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About the role
Key responsibilities & impact- Build and run the OSR onboarding and ramp program — from Day 1 through the first 90 days in market — so every new hire has a clear path to productivity.
- Develop field training content and routines: pitch frameworks, objection handling, daily activity standards, visit prep, and product knowledge — materials reps actually use in the field.
- Ride alongside new hires and developing reps during their ramp period, coaching in the moment on visits, demos, and conversations — not just in a classroom.
- Run weekly and monthly training cadences for the full team: skills sessions, role plays, certification checkpoints, and development reviews.
- Partner with the Director, Team Leads, and the OSR Manager to identify reps who need additional coaching and build targeted development plans that close gaps before they become performance issues.
- Work with RevOps to ensure reps are trained on tools, reporting, and the data habits that drive accurate forecasting and territory management.
- Build and maintain the OSR playbook — the living document that captures what great looks like at every stage of the rep journey, from Day 1 through top performers.
- Coordinate with Marketing, Account Managers, and Enterprise Sales to make sure OSRs have what they need at the point of contact — right materials, right messaging, right context.
Requirements
What you’ll need- 7+ years of proven experience developing, scaling, and executing robust training programs across a geographically diverse sales team.
- 3–5 years in a field or outside sales environment — you've carried a bag, know what an 8-rep day in a territory actually looks like, and can coach it credibly.
- Experience building or running a sales training program, onboarding process, or sales enablement function — even if it was scrappy and built from scratch.
- Comfort in the field. This is not a desk job. You will be riding along, visiting accounts, and coaching in real time. The role will require extensive travel, with 75% of the time not unreasonable.
- A track record of getting people ramped faster — you have worked with new hires and developed them into producers, not just handed them materials.
- Strong communication skills — you can run a tight skills session, give direct feedback in a one-on-one, and translate product complexity into simple selling language.
- Organized and self-directed — you will be building and running multiple programs at once, and you need to own the execution without being told what to do next.
- Proven ability to recruit, manage, and mentor mid-level sales leaders — the managers and leads who will run the next layer of the org.
- Ability to effectively manage stakeholder relationships across the entire Revenue organization — Account Management, Enterprise Sales, Marketing, RevOps.
Benefits
Comp & perks- Competitive salary and benefits including health, dental, vision, 401K, and an equity compensation grant.
ATS Keywords
✓ Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
sales training program developmentonboarding process designsales enablementcoachingfield training content developmentperformance managementterritory managementreportingforecastingobjection handling
Soft Skills
strong communicationorganizational skillsself-directedmentoringstakeholder managementcoaching in real timefeedback deliveryrelationship buildingadaptabilityteam collaboration
