Sales Enablement and Field Trainer

Macmillan; United States; Remote; USD 110,000 - 125,000; Full time

Benefits offered by this job

Company bonus plan

Medical insurance

401(k) retirement plan

Paid time off

Life and AD&D insurance

Job summary

Macmillan Learning is seeking a Sales Enablement and Field Trainer to own the Year 1 journey for new reps, from onboarding to ramp. You will coach in the field, develop curriculum, and use AI and data to close skill gaps. You will mentor a network to ensure consistent support across the cohort.

The role requires 3–5+ years in sales or enablement, travel ~25%, and collaboration with L&D, Product Marketing, and Regional Managers. A remote-friendly setup is offered with strong bonus potential.

Qualifications

• 3–5+ years in sales, sales training, or sales enablement.
• Proven track record coaching or ramping new sales talent.
• Experience evaluating, implementing, and driving adoption of sales enablement tools.
• Working knowledge of AI tools for content creation, data analysis, or learning personalization.
• Experience building structured training curricula grounded in learning science.
• Strong cross-functional collaboration across L&D, Regional Managers, and Product Marketing.
• Familiarity with sales enablement tooling.
• Willingness to travel 25%+ in-territory field work.

Responsibilities

• Coach new reps in the field, observing progress and building growth plans.
• Own the Year 1 Journey end-to-end, sequenced with the academic buying cycle.
• Use AI tools and data to spot skill gaps and create just-in-time training content.
• Lead the mentor program to ensure consistent support for all new reps.
• Own product and skills certification standards with L&D and Product Marketing.
• Partner with Regional Managers on progress and development updates.
• Serve as the org's go-to expert on sales enablement tools and usage at Macmillan.

Skills

Sales experience

Sales training

Sales enablement tools

AI tools

Curriculum design

Cross-functional collaboration

Salesforce familiarity

Travel willingness

Tools

Salesforce

Job description

At Macmillan Learning, we're committed to driving innovation that transforms education. We seek team members who thrive on pushing boundaries, envisioning future possibilities, and building solutions that make a lasting impact. Whether you're a Pioneer shaping bold new ideas, a Builder turning possibilities into reality, or a Stabilizer optimizing for success, you'll play a vital role in advancing our mission. If you're excited by the prospect of testing new technologies, implementing transformative strategies, and thriving in a fast-paced, innovative environment, we'd love to hear from you!

New sales reps do their best work when someone is in their corner from day one. That's this role. As our Sales Enablement and Field Trainer, reporting to the VP of Sales, you'll own the entire Year 1 Journey for new reps, from onboarding through their first year of ramp. You'll spend time in the field coaching reps directly, build and evolve the curriculum they learn from, and use sales data and AI tools to catch skill gaps before they become bigger problems. You'll also lead our mentor network so every new rep gets consistent, reliable support, not just whatever their assigned mentor happens to offer. It's a role built for someone who wants to shape how a whole cohort of reps ramps into success, not just coach one person at a time.

WHAT YOU'LL DO

• You'll coach new reps in the field, spending on-campus time observing their progress and building personalized growth plans
• You'll own the Year 1 Journey end to end, designing and continuously updating the training reps experience from day one through their first year, sequenced against the academic buying cycle
• You'll use AI tools and sales activity data to spot skill gaps and trends across the org, then turn those findings into just-in-time training content
• You'll lead the mentor program, coaching mentors so every new rep gets consistent support, and coordinating regular mentor calls
• You'll own product and skills certification standards in partnership with L&D and Product Marketing
• You'll partner closely with Regional Managers, staying in ongoing communication about each new rep's progress and development
• You'll serve as the org's go-to expert on sales enablement tools and how they should be used at Macmillan

WHAT YOU'LL BRING

• 3-5+ years of experience in sales, sales training, or sales enablement, ideally in EdTech, publishing, or SaaS
• A track record of successfully coaching or ramping new sales talent
• Experience evaluating, implementing, and driving adoption of sales enablement tools
• Working knowledge of AI tools for content creation, data analysis, or learning personalization
• Experience building or delivering structured training curricula, ideally grounded in learning science or instructional design
• Strong cross-functional collaboration skills, working across L&D, Regional Managers, mentors, and Product Marketing
• Familiarity with Salesforce and sales enablement tooling
• Comfort with heavy travel and in-territory field work

SALARY RANGE

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.

JOB LOCATION

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.

PHYSICAL REQUIREMENTS

This role requires periods of close concentration and the ability to multi-task. Occasional travel is required, and you must be able to work more than 40 hours per week as needed.

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.

Travel Required

Yes . 25%+

Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws.For further information, please review the Know Your Rights notice from the Department of Labor.