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Remote Edtech Sales Jobs in Chicago, IL (NOW HIRING)

US Publishing Jobs

Senior Revenue Operations Analyst

Chicago, IL · Remote

$100K - $110K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... remote based position. Core Responsibilities Revenue Reporting & Business Intelligence · Own ... Sales Operations, Business Analytics, or related field (EdTech, SaaS, or B2B go-to-market ...

BusPlanner

Account Executive

Chicago, IL · Remote

This is a remote opportunity and requires travel to conferences and customer sites across the US ... Sales Experience: 3-5+ years of proven track record in edtech or govtech sales. * Relationship ...

All JobsEdtech Sales JobsRemote Edtech Sales JobsRemote Edtech Sales Jobs in Chicago, IL

Remote Edtech Sales information

See Chicago, IL salary details

$17K

$58K

$121.6K

How much do remote edtech sales jobs pay per year?

As of Aug 14, 2026, the average yearly pay for remote edtech sales in Chicago, IL is $58,027.00, according to ZipRecruiter salary data. Most workers in this role earn between $36,100.00 and $67,000.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a remote Edtech sales professional?

To excel in Remote Edtech Sales, you need a solid understanding of educational technology solutions, consultative selling techniques, and a track record of meeting sales targets, often supported by a bachelor’s degree in business or related fields. Familiarity with CRM platforms like Salesforce, virtual conferencing tools, and digital presentation software is essential. Exceptional communication, self-motivation, and relationship-building skills help you connect with diverse educational clients and manage accounts remotely. These competencies are crucial for driving revenue growth and building long-term partnerships within the rapidly evolving edtech sector.

How does working remotely in an Edtech sales role impact collaboration with internal teams and clients?

In a remote Edtech sales position, collaboration relies heavily on digital communication tools such as video conferencing, chat platforms, and shared documents. You'll regularly coordinate with marketing, product, and customer success teams to tailor solutions and address client needs. While you may have greater flexibility in your work environment, being proactive in communication and scheduling regular check-ins is essential to maintain strong relationships and meet sales targets. Building rapport with clients also requires adapting your approach to virtual settings, emphasizing responsiveness and clear, concise communication.

What is a remote Edtech sales job?

A remote Edtech sales job involves selling educational technology products or services to schools, educators, or institutions while working from a remote location, such as your home. Professionals in this role are responsible for identifying potential clients, demonstrating products, managing relationships, and closing sales deals, all using digital tools and communication platforms. It requires strong communication skills, a good understanding of educational technology, and the ability to work independently. Success in this role often depends on staying updated with Edtech trends and effectively addressing the unique needs of educational clients.

What is the difference between Remote Edtech Sales vs Remote Edtech Customer Success Manager?

AspectRemote Edtech SalesRemote Edtech Customer Success Manager
Primary RoleGenerating sales, acquiring new clients, and promoting Edtech productsRetaining clients, ensuring product adoption, and supporting customer satisfaction
Required SkillsSales techniques, communication, product knowledgeCustomer relationship management, problem-solving, communication
Work EnvironmentRemote, often with sales targets and outreach activitiesRemote, focused on client support and account management
Common CertificationsSales certifications, Edtech industry knowledgeCustomer success or account management certifications

While both roles operate remotely within the Edtech industry, Remote Edtech Sales focuses on acquiring new clients and driving revenue, whereas Remote Edtech Customer Success Managers prioritize client retention and satisfaction. Both roles require strong communication skills and industry knowledge but differ in their core objectives and daily activities.

What are the most commonly searched types of Edtech Sales jobs in Chicago, IL?

The most popular types of Edtech Sales jobs in Chicago, IL are:

What are popular job titles related to Remote Edtech Sales jobs in Chicago, IL?

For Remote Edtech Sales jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Remote Edtech Sales jobs in Chicago, IL look for?

The top searched job categories for Remote Edtech Sales jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote Edtech Sales jobs?

Cities near Chicago, IL with the most Remote Edtech Sales job openings:

Remote Edtech Sales jobs near you
Infographic showing various Remote Edtech Sales job openings in Chicago, IL as of August 2026, with employment types broken down into 78% Full Time, 20% Part Time, and 2% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution, with an average salary of $58,027 per year, or $27.9 per hour.

Enterprise Account Executive - RethinkEd

RethinkFirst

Chicago, IL • Remote

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 23 hours ago

Posted today

Job description

Are you an educator at heart yearning to make a greater impact? Do you love building relationships and helping others succeed? Are you an advocate for technology solutions that help all learners thrive?

About Us
At Rethink Ed, we believe learning should bring out the best in everyone. As the 2020 CODiE Award Winner for  Best Social Learning Program for Students,  2021 Winner for Best Student Learning Capacity-Building Solution, and 2022 Cool Tool EdTech Finalist for Vizzle, we bring cutting-edge strategies to administrators, educators, students, parents, and caregivers to support effective, high-quality education of the whole child. Our evidence-based, technology-driven solutions are developed and delivered by leading experts in Social and Emotional Learning, Behavior Management and Special Education.
The Role
RethinkEd is seeking an Enterprise Account Executive to lead sales efforts with the nation’s largest and most complex school districts. This role is designed for an experienced seller who understands how large urban districts operate, how they transact, and how decisions are made across multiple departments, funding sources, and stakeholder groups. The Enterprise Account Executive owns a small number of high-value districts and is responsible for managing multiple, concurrent opportunities within each account. Success in this role requires deep account planning, disciplined execution, and the ability to multithread relationships across executive, programmatic, and operational stakeholders.

Responsibilities:

  • Achieve or exceed a $1M+ annual quota through new and expanded opportunities within enterprise districts
  • Build and manage a robust, multi-opportunity pipeline within each assigned district
  • Expand RethinkEd’s footprint across departments, programs, and initiatives in large and urban school systems
  • Establish trusted relationships with senior district leaders and functional owners across Special Education, MTSS, Student Services, Curriculum & Instruction, and related areas
  • Navigate complex procurement, contracting, and funding processes common to large districts
  • Partner closely with Customer Success, Services, Marketing, and Enablement to drive long-term district success, renewals, and expansion

Qualifications & Key Competencies

  • Deep understanding of large, urban school district structures and decision-making and Ability to manage long, complex sales cycles with multiple parallel opportunities
  • Strong account planning and opportunity orchestration skills
  • Comfortable qualifying, prioritizing, and sequencing deals within a single account
  • Skilled at aligning multiple stakeholder priorities to a cohesive district narrative and confident engaging senior leaders while maintaining momentum with stakeholders
  • Data-driven approach to managing sales, with experience using CRM systems and productivity tools.
  • 7+ years of sales experience, preferably in K–12 education, EdTech, or complex SaaS environments
  • Demonstrated success selling into large and urban school districts
  • Experience managing $1M+ quotas and enterprise-level accounts
  • Proven ability to manage multiple opportunities within a single large account
  • Strong understanding of district procurement, contracting, and funding structures
  • Bachelor’s degree or equivalent professional experience

Why Join RethinkEd?

  • Mission-driven organization making a meaningful difference in the lives of students and educators.
  • Collaborative, growth-oriented culture that values innovation and accountability.
  • Competitive compensation package with performance-based incentives.
  • Comprehensive benefits, including health, dental, vision, retirement plan, and paid time off.
  • Remote-first workplace with flexibility and national reach.

Location: Remote opportunities are available to candidates who reside in the following states: AL, AZ, CT, FL, GA, HI, IA, IL, IN, KY, LA, MD, MA, MI, MN, MO, MT, NC, NE, NH, NJ, NV, OH, OR, PA, RI, TN, TX, VA, WA, WI, WY

Our commitment to an inclusive workplace 

RethinkFirst is an equal opportunity employer and is committed to providing a workplace free from harassment and discrimination. We celebrate the unique differences of our employees because that is what drives curiosity, innovation, and the success of our business. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, pregnancy, genetic information, disability, status as a protected veteran, or any other protected category under applicable federal, state, and local laws. Accommodations are available for applicants with disabilities. 

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