Sales Enablement Trainer

Getwingapp; Denver (CO); On-site; USD 70,000 - 90,000; Full time

Job summary

Getwingapp is hiring a Sales Enablement Trainer in Denver, Colorado to enhance sales team performance. The role involves analyzing calls, improving sales scripts, and providing real-time coaching. Ideal candidates have outbound B2B sales experience and a knack for creating effective training materials.

The position offers an opportunity to be instrumental in building a dynamic sales enablement program that drives revenue growth.

Qualifications

• Proven sales record demonstrating ability to meet quotas.
• Ability to create compelling sales scripts and emails.
• Experience in coaching and training sales representatives.

Responsibilities

• Analyze sales calls to identify and resolve deal losses.
• Revise sales copy and tactics to improve conversion rates.
• Conduct A/B testing of emails and calls for effectiveness.

Skills

Sales experience in outbound/high-volume B2B

Copywriting that converts

Video production skills

CRM proficiency (Hubspot)

Tools

CRM tools (Hubspot, Pipedrive)

Sales sequencing tools (Apollo, Outreach)

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.