Sales Enablement Trainer

Getwingapp

Charlotte (NC)

On-site

USD 70,000 - 90,000

Full time

14 days+

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Job summary

Getwingapp is looking for a Sales Enablement Trainer in Charlotte, NC to empower our sales team. You'll work hands-on to improve sales emails, calls, and cadences, analyzing live calls to determine where deals are lost and rewriting scripts for better conversion.

The ideal candidate has experience in outbound B2B sales, can create compelling sales copy, and is proficient in using CRM tools. Join us to make a real impact and drive revenue growth.

Qualifications

  • Proven track record in outbound/high-volume B2B sales with measurable results.
  • Ability to create effective sales copy and explain its effectiveness.
  • Comfortable producing training videos independently.

Responsibilities

  • Analyze live and recorded sales calls to identify issues.
  • Rewrite sales scripts and sequences for improvement.
  • Conduct one-on-one coaching sessions with sales reps.

Skills

Sales copywriting
A/B testing
Coaching
CRM proficiency (HubSpot)

Tools

Sales sequencing tools (Apollo, Outreach)
Video editing tools

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 carriedaquotaandclosed, 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.

  • Sitinthecalls—liveandrecorded—andfindexactlywheredealsarebeinglost.
  • Rewritethecopy,scripts,andsequencesthataren'tconverting,andprovethenewversionworks.
  • A/Btestsalesemails,callopeners,demopitches,andtacticslikepersonalizedvideo—keepthewinners,killthelosers.
  • Buildandtuneoutboundcadencessorepsfollowupattherighttime,ontherightchannel,withtherightmessage.
  • Coachrepsone-on-oneonrealcallsandbuildtheobjection-handlingplaybookforourmarket—thendrillituntilit'sreflexive.
  • Produceavideotrainingseriesandself-servemoduleswithassessments,sonewrepsrampfastandtenuredrepskeepsharpening.
You'llthrivehereifyou
  • Havepersonallysoldandclosed—ideallyoutbound/high-volumeB2B—andcanshowyournumbers.
  • Writesalescopythatconvertsandcanexplainwhyitworks.
  • Arecomfortableoncameraandcanproducecleantrainingvideoswithoutaproductionteam.
  • CanstructureanA/Btest,readtheresulthonestly,andmakethecall.
  • Coachwithoutcrushing—youleaverepsbetterandmoreconfident.
  • Movefast:adiagnosisbecomesausablefixinhours,notweeks.
  • KnowyourwayaroundaCRM(Hubspotplus)andasalessequencingtool.
Nicetohave
  • 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)
Howtheroleactuallyruns—fastloop,notslowdecks:

Listen—Diagnose—Build—Intervene.

  • You hear the calls, name the specific problem, build the fix the same day, and get it into reps' hands immediately. A pattern that shows up Monday should have a tested correction in motion by midweek.
Whythisrole
  • You're joining at a build moment. You'll start lean and resourceful — and as the program proves it drives revenue, it ears more investment and room to grow. This is a roll-up-your-sleeves, multi-hat seat for someone who wants to own the engine, not manage a slide deck.
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