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Director Learning Development Jobs in Florida (NOW HIRING)

Timbers Company is seeking an experienced Development Director to lead luxury real estate projects ... Learning & development opportunities * Competitive pay * Volunteer time * Paid maternity/paternity ...

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Director Learning Development information

See Florida salary details

$32.5K

$84.9K

$137.5K

How much do director learning development jobs pay per year?

As of Aug 18, 2026, the average yearly pay for director learning development in Florida is $84,909.00, according to ZipRecruiter salary data. Most workers in this role earn between $67,600.00 and $99,000.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a director of learning and development?

To thrive as a Director of Learning and Development, you need expertise in instructional design, organizational development, and adult learning theory, often supported by a degree in education, HR, or a related field. Familiarity with learning management systems (LMS), e-learning authoring tools, and certifications like CPLP or SHRM-CP is typically required. Strategic thinking, leadership, and strong communication skills help you drive change and foster a culture of continuous learning. These skills and qualities are crucial for aligning learning initiatives with business goals and ensuring workforce development.

What are the most common challenges faced by a director of learning and development when implementing new training programs across an organization?

One of the main challenges for Directors of Learning and Development is gaining buy-in from both leadership and employees for new training initiatives. Balancing diverse learning needs across different departments while ensuring consistency in delivery can also be complex. Additionally, measuring the effectiveness of programs and demonstrating their impact on business outcomes often requires careful planning and ongoing evaluation. Successful Directors typically overcome these challenges through strong communication, collaboration with stakeholders, and leveraging data-driven approaches to tailor and refine development strategies.

What is the difference between Director Learning Development vs Learning and Development Manager?

AspectDirector Learning DevelopmentLearning and Development Manager
CredentialsTypically requires a bachelor’s degree in education, HR, or related field; often prefers advanced certifications like CPLP or ATD certificationsSimilar educational background; certifications like CPLP or ATD are common but less frequently required
Work EnvironmentStrategic leadership role overseeing multiple teams or departments, involved in high-level planningOperational role focused on implementing training programs and managing teams
Employer & Industry UsageUsed in large organizations across various industries, especially where training is a strategic priorityCommon in organizations of all sizes, often as a mid-level position within HR or Learning departments

The main difference between a Director Learning Development and a Learning and Development Manager lies in scope and seniority. The Director typically leads strategic initiatives and manages multiple teams, while the Manager focuses on executing training programs and day-to-day operations. Both roles require similar credentials but differ in responsibilities and organizational level.

What does a director learning development do?

A director of learning development oversees the design, implementation, and evaluation of training programs to enhance employee skills and organizational performance. They often manage teams, collaborate with leadership, and utilize learning management systems to ensure effective training delivery and alignment with business goals.

What are the most commonly searched types of Learning Development jobs in Florida?

The most popular types of Learning Development jobs in Florida are:

What cities in Florida are hiring for Director Learning Development jobs?

Cities in Florida with the most Director Learning Development job openings:

Infographic showing various Director Learning Development job openings in Florida as of August 2026, with employment types broken down into 1% As Needed, 83% Full Time, 14% Part Time, and 2% Contract. Highlights an 89% Physical, 3% Hybrid, and 8% Remote job distribution, with an average salary of $84,909 per year, or $40.8 per hour.

Development Director

Timbers Company

Winter Park, FL • On-site

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 13 days ago


Job description

Timbers Company is seeking an experienced Development Director to lead luxury real estate projects from concept through completion. In this role, you’ll shape high‑end destinations, guide cross‑functional teams, and influence the creation of iconic boutique hotels, residence clubs, and resort communities.

What You’ll Do

  • Lead full‑cycle development: site selection, due diligence, land assemblage, acquisition, feasibility, planning, entitlements, and permitting.
  • Oversee professional services: secure bids, negotiate contracts, and manage architects, engineers, and consultants.
  • Support financial modeling and pro forma development.
  • Manage proposals, bids, and solicitation materials.
  • Conduct site visits, market research, and due diligence.
  • Prepare debt and equity financing applications and closing documentation.
  • Coordinate construction administration and document flow.
  • Prepare reports and presentations for leadership, investors, and government partners.
  • Collaborate with property management and sales teams during development and transition phases.
  • Support business development, staff training, and recruitment.

What You Bring

  • Bachelor’s degree (preferred: real estate, urban planning, architecture, business, finance).
  • 7+ years of progressive real estate development experience; ground‑up experience strongly preferred.
  • Strong analytical and financial skills.
  • Knowledge of land use, zoning, and entitlement processes.
  • Excellent communication and presentation abilities.
  • Highly organized, self‑directed, and solutions‑oriented.
  • Ability to manage multiple complex projects.
  • Based full‑time in Winter Park, FL.

About Timbers Company

Timbers Company develops and operates boutique hotels, residence clubs, and luxury resort communities in some of the world’s most desirable destinations. We create authentic, memorable experiences rooted in world‑class hospitality and a deep sense of place.

Our Core Values

  • Be Authentic
  • Practice Humility
  • Cultivate Teamwork
  • Value Time
  • Be Trustworthy

Our Core Values guide how we work, how we collaborate, and how we show up for each other.

Benefits That Support You

  • Childcare reimbursement
  • Trip of a Lifetime program
  • Education Assistance Program
  • Wellness Reimbursement Program
  • Learning & development opportunities
  • Competitive pay
  • Volunteer time
  • Paid maternity/paternity leave
  • Team‑building events
  • 401(k)
  • Vacation & personal days
  • Holiday pay
  • Health, dental, and vision insurance
  • LTD/STD
  • Life insurance




This job description is not all inclusive. Timbers Company reserves the right to amend this job description at any time.


Our company (“Company”) fully subscribes to the principles of Equal Employment Opportunity. It is our policy to provide employment, compensation, and other benefits related to employment based on qualifications, without regard to race, color, religion, national origin, age, sex, veteran status, genetic information, disability, or any other basis prohibited by federal, state or local law.

In compliance with the Americans with Disabilities Act (ADA) and applicable federal, state and/or local laws, it is our policy to provide reasonable accommodation upon request during the application process to applicants in order that they may be given a full and fair opportunity to be considered for employment. As an Equal Opportunity Employer, we intend to comply fully with applicable federal, state and/or local employment laws and the information requested on this application will only be used for purposes consistent with those laws. To the extent required by applicable law, The Company maintains a drug- free workplace.