Sales Enablement Trainer

Requirements

• You'll thrive here if you
• Have personally sold and closed - ideally outbound/high-volume B2B - and can show your numbers.
• Write sales copy that converts and can explain why it works.
• Are comfortable on camera and can produce clean training videos without a production team.
• Can structure an A/B test, read the result honestly, and make the call.
• Coach without crushing - you leave reps better and more confident.
• Move fast: a diagnosis becomes a usable fix in hours, not weeks.
• Know your way around a CRM (Hubspot plus) and a sales sequencing tool.
• Nice to have
• Experience in virtual staffing, BPO, or managed services - Pipedrive or CRM automations - video editing - sequencing tools (Apollo, Outreach, Salesloft, Instantly, Smartlead) - prior sales enablement assets (playbooks, battle cards, certification programs).

Additional Information

Wing Assistant is hiring a hands on Sales Enablement Trainer to level up our sales team - not with generic intro decks, but by improving the actual emails, calls, and cadences our reps use every day. This is a coach who has carried a quota and closed, and uses that credibility to make real, measurable improvements on the floor. If your first instinct when a deal stalls is "let me see the thread and the call recording" - read on.

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