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Lead Trainer - Enterprise AI

JLL
parental leave, paid time off, 401(k)
United States, Illinois, Chicago
200 East Randolph Street (Show on map)
Mar 31, 2026

JLL empowers you to shape a brighter way.

Our people at JLL are shaping the future of real estate for a better world by combining world class services, advisory and technology for our clients. We are committed to hiring the best, most talented people and empowering them to thrive, grow meaningful careers and to find a place where they belong. Whether you've got deep experience in commercial real estate, skilled trades or technology, or you're looking to apply your relevant experience to a new industry, join our team as we help shape a brighter way forward.

About the Role

JLL seeks a Lead Trainer to join the Enterprise AI team to design, deliver, and scale training programs driving AI adoption across our 100,000+ employee AI portfolio. This senior individual contributor owns the breadth of the enterprise AI training portfolio - from foundational onboarding to persona-based enablement to agent platform training. A core part of this role is building and managing the Citizen Trainers network, ensuring JLL's training reach scales far beyond the central team. You'll work independently with L&D and cross-functional business line stakeholders, exercise significant judgment in program design, and build scalable infrastructure that multiplies impact beyond central capacity.

What You'll Do Training Portfolio Design & Delivery

* Own the end-to-end enterprise AI training portfolio - from Intro to AI@JLL onboarding through persona-based webinars, monthly webinar series, and AI mastery courses

* Design and deliver domain-specific curricula for major business lines connecting AI capabilities to business outcomes

* Build and maintain multi-format content: live workshops, self-paced e-learning modules, videos, quick reference guides, and interactive simulations

* Deliver high-impact training sessions (virtual and in-person) with measurable learning outcomes

* Manage the training calendar and coordinate scheduling, platform logistics, attendee management, and post-session follow-up

Citizen Trainer Enablement & Coordination

* Build, enable, and manage the Citizen Trainers community - recruiting, onboarding, certifying, and supporting a cross-functional group of 25+ trainers delivering 10+ sessions/month

* Develop train-the-trainer frameworks, toolkits, playbooks, and ongoing support systems that ensure quality and consistency at scale

* Monitor Citizen Trainer output and effectiveness - tracking sessions delivered, attendee activation rates, and feedback scores

* Serve as the primary point of contact for Citizen Trainers, providing coaching, content updates, and escalation support

Scalable Infrastructure & Measurement

* Create a self-service learning ecosystem with 50+ assets and systematic refresh cycles aligned to product releases

* Implement learning effectiveness measurements tracking training completion, user proficiency, feature utilization post-training, and the 1.3x training effectiveness multiplier

* Analyze training data to optimize programs, identify gaps, and demonstrate business impact and ROI

* Partner with the enterprise L&D team to leverage the LMS and embed AI training into existing organizational learning pathways

Product & GTM Integration

* Align training roadmap with product releases ensuring users are ready for new features and capabilities at launch

* Support agent platform rollout with training strategies, onboarding motions, and enablement materials

* Surface training insights that inform the Product roadmap and UX improvements

* Coordinate with GTM and communications teams to ensure training promotions reach the right audiences through the right channels

What You Bring Experience

* 7+ years training design/delivery in enterprise technology or digital transformation

* 3+ years building and managing train-the-trainer or distributed enablement programs at scale

* Demonstrated success building scalable training models serving 1,000+ employees

* Proven track record measuring and reporting training ROI

Technical Skills

* Proficient with generative AI tools (e.g., JLL GPT, ChatGPT, Claude, Copilot) and enterprise AI applications

* Experience with LMS platforms, authoring tools (e.g., Articulate, Synthesia, Camtasia), and learning analytics

* Strong data literacy analyzing training metrics and demonstrating business impact

Competencies

* Works independently on complex initiatives across business lines with minimal supervision

* Exercises significant judgment determining priorities, methods, and approaches

* Leads non-reporting staff and ensures stakeholder buy-in and cooperation

* Influences senior stakeholders through credibility and expertise

* Strong operational instincts - able to manage a portfolio of concurrent programs, trainers, and content while maintaining quality

Preferred

* Certification in instructional design, adult learning, or change management (ATD, CPTD, Prosci)

* Professional services or management consulting experience

* Real estate industry knowledge

This position does not provide visa sponsorship. Candidates must be authorized to work in the United States without sponsorship.

Estimated compensation for this position:

165,000.00 - 187,000.00 USD per year

This range is an estimate and actual compensation may differ. Final compensation packages are determined by various considerations including but not limited to candidate qualifications, location, market conditions, and internal considerations.

Location:

Remote -Chicago, IL

If this job description resonates with you, we encourage you to apply, even if you don't meet all the requirements. We're interested in getting to know you and what you bring to the table!

Personalized benefits that support personal well-being and growth:

JLL recognizes the impact that the workplace can have on your wellness, so we offer a supportive culture and comprehensive benefits package that prioritizes mental, physical and emotional health. Some of these benefits may include:

  • 401(k) plan with matching company contributions

  • Comprehensive Medical, Dental & Vision Care

  • Paid parental leave at 100% of salary

  • Paid Time Off and Company Holidays

  • Early access to earned wages through Daily Pay

At JLL, we harness the power of artificial intelligence (AI) to efficiently accelerate meaningful connections between candidates and opportunities. Using AI capabilities, we analyze your application for relevant skills, experiences, and qualifications to generate valuable insights about how your unique profile aligns with the specific requirements of the role you'repursuing.

JLL Privacy Notice

Jones Lang LaSalle (JLL), together with its subsidiaries and affiliates, is a leading global provider of real estate and investment management services. We take our responsibility to protect the personal information provided to us seriously. Generally the personal information we collect from you are for the purposes of processing in connection with JLL's recruitment process. We endeavour to keep your personal information secure with appropriate level of security and keep for as long as we need it for legitimate business or legal reasons. We will then delete it safely and securely.

For more information about how JLL processes your personal data, please view our Candidate Privacy Statement.

For additional details please see our career site pages for each country.

For candidates in the United States, please see a full copy of our Equal Employment Opportunity policy here.

Jones Lang LaSalle ("JLL") is an Equal Opportunity Employer and is committed to working with and providing reasonable accommodations to individuals with disabilities. If you need a reasonable accommodation because of a disability for any part of the employment process - including the online application and/or overall selection process - you may email us at HRSCLeaves@jll.com. This email is only to request an accommodation. Please direct any other general recruiting inquiries to our Contact Us page > I want to work for JLL.

Pursuant to the Arizona Civil Rights Act, criminal convictions are not an absolute bar to employment.

Pursuant to Illinois Law, applicants are not obligated to disclose sealed or expunged records of conviction or arrest.

Pursuant to Columbia, SC ordinance, this position is subject to a background check for any convictions directly related to its duties and responsibilities. Only job-related convictions will be considered and will not automatically disqualify the candidate.

California Residents only

If you are a California resident as defined in the California Consumer Privacy Act (CCPA) please view ourSupplemental Privacy Statement which describes your rights and disclosures about your personal information.If you are viewing this on a mobile device you may want to view the CCPA version on a larger device.

Pursuant to the Los Angeles Fair Chance Initiative for Hiring Ordinance, JLL will consider for employment all qualified Applicants, including those with Criminal Histories, in a manner consistent with the requirements of applicable state and local laws, including the City of Los Angeles' Fair Chance Initiative for Hiring Ordinance.

Pursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records.

Accepting applications on an ongoing basis until candidate identified.

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