Head of Sales Performance

Wing Assistant

Head of Sales Performance building Wing Assistant’s AI-enabled workforce solutions sales engine. Leading inbound follow-up, sales coaching, conversion optimization, and sales technology implementation.

Posted 8/18/2026full-timeRemote • Utah • 🇺🇸 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 performance toolkits, coaching sales teams, and implementing AI-enabled sales tools. Proven ability to enhance sales processes, improve conversion rates, and maintain CRM discipline.

Highest-signal resume keywords

Sales Performance Toolkit DevelopmentSales Team ManagementAI-Enabled Sales Tools ImplementationCRM Discipline with HubSpot or SalesforceSales Funnel Optimization

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Sales DevelopmentSales EnablementPipeline ConversionEmail and Chat Follow-Up SequencesObjection HandlingPerformance ManagementSales Collateral CreationData Analysis for Funnel DiagnosisCoaching Sales RepresentativesLead Management

Soft Skills

Strong Written CommunicationStrong Verbal CommunicationCoaching SkillsPerformance Feedback

Tools & Technologies

HubSpotSalesforceAI Sales ToolsConversation IntelligenceSales Automation Platforms

Industry Keywords

Inside SalesRevenue OperationsHigh-Growth StartupSaaSSales Claims Management

About the role

Key responsibilities & impact

Build the sales performance toolkit, 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 own the Sales Associate–Account Executive pairing model
Establish cadence standards, ownership rules, and CRM hygiene expectations
Manage the Sales Trainer and own onboarding and ramp-up for new sales hires
Design, write, and A/B test email and chat follow-up sequences
Improve reply rate, re-engagement rate, conversion, show rates, and stage-to-stage funnel performance
Build no-show recovery and closed-lost reactivation campaigns
Oversee channel-partner leads and opportunities, including ownership, follow-up, reporting, and performance tracking
Review recorded calls and demos, maintain call-review coverage, and coach Account Executives
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 remain accurate and compliant
Raise the quality and consistency of sales-floor performance through coaching, performance management, process improvement, and sales technology

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 clear, 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
Preferred: experience managing SDRs or Sales Associates and Account Executives
Preferred: experience owning sales onboarding, training, and rep ramp-up programs
Preferred: experience building no-show recovery, closed-lost reactivation, or aged-pipeline campaigns
Preferred: familiarity with AI-enabled sales tools, conversation intelligence, and sales automation platforms
Preferred: experience creating sales collateral, playbooks, or enablement content adopted floor-wide
Preferred: experience in a high-growth startup, SaaS, staffing, outsourcing, or technology-enabled services company
Preferred: experience managing leads generated through channel partnerships
Preferred: familiarity with compliance, sales claims management, and maintaining a customer-facing knowledge base

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