IT Training Delivery Manager

Holland & Knight

Tampa (FL)

On-site

USD 85,000 - 120,000

Full time

14 days+

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Benefits offered by this job

Comprehensive medical plans
401(k)
Paid time off

Job summary

Holland & Knight is seeking an IT Training Delivery Manager based in Tampa, Florida. This key position requires overseeing IT training delivery across the firm while actively participating in training sessions. The manager will develop delivery standards and ensure a high-quality learner experience.

Ideal candidates will have over 7 years of experience in training environments, strong organizational and communication skills, and proficiency in Microsoft Office. The role offers comprehensive benefits, including medical, dental, and a 401(k) plan.

Qualifications

  • 7+ years of experience in delivering instructor-led or virtual training.
  • Prior experience managing or leading trainers or facilitators.
  • Ability to manage logistics, schedules, and competing priorities.

Responsibilities

  • Lead delivery of IT training sessions for key initiatives.
  • Oversee the IT Training Delivery team, including performance management.
  • Own the IT training delivery strategy and develop training calendar.

Skills

Microsoft Office Suite
Strong organizational skills
Communication skills
Proven presentation skills
Technical coaching skills
Analytical skills
Designing online learning modules
Project management skills

Education

Bachelor’s degree in Training, Education, or a related field

Job description

Role Overview

The IT Training Delivery Manager is responsible for both strategic oversight and direct execution of IT training delivery across the firm. This role operates as a player‑coach, actively delivering training sessions while providing vision and leadership to the IT Training Delivery team.


The manager owns delivery standards, trainer readiness, scheduling, learner experience, and delivery consistency for instructor‑led, virtual, and blended training programs across multiple offices and regions.


Key Responsibilities


  • Lead and personally participate in the delivery of IT training sessions for key initiatives and high‑impact rollouts.

  • Directly oversee the IT Training Delivery team, including performance management, coaching, scheduling, and professional development.

  • Own the IT training delivery strategy, including delivery methods, cadence, and regional coverage.

  • Develop and maintain the training calendar, balancing business priorities, trainer capacity, and rollout timelines.

  • Assign trainers to sessions and initiatives based on skill set, availability, and regional needs.

  • Establish and enforce delivery standards, facilitation guidelines, and learner‑experience expectations.

  • Conduct dry runs, pilots, and delivery readiness checks to ensure successful execution.

  • Coach Regional Trainers to ensure consistent quality and adherence to standards.

  • Serve as the primary escalation point for delivery issues during live sessions.

  • Oversee learner communications related to training logistics, expectations, and follow‑up.

  • Capture field feedback, recurring learner questions, and delivery insights to inform content improvements.

  • Partner with the IT Training Analyst to validate attendance, completion tracking, and delivery metrics.

  • Review learner feedback and delivery data to drive continuous improvement in training execution.

  • Stay current with emerging learning technologies, including AI‑enabled capabilities, and apply them responsibly.


Required Skills


  • Knowledge of or ability to learn Microsoft Office Suite, or Microsoft 365.

  • Strong organizational, communication and writing abilities.

  • Proven presentation and platform skills.

  • Excellent technical coaching and counseling skills with the ability to effectively influence others.

  • Strong analytical skills to assess training effectiveness and implement improvements.

  • Proficiency in designing and developing online learning modules.

  • Ability to manage multiple projects simultaneously and meet deadlines.

  • Expert level proficiency with MS Office Suite.


Qualifications & Education

Bachelor’s degree or equivalent experience in Training, Education, or a related field.


7+ years of experience personally delivering instructor‑led and/or virtual training.


Prior experience managing or leading trainers or facilitators.


Strong facilitation, presentation, and coaching skills with professional audiences.


Experience coordinating training across multiple offices or regions.


Ability to manage logistics, schedules, and competing priorities while remaining hands‑on.


Knowledge of legal industry specific software is preferred. Ability to learn such software, as well as software developed in house required.


Physical Requirements

Ability to sit or stand for extended periods of time. Moderate or advanced keyboard usage.


Benefits

Comprehensive medical (PPO and HDHPs), dental and vision plans including coverage for domestic partners; life and AD&D insurance; short and long term disability insurance; tax‑advantaged accounts for health care expenses, including FSAs and HSAs; FSAs for dependent care; health advocacy services; behavioral health and counseling resources for all family members; 401(k); profit sharing; backup dependent care; senior care planning support; resources for individuals with development disabilities and their caregivers; paid holidays and other paid time off, including paid leave for new parents.


Equal Opportunity Employer

Holland & Knight is an Equal Opportunity Employer and does not discriminate on the basis of race, color, religion, sex (including pregnancy, childbirth or related conditions, transgender status, and sexual orientation), national origin, age, disability, genetic information, veteran status or any other factor prohibited by law.


Accommodation

Applicants who are interested in applying for a position and require an accommodation during the process should contact ApplicantAccommodations@hklaw.com.

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