Sales Enablement and Field Trainer

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.

• 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

• 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
• A college degree
• Comfort with heavy travel and in-territory field work

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.

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.

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.

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.

• 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)…