Sales Enablement Trainer

Getwingapp

Houston (TX)

On-site

USD 70,000 - 100,000

Full time

14 days+

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Job summary

Getwingapp is hiring a Sales Enablement Trainer in Houston, Texas, to enhance sales effectiveness. You'll work closely with the sales team to improve email and call strategies by analyzing live and recorded calls, rewriting scripts, and implementing A/B testing.

Ideal candidates have a solid background in B2B sales, can produce training materials, and thrive in fast-paced environments. Join us in driving revenue and building a successful sales program!

Qualifications

  • Experience in outbound/high-volume B2B sales.
  • Ability to write sales copy that converts.
  • Comfortable on camera for training videos.
  • Proficient in structuring A/B tests and reading results.

Responsibilities

  • Analyze sales calls to identify deal losses.
  • Rewrite ineffective sales scripts and emails.
  • Coach sales reps on real calls and develop objection-handling playbooks.
  • Produce video training series with assessments.

Skills

Sales copy writing
Coaching skills
A/B testing
CRM proficiency

Tools

HubSpot
Apollo
Outreach
Salesloft

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.

Ifyourfirstinstinctwhenadealstallsis"letmeseethethreadandthecallrecording"—readon.

Responsibilities
  • 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'll thrive here if you
  • Havepersonallysoldandclosed—ideallyoutbound/high-volumeB2B—andcanshowyournumbers.
  • Writesalescopythatconvertsandcanexplainwhyitworks.
  • Arecomfortableoncameraandcanproducecleantrainingvideoswithoutaproductionteam.
  • CanstructureanA/Btest,readtheresulthonestly,andmakethecall.
  • Coachwithoutcrushing—youleaverepsbetterandmoreconfident.
  • Movefast:adiagnosisbecomesausablefixinhours,notweeks.
  • KnowyourwayaroundaCRM(Hubspotplus)andasalessequencingtool.
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).
How the role actually runs—fast loop, not slow decks:
  • 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.
Why this role
  • 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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