Head of Sales Performance

Wing Assistant

Head of Sales Performance building Wing Assistant’s AI-enabled workforce solutions sales engine. Creating sales systems, coaching teams, and improving inbound funnel conversion from follow-up through close.

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

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in building and managing sales systems, tools, and processes to enhance sales performance and team effectiveness. Proficient in coaching sales teams, optimizing follow-up strategies, and leveraging data-driven insights for pipeline management.

Highest-signal resume keywords

Sales EnablementCoaching Sales TeamsBuilding Sales SequencesCRM Experience (HubSpot, Salesforce)Data-Driven Performance Management

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Sales Systems DevelopmentPipeline Conversion ImprovementEmail Follow-Up SequencesObjection HandlingLead ManagementSales Performance AnalysisA/B TestingConversation IntelligenceAutomation ToolsSales Training

Soft Skills

Strong Communication SkillsCoaching AbilityPerformance Feedback

Tools & Technologies

HubSpotSalesforceAI Sales ToolsSales Scorecard

Industry Keywords

Inside SalesSales DevelopmentRevenue OperationsInbound Sales FunnelsSales Cycle Performance

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 build tools, processes, or content to address 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 sales onboarding and ramp-up for new sales hires
Design, write, and A/B test email and chat follow-up sequences
Manage no-show recovery, rebooking, closed-lost reactivation, and aged-pipeline campaigns
Reduce stage-to-stage funnel drop-off
Oversee channel-partner leads and opportunities, including ownership, follow-up, reporting, and performance tracking
Review recorded calls and demos using a written sales scorecard
Coach Account Executives and join live deals when representatives need support
Own the sales knowledge base and content powering the AI sales chat assistant
Maintain accurate customer-facing information and ensure sales claims are compliant

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