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About the Role
Wing Assistant is hiring a hands-on Sales Enablement Trainer to improve the actual emails, calls, and cadences our sales team uses daily. This role is for a coach with direct sales experience who can drive measurable improvements.
Responsibilities
- Monitor live and recorded sales calls to identify areas where deals are being lost.
- Rewrite and test sales copy, scripts, and sequences to improve conversion rates.
- A/B test sales emails, call openers, demo pitches, and personalized video tactics.
- Develop and optimize outbound cadences for timely and effective follow-ups across multiple channels.
- Provide one-on-one coaching to sales representatives on real calls and develop an objection-handling playbook.
- Create a video training series and self-serve modules with assessments for efficient onboarding and continuous skill development.
Requirements
- Proven track record of personally selling and closing deals, preferably in outbound/high-volume B2B sales, with demonstrable results.
- Ability to write effective sales copy and articulate the reasoning behind its success.
- Comfortable presenting on camera and producing training videos independently.
- Proficiency in structuring A/B tests, analyzing results, and making data-driven decisions.
- Skilled in coaching sales representatives to improve performance and confidence without demotivation.
- Ability to quickly diagnose issues and implement solutions efficiently.
- Familiarity with CRM systems (Hubspot preferred) and sales sequencing tools.
Skills
- Sales Copywriting
- A/B Testing
- Sales Coaching
- Video Production
- CRM Management
- Sales Sequencing
- Objection Handling
- Outbound Sales
- B2B Sales
- Performance Analysis
Location
- Remote
Work Type
- Full-time
Experience Level
- Mid-level
Salary/Compensations
- $29,000 - $35,000 a year
About the Company
- Wing Assistant is a company focused on improving sales team performance through practical, data-driven enablement.