Field Sales Trainer

We’re looking for someone who knows Higher Education sales and is passionate about helping sales teams get better at what they do.

This role is focused on field sales training, coaching, and skill development. You’ll work closely with our sales leaders and representatives to understand what’s happening in the field, identify opportunities to improve performance, and deliver practical training that helps our teams succeed.

The right person brings firsthand experience selling into Higher Education, understands the challenges of working with faculty and institutions, and knows how to turn that experience into meaningful development for others.

What You’ll Do

• Coach and develop field sales teams: Partner with sales leaders and representatives to strengthen selling skills, customer engagement, territory planning, and sales execution.
• Deliver practical sales training: Lead onboarding, workshops, role-playing, and ongoing training that helps representatives build confidence and improve performance.
• Bring Higher Ed sales expertise: Apply your understanding of faculty decision-making, adoption cycles, academic calendars, and institutional buying dynamics to make training relevant to the field.
• Identify skill gaps: Work directly with sales leaders to understand where teams need support and build targeted training to address those needs.
• Support sales readiness: Help representatives prepare for product launches, sales campaigns, customer conversations, and changing market needs.
• Develop training resources: Create and refine coaching guides, learning materials, and tools that reinforce effective selling behaviors.
• Measure effectiveness: Gather feedback, observe changes in sales behaviors, and partner with leaders to understand whether training is improving field performance.

What We’re Looking For

• Direct field sales experience ideally in Higher Education selling educational products, course materials, or learning technology to colleges and universities.
• Experience training, coaching, mentoring, or developing sales representatives.
• Strong understanding of the Higher Ed sales cycle, faculty relationships, and institutional purchasing dynamics.
• Ability to translate sales experience into practical, engaging training.
• Strong facilitation, communication, and relationship-building skills.
• Ability to work closely with sales leaders and earn credibility with experienced field representatives.

Preferred Experience

• Experience in a formal field sales trainer, sales coach, or sales enablement role.
• Experience developing onboarding programs, workshops, or field training materials at scale.
• Familiarity with CRM systems, sales tools, and learning platforms.
• Experience measuring training effectiveness and sales skill development.

What Success Looks Like

• Sales representatives are better prepared and more confident in customer conversations.
• New hires become productive more quickly.
• Sales leaders see measurable improvements in field selling behaviors.
• Training reflects the real challenges and opportunities of the Higher Education market.
• Field teams view this role as a trusted resource for improving sales performance.

Compensation: The base salary range for this position is $110,000 to $125,000, depending on experience and qualifications. This role also participates in Macmillan's company bonus plan.

Remote Work: This role is fully remote, so you can work from wherever you call home, except Alaska, Arkansas, Hawaii, Mississippi, South Dakota, West Virginia, or Wyoming, where we're not currently able to hire.

Travel: This role requires approximately 25% travel, including regular on-campus visits to coach reps in the field. Because this work may involve interacting with students at school or campus locations, candidates must be willing to complete a criminal background check (CBC) and motor vehicle record (MVR) check, and must hold a valid driver's license and be willing to drive for business.

Benefits

• Regular full-time and qualifying part-time employees and their dependents are eligible for Macmillan benefits, effective on the employee's date of hire. Macmillan also offers health benefits coverage to qualifying same-sex and opposite-sex domestic partners (may require additional documentation) of active employees.
• Company bonus plan
• Medical insurance (HSA Qualified, EPO, and PPO plan options), HSA + Employer Contribution, vision insurance, and dental insurance
• Contributions to your 401(k) retirement account through Fidelity
• Generous paid time off, sick time, discretionary days, and paid holidays (International Day for the Elimination of Racial Discrimination, Juneteenth, Indigenous People's Day, and more!)
• Employee Assistance Program, Education Assistance Program
• 100% employer-paid life and AD&D insurance
• And much more!

Macmillan Learning is a privately-held, family-owned company that inspires what's possible for every learner. We envision a world in which every learner succeeds. Through our content, tools and services, we aim to make that a reality. To learn more, please visit macmillanlearning.com, join our Macmillan Community, stay connected to our Learning Stories blogs, or see us on LinkedIn, Facebook, or X. Macmillan Learning is a division of the Holtzbrinck Publishing Group, a global media company headquartered in Stuttgart, Germany.

At Macmillan Learning, we believe diverse perspectives and backgrounds enrich our mission to improve lives through learning. We actively seek candidates who reflect a wide range of identities, experiences, and communities. We are an Equal Opportunity Employer and all qualified applicants will receive consideration for employment without regard to race, color, religion, age, ethnicity, national origin, sex, sexual orientation, gender, gender identity or expression, disability status, physical ability, neurodiversity, genetic information, protected veteran status, family and economic status and background, geographical status and background, or any other characteristic protected by federal, state, or local law. You can read more about our Diversity, Equity, & Inclusion initiatives here.

The successful candidate for this position will be an employee of Bedford, Freeman & Worth Publishing Group, LLC d/b/a Macmillan Learning. Bedford Freeman & Worth Publishing Group, LLC has developed an affirmative action program in compliance with the NY Department of Education's guidance. Portions of the affirmative action program are available for review by applicants and employees by contacting Human Resources at Macmillan Learning.