Remote Workforce Development Jobs in Chicago, IL

We are seeking an experienced and strategic Account Manager to join our team at Transfr! This is a unique opportunity to be part of a fast-growing organization and have a direct impact on customer retention, revenue growth, and long-term partner success across our expanding client base.

The ideal candidate is a consultative relationship-builder who thrives in fast-paced, complex environments and is passionate about delivering measurable customer outcomes. They are comfortable leading executive-level conversations, navigating multi-stakeholder partnerships, uncovering customer needs, and developing tailored growth strategies that drive long-term value.

As an Account Manager, you will own the renewal and expansion lifecycle for a portfolio of customers, proactively driving retention, identifying growth opportunities, and executing strategic account plans. You will partner closely with Sales, Customer Success, Professional Learning, and cross-functional teams to ensure customers achieve meaningful outcomes while positioning Transfr as an indispensable workforce and education partner.

This role is pivotal in strengthening customer relationships, reducing churn, and accelerating revenue growth through consultative, outcome-based selling. The Account Manager will lead Executive Partnership Reviews, build compelling ROI-driven business cases, manage complex negotiations, and develop customized renewal and expansion strategies aligned to each customer’s evolving goals.

This is a full-time, remote position but requires residence within your assigned territory, with the ability to travel domestically up to 60% or more as needed.

Location: This position is 100% Remote but the designated territories for this position are MO, IA, IL, WI, and MI. We will only consider candidates who reside in these states.

The base salary range for this position is $80,000 - $100,000 + 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.

Day to Day Responsibilities:

• Own and manage the renewal process for a portfolio of customers to ensure timely renewals and minimize churn.

• Build and execute strategic account plans focused on customer retention, expansion, and long-term partnership growth.

• Lead Executive Partnership Reviews to demonstrate ROI, alignment on customer goals, and uncover expansion opportunities.

• Develop customized renewal proposals, pricing strategies, and business cases tailored to customer needs and priorities.

• Partner with Sales, Customer Success, and Professional Learning teams to create and execute Customer Success Plans (CSPs).

• Identify customer risks proactively and collaborate cross-functionally to implement retention strategies.

• Drive upsell and cross-sell opportunities by uncovering unmet customer needs and aligning solutions to measurable outcomes.

• Navigate complex, multi-stakeholder customer environments and manage executive-level relationships.

• Maintain accurate forecasting, pipeline visibility, and customer activity tracking within Salesforce.

• Provide timely and precise weekly, monthly, and quarterly forecasts to leadership.

• Collaborate and work closely with Account Executive,Customer Success,Deal Desk, Finance, Legal, Sales Operations teams to ensure a seamless customer experience.

• Continuously improve renewal and expansion processes to drive operational efficiency and consistency.

Minimum Qualifications:

• 2-3 years of experience in renewals or account management within SaaS, EdTech, or a related software industry.

• Proven track record of meeting or exceeding renewal, retention, and upsell targets.

• Strong consultative selling, negotiation, and relationship management skills.

• Experience engaging with executive and C-level stakeholders.

• Strong organizational skills with exceptional attention to detail.

• Experience managing cross-functional projects under tight deadlines in fast-paced environments.

• Proficiency with Salesforce or similar CRM platforms.

• Ability and willingness to travel domestically up to 60%.

Nice to Have:

• 1+ years of working experience in edtech

• Experience working within workforce development, education, or public sector environments.

• Familiarity with outcome-based or value-based selling methodologies.

• Experience managing complex enterprise or multi-stakeholder accounts.

• Knowledge of customer success planning and adoption strategies.

• Strong analytical skills with the ability to translate customer data into strategic insights and ROI narratives.

Why Join Us:

Here at Transfr we are creating an engaging and interactive learning experience that help people gain real-world skills and unlock new career opportunities. We’re on a mission to make learning more intuitive, empowering, and fun and we are looking for people who are excited to help others grow, succeed, and thrive.

If you’re excited about blending creativity, technology, and meaningful impact, you’ll feel right at home here. Join us in building pathways to prosperity by creating immersive training simulations that prepare people for well-paying, in-demand careers and help make opportunity more accessible for everyone.

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.

About Us

Transfr is on a mission to help create pathways to career success. Our immersive career exploration and training simulations empower learners and job seekers of all ages find the right job for them and build the skills they need to enter (or reenter) the workforce or change careers — helping them improve their quality of life. Immersive VR experiences from Transfr have been shown in studies to deliver better learning gains than video tutorials, slide presentations, and other training methods. Learners also find Transfr experiences highly engaging and enjoyable. At Transfr, we believe the future starts with innovative workplace training and skills development. We’re building bridges between schools, workplaces, and governments to help improve training and job placement pipelines and create a better tomorrow, today.

Equal Opportunity Employer

At Transfr, we embrace diversity because it breeds innovation. Transfr is an equal opportunity employer that participates in E-Verify 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

Learn more at transfrinc.com

Compensation Range: $80K - $100K