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Director of Training and Support

Vaco
$150,000.00 - $175,000.00 / yr
401(k), retirement plan
Jul 24, 2026
Director of Learning & Operational Enablement
Location: Tampa/St. Pete with extensive travel to different locations
Compensation: $125,000-$150,000 base salary + comprehensive benefits


About the Opportunity
We are seeking a strategic and innovative learning leader to build, execute, and continuously improve training, development, and operational enablement programs across a large multi-location service organization.
The successful candidate will design scalable learning experiences, drive operational readiness, accelerate adoption of key initiatives, and help improve business performance through effective training systems and support resources. Key Responsibilities
Learning Strategy & Organizational Development
  • Develop and execute the organization's learning and development strategy.
  • Create scalable training solutions that support rapid growth and operational excellence.
  • Design leadership development programs focused on management, coaching, customer experience, performance, culture, and profitability.
  • Establish learning frameworks and career development pathways for frontline employees, managers, and emerging leaders.
Training Program Development
  • Lead the design, delivery, and continuous improvement of onboarding, leadership, and operational training programs.
  • Create engaging learning experiences using blended learning methodologies, including instructor-led training, microlearning, video-based learning, coaching, and self-paced programs.
  • Ensure learning programs are easy to adopt, practical, and aligned with real-world operational needs.
Content Creation & Learning Resources
  • Oversee the development of modern learning materials, including:
    • Training videos
    • E-learning content
    • Playbooks
    • Facilitator guides
    • Job aids
    • Presentations
    • Knowledge base resources
  • Utilize storytelling, visual design, and interactive learning techniques to increase engagement and adoption.
Learning Technology & AI Innovation
  • Evaluate, implement, and optimize learning technologies and digital learning platforms.
  • Leverage AI tools to improve content creation, coaching, performance support, and training efficiency.
  • Manage and optimize Learning Management Systems (LMS) and knowledge repositories.
  • Monitor learning analytics and business performance metrics to measure effectiveness and drive continuous improvement.
Facilitation & Large-Scale Learning Events
  • Lead workshops, leadership forums, annual meetings, and company-wide learning events.
  • Serve as a visible champion for learning, leadership development, and performance improvement.
  • Facilitate high-impact training sessions for leaders and frontline teams.
Stakeholder Partnership & Influence
  • Partner with operational leaders, department heads, and cross-functional teams to identify capability gaps and implement training solutions.
  • Influence stakeholders at all levels of the organization through strong communication, coaching, and relationship-building skills.
  • Balance strategic priorities with operational realities to deliver scalable and sustainable learning solutions.
Team Leadership
  • Lead, coach, and develop Learning & Development team members.
  • Establish goals, KPIs, and performance standards for the training function.
  • Foster a culture of innovation, accountability, collaboration, and continuous improvement.
Qualifications
Required
  • Bachelor's degree or equivalent professional experience.
  • 7+ years of progressive experience in Learning & Development, Training, Organizational Development, Leadership Development, or a related field.
  • Strong knowledge of adult learning principles, instructional design methodologies, and organizational development practices.
  • Experience developing training curricula, e-learning content, videos, and modern learning experiences.
  • Hands-on experience with LMS platforms, digital learning technologies, learning analytics, and AI-enabled productivity tools.
  • Excellent facilitation, presentation, coaching, and communication skills.
  • Strong project management, change management, and stakeholder management capabilities.
Preferred
  • Experience supporting multi-site, field-based, franchise, retail, hospitality, logistics, transportation, or service-oriented organizations.
  • Experience implementing scalable learning programs in high-growth environments.
  • Knowledge of performance measurement, operational KPIs, and business-impact analysis.
  • Experience leading large-scale training events, leadership conferences, or learning summits.
  • Experience leveraging AI and emerging technologies to accelerate content development and improve learner engagement.

Determining compensation for this role (and others) at Vaco/Highspring depends upon a wide array of factors including but not limited to the individual's skill sets, experience and training, licensure and certifications, office location and other geographic considerations, as well as other business and organizational needs. With that said, as required by local law in geographies that require salary range disclosure, Vaco/Highspring notes the salary range for the role is noted in this job posting. The individual may also be eligible for discretionary bonuses, and can participate in medical, dental, and vision benefits as well as the company's 401(k) retirement plan. Additional disclaimer: Unless otherwise noted in the job description, the position Vaco/Highspring is filing for is occupied. Please note, however, that Vaco/Highspring is regularly asked to provide talent to other organizations. By submitting to this position, you are agreeing to be included in our talent pool for future hiring for similarly qualified positions. Submissions to this position are subject to the use of AI to perform preliminary candidate screenings, focused on ensuring minimum job requirements noted in the position are satisfied. Further assessment of candidates beyond this initial phase within Vaco/Highspring will be otherwise assessed by recruiters and hiring managers. Vaco/Highspring does not have knowledge of the tools used by its clients in making final hiring decisions and cannot opine on their use of AI products.
EEO Notice

Vaco by Highspring is an Equal Opportunity Employer and does not discriminate against any employee or applicant for employment because of race (including but not limited to traits historically associated with race such as hair texture and hair style), color, sex (includes pregnancy or related conditions), religion or creed, national origin, citizenship, age, disability, status as a veteran, union membership, ethnicity, gender, gender identity, gender expression, sexual orientation, marital status, political affiliation, or any other protected characteristics as required by federal, state or local law.

Vaco by Highspring and its parents, affiliates, and subsidiaries are committed to the full inclusion of all qualified individuals. As part of this commitment, Vaco by Highspring and its parents, affiliates, and subsidiaries will ensure that persons with disabilities are provided reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or to receive other benefits and privileges of employment, please contact HR@vaco.com.

Vaco by Highspring also wants all applicants to know their rights that workplace discrimination is illegal.

Representation Notice

By submitting to this position, you agree that you will be giving Vaco by Highspring the exclusive right to present your as a candidate for the foregoing employment opportunity. You further agree that you have represented information about yourself accurately and have not affirmatively misrepresented your qualifications. You also agree to maintain as confidential, to the fullest extent permitted by law, any information you learn from Vaco by Highspring about the position and you will limit disclosure of information about the position only to the extent necessary to perform any obligations in furtherance of your application. In exchange, Vaco by Highspring agrees to exercise reasonable efforts to represent you through all solicitation, job screening and resume dispersal.

For residents of Ontario, Canada: Based on Highspring's discussions with its Client, Highspring's understanding is that this position for employment is a current vacancy (either through Highspring as a contractor or with the client directly).

Privacy Notice

Vaco by Highspring and its parents, affiliates, and subsidiaries ("we," "our," or "Vaco by Highspring") respects your privacy and are committed to providing transparent notice of our policies.

  • California residents may access Vaco by Highspring HR Notice at Collection for California Applicants and Employees here.
  • Virginia residents may access our state specific policies here.
  • Residents of all other states may access our policies here.
  • Canadian residents may access our policies in English here and in French here.
  • Residents of countries governed by GDPR may access our policies here.

Additionally, submissions to this position are subject to the use of AI to perform preliminary candidate screenings, focused on ensuring minimum job requirements noted in the position are satisfied. More details about Vaco by Highspring's use of AI can be found here (https://www.highspring.com/ai-use-notices/). Further assessment of candidates beyond this initial phase will be conducted by recruiters and hiring managers. Vaco by Highspring does not know and cannot opine on if its client's use of AI products in hiring.

Pay Transparency Notice

Determining compensation for this role (and others) at Vaco by Highspring depends upon a wide array of factors including but not limited to:

  • the individual's skill sets, experience and training;
  • licensure and certification requirements;
  • office location and other geographic considerations;
  • other business and organizational needs.

With that said, as required by local law, Vaco by Highspring believes that the following salary range referenced above reasonably estimates the base compensation for an individual hired into this position in geographies that require salary range disclosure. The individual may also be eligible for discretionary bonuses.

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