One of fifteen jobs former educators actually hold
You build the system that makes salespeople good at their job.
Building onboarding for new reps, running training, writing the materials and playbooks the field actually uses, and figuring out why the resource everyone asked for is going untouched. You sit between sales leadership, marketing and product, and you are usually the one who notices the gap nobody owns.
The role is often undefined and what you are measured on may never be made explicit. You can build something excellent that nobody adopts because adoption was never anyone's job. Scope creep is constant and you will be handed whatever does not fit elsewhere.
Salary, occasionally with a bonus tied to team attainment.
Pick your starting point.
Curriculum design, onboarding sequences, and knowing that a resource nobody can find does not exist. Instructional coaching maps almost exactly: influence without authority, adults who are busy, and change that has to be voluntary to stick.
Usually from PD, training or a sales role, inside a company that already knows you. Teaching background is a real asset here and increasingly recognized as one.
You have built new teacher induction, assigned mentors, and written the building handbook nobody read, so you already know that a resource without a routine attached goes unused. Onboarding a first-year sales rep is the same design problem as onboarding a first-year teacher, with a quota instead of a class roster.
Almost always an internal move. Sales leaders want an enablement hire who has watched their reps work, so get inside the company first through professional development, implementation or customer success, then take the role when onboarding breaks. Coming in cold from a school is rare because you cannot yet speak about the sales process.
Building training systems for adults who do not report to you is central office work. You have written implementation guides, built a resource library, and run train-the-trainer sessions for principals. You also know what a salesperson gets wrong in a district meeting, which is the exact content a sales enablement program needs.
Most sales enablement hires come from inside the company, usually from sales or customer success, because the job requires having worked the sales process yourself. Your buyer perspective is useful for objection handling and discovery training, but expect to land in a customer-facing role first and move over from the inside.
Of 8 sales enablement postings at education companies, read in September 2026, 1 named classroom teaching or an equivalent background. The learners here are the company’s own salespeople, so this is usually a second move after time inside a company, not a first one.
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