on the ground, aggregate and invest capital for impact, advance housing policy at every level of government, and build and manage communities ourselves. Since 1982, we have invested $92.0 billion and created 1.1 million homes across all 50 states, the District of Columbia, Puerto Rico and the U.S. Virgin Islands - all to make home and community places of pride, power and belonging.
Join us at enterprisecommunity.org
Working at Enterprise
At Enterprise, you'll be part of a diverse, committed team making a difference every day. You will collaborate with some of the smartest minds and biggest hearts in our field. You'll be empowered to drive systems change and take bold steps to advance racial equity. And you will find a career home where you're valued and supported in your growth journey.
Enterprise offers career opportunities in our offices across the country with an exceptional benefits package.
Job Description Summary
Are you an affordable housing or property management professional who enjoys sharing your knowledge, helping others solve problems, and explaining complex information in a way that makes sense?
This role offers an opportunity to take your experience in affordable property management, affordable housing, or community development and use it to help employees across our Community Development division build the knowledge and skills they need to succeed.
This role is ideal for someone who brings strong facilitation skills, adult learning expertise, and experience in property management or affordable housing. The position offers a hybrid schedule with semi-monthly travel to the Columbia office for new hire orientation and requires comfort engaging teams of all sizes both in person and virtually.
If you love presentation, building interactive content, and supporting people at every level, this role is your chance to shine. You'll collaborate across teams, design blended learning, and drive development that truly empowers our Community Development division.
Want to help shape the future of learning in a mission driven organization? Apply today and be part of something meaningful!
Job Description
As an Affordable Housing Training Associate, you will bring your affordable housing and property management expertise to an experienced Learning & Development team. You do not need to have spent your career in a traditional Learning & Development role. We are interested in professionals who have experience sharing their knowledge with others, whether through training team members, providing technical assistance, leading presentations, supporting new employees, or explaining new systems, processes, regulations, and requirements.
As part of the Learning & Development team, you will build upon that experience and continue developing your training, facilitation, and presentation skills. You will learn to create and deliver engaging learning experiences in virtual, in-person, and one-on-one environments while helping new hires and existing employees strengthen their technical knowledge and master key property management systems such as Voyager, RentCafe, and Elise AI.
This is a hybrid Maryland-based role with semi-monthly travel to the Columbia office for new hire orientation. The position requires someone who is comfortable sharing their expertise with others and interested in continuing to grow their ability to train and present to teams of different sizes, both virtually and in person.
If you have built your career in affordable housing or property management and have become someone others turn to for guidance, technical assistance, training, or help understanding how things work, this could be an opportunity to use that expertise in a new way while developing the skills to become an effective trainer and facilitator.
What You Will Be Doing:

• Apply your affordable housing, property management, and community development knowledge to support employees across the organization.

• Help employees understand affordable housing and property management practices, processes, systems, and other technical information necessary to perform their roles effectively.

• Design and deliver technical and soft skills training programs tailored to employee needs in property management and community development.

• Share technical knowledge through presentations, training sessions, demonstrations, guides, manuals, and other resources for virtual, in-person, and one-on-one learning.

• Develop your training and facilitation skills while creating interactive and engaging presentations and learning materials with support from the Learning & Development team.

• Support blended learning solutions, including e-learning modules, webinars, in-person sessions, and microlearning resources.

• Collaborate with property management, community development, cross-functional teams, and leadership to identify knowledge and training needs and support organizational change initiatives.

• Gather surveys, assessments, feedback, and performance information to help evaluate training effectiveness and identify opportunities for improvement.

• Maintain training records, attendance, assessments, and retraining requirements in relevant systems, including SharePoint and LMS platforms.

• Stay current on affordable housing and property management industry practices while continuing to develop knowledge of training, facilitation, and learning methodologies.

• Produce quarterly reports on training programs, participation, and outcomes for senior leadership.

• Perform other related duties as required.

Required Qualifications

• 3+ years' experience in affordable property management, affordable housing, or community development.

• Bachelor's degree in real estate, housing, community development, urban planning, business, public administration, or a related field; or related experience and/or certifications.

• Experience with property management software, Yardi Voyager Affordable platform preferred.

• Excellent organizational and communication skills with the ability to clearly explain information to others.

• Comfortable presenting to teams of various sizes and delivering information in virtual and in-person environments.

• Flexible, self-directed, and able to manage multiple projects in a fast-paced environment.

• Proficient in Microsoft 365 applications (Excel, Word, PowerPoint, Outlook) and web-based tools.

Preferred Qualifications

• Experience training, facilitating, presenting, providing technical assistance, or supporting the development of others.

• Knowledge of adult learning principles, instructional design, and evaluation methods.

• Familiarity with AI tools, multimedia training platforms, and e-learning software.

• Strong analytical skills to evaluate learning effectiveness and recommend improvements.

• Project management experience with the ability to manage multiple initiatives simultaneously.

• Emotional intelligence to work with staff at all levels of the organization and adapt communication and training approaches to different audiences.

Salary Transparency
You will be joining a team of talented professionals motivated by serving the community and addressing the need for affordable housing.
Enterprise offers a comprehensive total rewards package for you and your family. The pay range for this position is $65,000 - $80,000. The salary range represents the low and high end of what may be paid for this position. It is not typical for an individual to be hired at or near the top of the pay range, and compensation decisions may be influenced by a variety of factors, including skills, qualifications, experience, and location.
Total Rewards at Enterprise
This range is just one component of our total rewards package, which also includes annual performance bonuses and generous paid leave programs.
Our benefits form a major part of the total rewards package. These include dental, health, and vision care plans, as well as family-building benefits such as adoption and surrogacy support. Enterprise supports flexible work arrangements to promote work-life balance and offers health advocacy, an Employee Assistance Program (EAP), and mental health benefits. We round out our package with financial education, wellness programs, and auto-enrollment in the company's 401(k) plan with employer matching contributions.
Finally, you will have access to learning and development opportunities, including tuition reimbursement for job-related courses and certifications. Thank you for your interest in joining the Enterprise team and contributing to our mission to serve others.
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