Director of Training and Development

| Chicago

StratEx is a ground-breaking tech company that offers a variety of HR and Payroll solutions to help empower restaurant/hospitality businesses by simplifying and streamlining their internal processes. The foundation on which we base our wide range of services is our proprietary HRIS software, eStratEx.

At StratEx, we are making a concerted effort to invest in our people. We are hiring a Director of Training and Development to help us build a best-in-class training department to help us not only cater to our clients, but also to ensure our people are becoming the best they can be, both personally and professionally.

Our Director of L&D will be someone who will partner with leadership and all departments to ascertain what knowledge, skills and abilities are required for each role at the organization. They will be responsible for designing and leading a multi-faceted training and development program to grow those competencies within our workforce; developing and launching a quality assurance program to ensure standardization and quality across all service teams; and partnering with a current resource to design a client-facing training strategy to provide a better client experience and decrease total volume of one-off trainings. This role will be expected to establish relevant KPIs and metrics for each role within the department. This role will also be responsible for managing internal training resources to ensure all system users are furthering their knowledge of our software, eventually rising to an expert level.   

The Director of L&D will quickly need to assess the current state of affairs, and then execute the necessary curriculum through varied approaches (such as utilizing our Litmos software but also in-person trainings). We also expect them to continuously optimize the program based on ongoing feedback and research, always striving for industry-leading results.


Job Responsibilities/Essential Functions include, but are not limited to:

  • Must be able to organize content in a meaningful way to teach employees crucial knowledge, skills and abilities required for job success

  • Work hand in hand with department leads to ensure each role’s learning objectives are met

  • Partner with a current resource to help design a client-facing training program, including managing “how-to” system training library

  • Build out a QA program to drive quality metrics across all service teams

  • Hire and manage new team members, including client-facing training resources and internal training and QA resources

  • Utilize varied learning theories and training approaches to avoid learner burnout and maximize adoption

  • Make best use of current L&D tools (e.g. Litmos and Articulate) to develop best-in-class training materials

  • Establish relevant KPIs and metrics to optimize all aspects of the L&D program

  • Create a material refresh process for updates based on manager and client feedback, system updates and industry changes/trends

  • Compile training materials not only on hard skills, but soft skills as well, including: managerial and leadership skills, client servicing skills, account management skills, brand value, etc.

  • Partner with marketing to further sales enablement efforts

  • Regular and predictable attendance in our Chicago office


Job Competencies include, but are not limited to:

  • Adaptability

  • Accountability

  • Organization

  • Leadership

  • Communication

  • Project Management

  • Influencing Skills

  • Innovation

  • Emotional Intelligence

  • Attention to Detail

  • Critical Thinking



  • Minimum of 5 years experience in learning, training and development of people (tech a plus!)

  • Bachelor’s Degree required

  • Experience leading end to end training initiatives, including a training team

  • Strong content development skills

  • Knowledge of Learning Management Systems (Litmos expertise a strong plus!)

  • Experience with Content Development tools (Articulate expertise a plus!)

  • Unparalleled Presentation Skills

  • General understanding of business principles

  • Proven project management, analytical and critical thinking skills

  • Strong initiative and the ability to work in a fast paced environment

  • Demonstrated collaboration and influencing skills

  • Exceptional Communication and interpersonal skills, ability to style-flex to different audiences

  • Comfortable with ambiguity; able to simplify the complex

  • Computer literacy required in all Microsoft and Google Products


Physical Requirements/Work Environment: 

  • Must be able to sit at a desk for extended periods of time while working

  • Must be able to proficiently operate a computer and desk phone as means of communication with colleagues and clients

  • Must be able to occasionally travel to on-site client meetings on a local and national scale

  • Must be able to clearly present HR material to groups of people either in person or via electronic means of communication


Equal Opportunity Statement:

Decisions and criteria governing the employment relationship with all employees at StratEx are made in a non-discriminatory manner, without regard to race, color, creed, religion, national origin, sex, marital status, pregnancy, disability, sexual orientation, gender expression, veteran status, age, FMLA status, or any other factor determined to be unlawful by federal, state or local statutes.

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Technology we use

  • Engineering
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We are located downtown in the trendy area of Streeterville, situated right on Michigan Avenue!

An Insider's view of StratEx

What’s the vibe like in the office?

StratEx cultivates an environment in the office where unique perspectives and talents come together to help elevate our product and services for the restaurant industry. After working for StratEx for the past 6 years, I am still constantly learning and growing each day. The team members I work with bring a level of curiosity and quick-wittedness.


Solutions Engineer

What projects are you most excited about?

I most enjoy the troubleshooting and problem-solving related projects that come with my role. When the unexpected happens, I enjoy being able to take a step back to see how we can provide innovative solutions. The team structure we have at StratEx makes it easy to collaborate and test in our sandbox environments to help resolve issues quickly.

Joe H.

Service Consultant

How has your career grown since starting at the company?

I’ve been with the company for 4 years and have had the opportunity to work in multiple positions throughout my tenure. I started with the company working on the Service Team and now I have more of a leadership role in Client Success. StratEx has allowed me to grow and acquire the skills necessary to succeed while allowing me to pursue my passions.


Client Success Manager

What are StratEx Perks + Benefits

Highly diverse management team
Unconscious bias training
Health Insurance & Wellness Benefits
Dental Benefits
Vision Benefits
Health Insurance Benefits
Onsite Gym
Retirement & Stock Options Benefits
401(K) Matching
Child Care & Parental Leave Benefits
Remote Work Program
Vacation & Time Off Benefits
Paid Volunteer Time
Paid Holidays
Paid Sick Days
Perks & Discounts
Beer on Tap
Casual Dress
Commuter Benefits
Company Outings
Game Room
Our game room includes Ping Pong, Pool Table.
Stocked Kitchen
Happy Hours
Recreational Clubs
Fitness Subsidies
Professional Development Benefits
Job Training & Conferences
Lunch and learns
Promote from within
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