Head of Sales Performance

Wing Assistant

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

Posted 8/18/2026full-timeRemote • California • 🇺🇸 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 while effectively coaching and developing sales teams. Proficient in utilizing data-driven insights to enhance sales performance and improve conversion rates across various channels.

Highest-signal resume keywords

Sales EnablementCoaching Sales TeamsBuilding Sales SequencesCRM DisciplineData-Driven Performance Management

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Inside SalesSales DevelopmentRevenue OperationsSales Funnel ManagementPipeline ConversionObjection HandlingFollow-Up StrategiesSales Performance ImprovementEmail Sequence DesignSales Call Review

Soft Skills

Strong Communication SkillsCoachingPerformance FeedbackTeam ManagementCollaboration

Tools & Technologies

HubSpotSalesforceAI Sales ToolsConversation IntelligenceSales Scorecard

Industry Keywords

Sales SystemsLead ManagementSales Cycle PerformanceInbound Sales FunnelsSales Knowledge Base

About the role

Key responsibilities & impact

Build sales sequences, talk tracks, objection-handling guides, battle cards, demo collateral, tools, processes, and content
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 own Sales Associate–Account Executive pairing
Establish cadence standards, ownership rules, CRM hygiene expectations, and manage the Sales Trainer
Own 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, and reactivation campaigns for aged and closed-lost opportunities
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 sales scorecard and maintain monthly call-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
Keep customer-facing information accurate and ensure sales claims are accurate and 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
Comfortable using 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