Demo

Director Learning and Development

Lensa
Milwaukee, WI Full Time
POSTED ON 3/22/2026
AVAILABLE BEFORE 4/22/2026
Lensa is a career site that helps job seekers find great jobs in the US. We are not a staffing firm or agency. Lensa does not hire directly for these jobs, but promotes jobs on LinkedIn on behalf of its direct clients, recruitment ad agencies, and marketing partners. Lensa partners with DirectEmployers to promote this job for Anywhere Real Estate. Clicking "Apply Now" or "Read more" on Lensa redirects you to the job board/employer site. Any information collected there is subject to their terms and privacy notice.

Who You Are

As the Director of Learning Experience, you will lead a team responsible for the design, development, delivery, adoption, and continuous improvement of strategic learning experiences across the organization and brands—with AI at the core of every stage. You’ll drive the vision and execution of innovative, data-informed, user-centered learning programs that accelerate skill development and deliver measurable business impact.

This role requires a strategic mindset, deep expertise in learning design, and a passion for creating engaging, accessible, and scalable experiences. You’ll collaborate closely with stakeholders across Learning & Development, the various Anywhere brands, Products and Talent teams to align AI-powered learning methodologies and technologies with business goals. You’ll foster a culture of experimentation, agile execution, and design thinking—leveraging AI to personalize learning, optimize workflows, and continuously evolve our learning ecosystem.

What You’ll Do

Lead and develop a high-performing team

Foster a collaborative, innovative culture focused on experimentation and continuous learning.

Lead and mentor a high-performing team of Experience Designers and Learning Experience Managers, embedding AI fluency and experimentation into team culture.

Identify skill gaps and create targeted development plans using AI-driven insights and adaptive learning tools.

Embed AI-first strategies into learning design

Integrate generative AI, adaptive learning, and learner analytics into experience design.

Promote responsible AI experimentation aligned with company policies and ethical standards.

Design and deliver scalable, user-centered learning experiences

Ensure accessibility, brand consistency, and UX excellence across all programs.

Use design thinking and agile methodologies to accelerate development cycles.

Drive cross-functional collaboration

Partner with stakeholders across Learning & Development, Product, and Talent orgs to align learning with business goals.

Influence role clarity and expectations across departments to streamline execution.

Champion innovation through learning technologies and vendor relationships

Own and evaluate generative AI tools like to ensure strategic fit and cost efficiency.

Conduct market research to stay ahead of emerging tech and trends.

Use data and AI to optimize learning impact

Leverage predictive analytics and engagement data to inform design and measure outcomes.

Continuously iterate based on learner feedback and performance metrics.

What You Bring

10 years of experience in instructional design, curriculum development, and learning technology, with a strong focus on skill development and business impact.

Proven success leading cross-functional teams and delivering impactful learning programs.

Expertise in agile project management, user-centered design, and stakeholder engagement.

Strong consulting and business acumen with a data-led approach to decision-making.

Deep fluency and experience with learning technologies, platforms, and AI-driven tools.

Executive presence and ability to influence across a matrixed organization.

Excellent presentation and storytelling skills, with proficiency in traditional and AI-powered content development tools.

Bachelor’s or Master’s degree in Learning Design, Education, Organizational Development, or a related field.

Anywhere Real Estate Inc. (http://www.anywhere.re/)   (NYSE: HOUS) is moving real estate to what's next. Home to some of the most recognized brands in real estate Better Homes and Gardens® Real Estate (https://www.bhgre.com/) , Century 21® (https://www.century21.com/) , Coldwell Banker® (https://www.coldwellbanker.com/) , Coldwell Banker Commercial® (https://www.cbcworldwide.com/) , Corcoran® (https://www.corcoran.com/) , ERA® (https://www.era.com/) , and Sotheby's International Realty® (https://www.sothebysrealty.com/eng) , we fulfill our purpose to empower everyone's next move through our leading integrated services, which include franchise, brokerage, relocation, and title and settlement businesses, as well as mortgage and title insurance underwriter minority owned joint ventures. Anywhere supports nearly 1 million home sale transactions annually and our portfolio of industry-leading brands turns houses into homes in more than 118 countries and territories across the world.

At Anywhere, we are empowering everyone’s next move – your career included. What differentiates us is our scale, expertise, network, and unique business model that positions us as a trusted advisor throughout every stage of the real estate transaction. We pursue talent – strategic thinkers who are eager to always find a better way, relentlessly focus on talent, obsess about growth, and achieve exceptional results. We value our people-first culture, which thrives on empowerment, innovation, and cross-company collaboration as we keep moving the world forward, together. Read more about our company culture and values in our annual Impact Report (https://anywhere.re/wp-content/uploads/2025/03/2024-Impact-Report.pdf) .

We are proud of our award-winning culture and are consistently recognized as an employer of choice by various organizations including:

  • Great Place to Work
  • Forbes World's Best Employers
  • Newsweek World's Most Trustworthy Companies
  • Ethisphere World's Most Ethical Companies

EEO Statement: EOE including disability/veteran

If you have questions about this posting, please contact support@lensa.com

Salary.com Estimation for Director Learning and Development in Milwaukee, WI
$169,465 to $210,771
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