Job Description
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. Responsibilities Sit in the calls — live and recorded — and find exactly where deals are being lost. Rewrite the copy, scripts, and sequences that aren't converting, and prove the new version works. A/B test sales emails, call openers, demo pitches, and tactics like personalized video — keep the winners, kill the losers. Build and tune outbound cadences so reps follow up at the right time, on the right channel, with the right message. Coach reps one-on-one on real calls and build the objection-handling playbook for our market — then drill it until it's reflexive. Produce a video training series and self-serve modules with assessments, so new reps ramp fast and tenured reps keep sharpening. 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). Why the Role How the role actually
