Head of Sales Performance

Wing Assistant

Head of Sales Performance building Wing Assistant’s inbound sales engine for AI-enabled workforce solutions. Leading follow-up systems, sales coaching, funnel conversion, and performance management.

Posted 8/18/2026full-timeRemote • 🇺🇸 United StatesLead💰 $125,000 - $155,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in building and managing sales systems, tools, and processes to enhance sales performance and conversion metrics. Proficient in coaching sales teams and utilizing data-driven insights to optimize inbound sales funnels and lead management.

Highest-signal resume keywords

Sales EnablementCoaching Sales TeamsBuilding Sales SystemsCRM DisciplineData-Driven Performance Management

ATS Keywords

Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

Sales DevelopmentPipeline ConversionFollow-Up SequencesObjection HandlingLead ManagementSales Cycle PerformancePerformance TrackingEmail A/B TestingConversation IntelligenceAI Sales Tools

Soft Skills

Written CommunicationVerbal CommunicationCoachingPerformance EvaluationTeam Management

Tools & Technologies

HubSpotSalesforceAI Sales Chat AssistantSales ScorecardAutomation Tools

Industry Keywords

Inbound Sales FunnelsSales MotionSales Performance EngineChannel-Partner LeadsSales Knowledge Base

About the role

Key responsibilities & impact

Build sales assets including sequences, talk tracks, objection-handling guides, battle cards, and demo collateral
Identify gaps in the sales motion and create tools, processes, or content to close them
Evaluate and implement AI-enabled sales tools, conversation intelligence, and automation
Manage and develop the inbound follow-up team, including SDRs and Sales Associates
Conduct 1:1s, coach performance, hire as the team scales, and manage the Sales Trainer
Own the Sales Associate and Account Executive pairing model, cadence standards, ownership rules, and CRM hygiene
Design, write, and A/B test email and chat follow-up sequences
Manage no-show recovery, rebooking, reactivation, and closed-lost opportunity campaigns
Reduce stage-to-stage funnel drop-off using reply rate, re-engagement rate, and conversion metrics
Oversee channel-partner leads and opportunities, including ownership, follow-up, reporting, and performance tracking
Review recorded calls and demos using a written sales scorecard and maintain monthly review coverage
Coach Account Executives on discovery, objection handling, urgency, and securing second calls
Run calibration sessions and join live deals when representatives need support
Own the sales knowledge base and content powering the AI sales chat assistant
Ensure customer-facing sales claims and automated-channel information are accurate and compliant
Build and lead Wing Assistant's inbound sales performance engine for its AI-enabled workforce solutions

Requirements

What you’ll need

At least 4 years of experience in inside sales, sales development, sales enablement, revenue operations, or a similar commercial role
At least 2 years of experience managing or coaching a sales team
Track record of building sales systems, tools, or programs from scratch
Proven experience improving follow-up, pipeline conversion, show rates, or sales-cycle performance
Strong understanding of inbound sales funnels, lead management, and mid-funnel conversion
Experience coaching sales representatives on discovery, objection handling, urgency, and deal progression
Ability to review sales calls, identify performance gaps, and provide actionable feedback
Hands-on experience building sales sequences across email, chat, SMS, or other follow-up channels
Strong CRM discipline and experience with platforms such as HubSpot or Salesforce
Ability to use data to diagnose funnel problems, set targets, and manage performance
Strong written and verbal English communication skills
Willingness and ability to work Pacific Time hours

Benefits

Comp & perks

$125,000–$155,000 annual base salary, depending on experience
Performance-based bonuses tied to individual and company goals
Paid Time Off (PTO)
Paid U.S. holidays
Paid sick leave
Health insurance
Company-sponsored team events and offsites
Clear opportunities for career advancement and expanded leadership responsibility
Remote work arrangement