Sales Enablement Trainer

Getwingapp
Chicago, US
Career-pivot friendly

Who this role is best for

Aimed at mid-level sales professionals who have carried a quota and closed deals, this role requires hands-on coaching in Chicago.

Best fit for

  • Former quota-carrying sales reps with a knack for coaching and improving sales tactics.
    — “has carried a quota and closed”
  • Sales trainers who focus on practical improvements in real-world sales interactions.
    — “improving the actual emails, calls, and cadences”

Things to consider

  • The role demands direct involvement in daily sales activities and metrics.
    — “hands on Sales Enablement Trainer”
  • Expect to work closely with sales reps on their actual communication methods.
    — “actual emails, calls, and cadences”

How to stand out

  • Highlight specific instances where you improved sales outcomes through direct coaching.
    — “make real, measurable improvements on the floor”
  • Demonstrate your hands-on approach to troubleshooting stalled deals.
    — “let me see the thread and the call recording”
Pace · SteadyCollaboration · HighAutonomy · MediumDecision Impact · TeamLevel · Mid Level

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • improved sales team performance
  • increased sales productivity
  • enhanced sales enablement materials
Typical background
sales experiencesales training background

Skills & requirements

Required

Sales TrainingQuota CarryingSales Process ImprovementSales Enablement

Preferred

Sales CoachingSales Methodology

About the role

Original posting from Getwingapp via Lever

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.

Source: Getwingapp careers (Lever)

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