Account Executive; Chicago
Listed on 2026-03-01
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Sales
Business Development, Sales Representative, Sales Development Rep/SDR
Join to apply for the Account Executive (Chicago) role at Transfr
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Base pay range: $/yr – $/yr.
Summary:
The Account Executive will focus on building net new business for Transfr in the K12 and Higher Education space, as well as Workforce Development. The role requires a solid understanding of sales processes, education/government sectors, stakeholder decision making, consultative selling, problem solving, and developing compelling value propositions.
Our ideal candidate is skilled in consultative, technology sales specifically for EdTech solutions, with a successful track record of quota attainment. Above all, they must possess a strong desire to serve as a true workforce development advocate and be passionate about helping others on their career path.
Expected territory for this role is Chicago; only candidates based in this region will be considered. The position is full-time, fully remote, and requires residing in Chicago with willingness to travel domestically up to 50% or more.
Responsibilities:
- This is a business development/hunting role where you will be expected to find creative ways to share Transfr’s vision with organizations in your territory/geographic region.
- Prospect, educate, qualify and develop opportunities in new key accounts.
- Create compelling proposals based on value propositions that align with customer needs.
- Work with customers over time to identify and develop additional upsell and cross-sell opportunities.
- Produce analysis comparing job market needs to misalignment with existing training infrastructure.
- Work with the Marketing team to develop and execute campaigns and provide feedback to maximize their impact.
- Engage in the contracting process post signature including support to contract integration, change management, governance activities, up-sales and renegotiations.
- Treat inbound inquiries with extreme importance and a long‑range mindset.
- Develop deal timelines and ensure that we meet deal milestones and deadlines, regularly updating activity in our CRM system.
- Consultative and relationship building individuals who are willing to take the time to understand our customers’ pain points, articulate value, and identify early adopters.
- Collect insights from users and potential users for our product development process.
- Own opportunities from start-to-finish; as our team is small and growing.
Minimum Qualifications:
- 3+ years of experience in net new business SaaS sales.
- Proven experience in exceeding quarterly and annual sales targets.
- Experience in K‑12 and Government experience.
- Proven track record of long‑term customer retention.
- Consultative sales experience and managing complex sales cycles.
- Excellent written and verbal communication skills.
- Experience with Salesforce.
- Experience with Google Docs tools and Slack.
- Virtual Reality and Augmented Reality experience are a plus.
What we offer: In addition to base salary, this role will be eligible for commission and additional company benefits such as stock options, 401(k), paid vacation and sick time, and health benefits.
In Closing: If you’re looking to make a big difference in the lives of others, we invite you to join us on our mission to make learning more intuitive and help individuals develop the skills they need for career success.
At Transfr, we embrace diversity because it breeds innovation. Transfr is an equal opportunity employer that participates in E‑Verify and is committed to providing equal employment opportunities to all applicants, consultants, and employees, and prohibits discrimination and harassment of any type without regard to race, color, religion, age, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.
Must be authorized to work in the United States without restriction.
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