Professional Learning Specialist, Midwest (Chicago)

Company shown to members 🔒 · Remote · US only

US only5+ years required$72K–85K/yrPublished 10 August 2026Check carefully

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First recorded by Psst: 12 October 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.

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The 20-second read

Experience
5+ years required
Where you can live
US only
Skills and tools
zoom, customer success

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Job details

Where you can work
United States
Employment type
Not stated by the employer
Advertised pay
$72K–85K/yr
Experience
5+ years required
Employer publication date
10 August 2026
First recorded by Psst
12 October 2026
Last checked at the source
10 November 2026

About the job

The company, a global edtech leader with personalized learning products used by millions of students worldwide, is seeking a Professional Learning Specialist passionate about integrating technology and research-based instructional best practices to help all students achieve. #LI-EM1

In this role, you will support educators in implementing the company effectively by facilitating virtual and in-person professional development, delivering national webinars, and hosting the company Live events. You will work with educators across grade levels, subjects, and districts to strengthen their the company implementation and improve classroom instruction.

You must be a natural presenter and people person, highly organized, creative, well-spoken, and eager to be part of a collaborative, high-energy team. #LI-REMOTE

This is a full-time remote position for candidates in the Midwest region of the United States, preferably in the Chicago, IL, metro area.

WHAT YOU'LL BE DOING

  • Serve as a product expert, providing educators with implementation strategies tailored to their unique classroom needs  #LI-CHICAGO
  • Partner with school and district leaders to plan and deliver virtual and in-person professional development that supports a successful the company implementation
  • Travel to facilitate in-person professional development sessions to schools and districts – up to 60% possible travel during back-to-school season and up to 40% the remainder of the year
  • Set up, host, and present at regional the company Live events, working closely with our events team to ensure a seamless and engaging experience
  • Collaborate with the sales team to support schools piloting the company
  • Partner with customer success and sales team members to effectively manage and grow customer relationships

WHAT WE'RE LOOKING FOR

  • BA/BS degree
  • Must have 5+ years teaching experience in a K-12 setting; department- or school-level leadership background a plus
  • Educational professional development experience strongly preferred
  • Exceptional communication and presentation skills
  • Excellent interpersonal skills - dynamic, enthusiastic, upbeat individual who connects well with others and has a positive, collaborative attitude
  • Organized, methodical, and detail-oriented
  • Ability to prioritize and effectively manage multiple projects and tasks concurrently, from start to finish
  • Ability to work both independently and as part of a team
  • Experience using Google Apps and Zoom
  • Must live close to a major airport

The base salary range for this full-time position is $72,000 to $85,000 + benefits. Our pay ranges are determined by role, level, and location. The range displayed on each job posting reflects the minimum and maximum target for new hire salaries for the position. Individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education or training. Benefits include but are not limited to medical, dental, vision, disability and life insurance options, matching 401k retirement plan, paid time off and sick days, paid parental leave subject to plan terms and eligibility.

ABOUT the company

The company is the country's largest EdTech company. We reach millions of learners through our diverse range of products. For example:

  • 1 in 4 students in the United States uses the company.com
  • Rosetta Stone provides an immersive learning experience for 25 languages
  • Wyzant is the nation's largest community of tutors, covering 300+ subjects
  • Teachers Pay Teachers (TPT) is a comprehensive marketplace for millions of educator-created resources

Our mission is to create innovative products that will make a real, positive difference for learners and educators and we're looking for passionate, mission-minded people to join us in achieving this goal. We have a unique culture at the company that fosters collaboration and the open exchange of ideas. We value our team and treat one another with kindness and respect. We approach our work with passion, tenacity, and authenticity. We find it immensely satisfying to develop products that impact the lives of millions and we are eager to have you join our team.

At the company, we value diversity in age, race, ethnicity, gender, sexual orientation, physical and mental ability, political and religious beliefs, and life experience, and we are proud to promote a work environment where everyone, from any background, can do their best work. The company is an equal opportunity employer and does not discriminate against applicants and employees based on any legally protected category.

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