Account Executive

Transfr • Chicago, IL

9d • Remote

About The Position

We are seeking an Account Executive to join our team at Transfr! This is a unique opportunity to be part of a fast-growing team and have a direct impact on expanding access to career exploration and workforce development solutions across education and workforce systems. As an Account Executive, you will focus on building net new business across K12, Higher Education, and Workforce Development markets. You will be responsible for owning the full sales cycle from prospecting and discovery through solution design, negotiation, and close by leveraging consultative selling strategies to address customer challenges and align Transfr’s solutions to their goals. This role requires a strong understanding of sales processes, stakeholder management, and the unique dynamics of the education and government sectors. The ideal candidate is an experienced, consultative technology sales professional with a strong background in EdTech with a proven track record of quota attainment, and a deep understanding of complex sales cycles within K12, higher education, and government or workforce development sectors. Above all, they bring a strong commitment to serving as a workforce development advocate and are passionate about helping learners discover and pursue meaningful career pathways. This is a full-time, remote position but requires residence within your assigned territory, with the ability to travel domestically up to 50% or more as needed. Location : This position is 100% Remote but the designated territory for this position is Chicago, Illinois. We will only consider candidates who reside in Illinois. This hire will also own the Ohio territory until 2027. The base salary range for this position is $90,000 - $110,000 + uncapped commission. This role is eligible to participate in the company’s variable compensation and equity program. Actual compensation may vary based on factors including experience, skills, education, location, and internal equity considerations.

Requirements

• 3+ years of experience in net new business SaaS sales.
• Comfortable traveling to customer locations (estimated 50% of the time)
• Proven track record of building and prospecting your own sales pipeline with a proactive, hunter mentality. You do not rely solely on inbound leads.
• Demonstrated success consistently exceeding quarterly and annual sales targets.
• Proven ability to build and maintain long-term customer relationships with strong retention outcomes.
• Strong consultative sales background with experience managing complex sales cycles.
• Hands-on working experience with Salesforce.
• Proficiency with Google Docs and Slack.
• Excellent written, verbal, and presentation communication skills.
• Must be authorized to work in the United States without restriction

Nice To Haves

• Experience selling into K–12 education systems and/or government organizations.
• Experience or familiarity with Virtual Reality (VR) and Augmented Reality (AR).

Responsibilities

• Drive new business development initiatives by identifying and engaging prospective organizations within assigned territories and geographic regions, while effectively communicating TRANSFR’s mission and value proposition.
• Prospect, educate, qualify, and cultivate opportunities within new key accounts.
• Develop tailored and value driven proposals that align customer needs with TRANSFR solutions.
• Build and maintain long-term customer relationships to identify and expand upsell and cross-sell opportunities.
• Analyze regional workforce and labor market trends to identify gaps between employer demand and existing training infrastructure.
• Partner with the Marketing team to support campaign strategy, execution, and optimization through market feedback and customer insights.
• Support post-sale activities including contract integration, change management, governance processes, renewals, and expansion opportunities.
• Respond to inbound inquiries with urgency, professionalism, and a long-term relationship building approach.
• Manage deal timelines, track milestones, and maintain accurate activity records within the CRM system.
• Serve as a consultative partner to customers by understanding their challenges, articulating solution value, and identifying early adopters.
• Gather customer and prospect feedback to inform product development and continuous improvement efforts.
• Own and manage the full sales cycle from initial outreach through close, contributing in a hands-on capacity within a fast-growing team environment.

Benefits

• Medical, dental, and vision insurance
• Annual professional development budget for each employee
• 401(k) savings plan
• Life, AD&D, and disability insurance coverage
• Company-provided laptop and other necessary equipment
• Paid time off (PTO) to support work-life balance
• Paid company holidays
• Company-paid parental leave
• Flexible work arrangements in a remote-first environment with employees across the U.S.

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed