Full Time Learning Development Jobs in Milwaukee, WI

Great Purpose. Great People. Great Opportunities.

At Imagine Learning, we Empower Potential - in students, educators, and each other. As the leading provider of digital-first K–12 curriculum solutions, we’re committed to igniting learning breakthroughs that spark curiosity, creativity, and confidence. Every day, our team designs innovative tools that help educators personalize instruction and engage students in meaningful ways. We’re shaping the future of learning through our Curriculum-Informed AI™ approach - technology that understands instructional context, respects educator judgment, and transforms how teachers personalize learning at scale to unlock each student’s potential. Together, we’re reimagining what’s possible and transforming education.

That same spirit of innovation and purpose drives our team culture. At Imagine Learning, you’ll find opportunities for meaningful work, continuous growth, and connection with passionate colleagues who care deeply about making a difference. We celebrate collaboration, embrace change, and believe in lifelong learning - for our students and ourselves.

As a remote-friendly company, Imagine Learning offers flexible work arrangements across the U.S. and internationally. Most of our U.S.-based employees work from home or on a hybrid schedule at one of our office locations in Tempe, AZ (HQ), Austin, TX, Petaluma, CA, Rock Rapids, IA, or Bloomington, MN.

Imagine Your Impact.

The Professional Learning Specialist is an experienced and successful professional educator who provides content specific support, training, and guidance in the implementation of Imagine Learning’s core, blended and online learning programs, supports improvements in teaching and learning by collaborating with district leaders, school administration and teachers to plan, implement and sustain the successful adoption of our  solutions throughout the customer lifecycle.

For more information on what it’s like to work at Imagine Learning, including our culture, benefits, and products, visit us HERE.

To learn more about a typical applicant journey at Imagine Learning, click HERE.

Position Information: This is a regular, full-time position, reporting to the Professional Learning Solutions Director.

Compensation: Base pay is anticipated to be between $65,972 and $75,000 per year. Eligible employees may also receive incentive/commission/annual bonus pay based on individual and/or company performance. Compensation may vary based on factors such as, but not limited to, individual skills, experience, training, education/certifications, geographic location, internal equity, and local market conditions.

Location: In this Milwaukee, WI based position you will work onsite four days a week at Milwaukee Public Schools sites and will work remotely one day a week.

Travel: You can expect travel frequently to various school district sites, so be sure you have a valid driver’s license, automobile insurance and a clean driving record for at least the preceding 39 months. 

Benefits: Imagine Learning provides a comprehensive benefits program to eligible employees, including:

• Multiple health, dental, and vision plans, including medical plans with zero employee premiums
• 401k plan with a company match
• 16 paid holidays, which include 2 floating holidays and a winter shutdown from Christmas Eve through New Year’s Day
• Paid Time Off
• Comprehensive maternity and fertility/family building benefits
• Paid bonding leave when a new child joins your family
• Access to on-demand mental health resources
• Life and short and long-term disability insurance
• Pre-tax savings plans
• Paid volunteer time off
• A wide variety of professional development programs, including tuition reimbursement
• Work from home opportunities that foster work/life balance

• Deliver fee-based, engaging, small and large group presentations, both in-person and virtually, centered on district/school teaching and learning recommendations while modeling instructional best practices.
• Act as an embedded strategic professional learning partner with assigned school district.
• Develop professional learning plans and implement strategies to support clients throughout their journey, from initial interest to renewal.
• Presentation preparation to include account set-up verification, confirming session learning outcomes and expectations for teachers and administrators, personalization of delivery materials, and confirmation of travel.
• Submit Training Requests, update and maintain customer records with session summaries and recommendations for next steps.
• Collaborate closely with internal teams, including Customer Service and Sales. Respond to internal and external customer communication as part of a matrixed service team.
• Engage in a solutions-focused Professional Learning Community where the Professional Learning Specialist (PLS) will be both a learner and a leader. PLS continuously hone their craft by working with one another to both share best practices and information, as well as to learn new skills and approaches to deliver professional learning with impact.
• May co-teach, model lessons, attend principal and coach meetings, facilitate professional learning communities, attend district meetings, and participate in goal setting.
• May manage multiple districts and additional projects simultaneously while focusing on the forecasted delivery of services reflecting seasonal deviations of activity.
• Maintain the ability and availability to work flexible hours and travel to district sites 4 days a week; driving and maintaining a valid Motor Vehicle Driver License in state of residence and an acceptable driving record.
• Fulfill any other responsibilities as needed to support team objectives.
• Other duties as required.

• Bachelor’s degree in education, or relevant field, and at least 5 years’ experience with blended and/or online learning; or an acceptable combination of education and experience. Master’s degree in education, Educational Technology or a relevant field is preferred.
• Experience with core curriculum Math products (e.g., Imagine IM) is required, with 6-AGA teaching and math coaching experience preferred.
• Current teaching certification or prior teaching experience is required.
• Proficient in Microsoft Word, Excel, PowerPoint, Outlook, Zoom and Teams.
• Experience delivering successful professional development, training, and/ or consulting services in an educational environment.
• Strong multi-tasking, project management, and proactive problem-solving abilities.
• Self-starter with strong organizational and time management skills, self-directed and able to handle multiple priorities with demanding timeframes.
• Ability to work collaboratively with colleagues and staff to create a high-quality results-driven, team-oriented environment.

At Imagine Learning, we believe our work is strongest when people feel respected, supported, and encouraged to contribute their unique perspectives. We strive to create a welcoming workplace where employees can learn from one another, grow together, and build educational experiences that reflect the world of our learners.

Imagine Learning is an Equal Opportunity Employer committed to providing equal employment and advancement opportunities to qualified individuals. All qualified applicants will receive consideration for employment without regard to race, color, ancestry, national origin, sex (including pregnancy, childbirth, lactation, or related medical conditions), gender identity or expression, transgender status (including whether or not you are transitioning or have transitioned), sexual orientation, marital status, religion (including religion dress and grooming practices), age 40 and over, physical or mental disability, medical condition, genetic information (including results of genetic testing and characteristics), veteran and/or military status, or service in the military, and any other basis or status protected under applicable federal, state, or local laws. 

To all recruitment agencies: Imagine Learning does not accept agency resumes. Please do not submit candidates for consideration via our online application system, to Imagine Learning employees, or to any other organization location. Imagine Learning is not responsible for any fees related to unsolicited resumes.