Head of Sales Performance

2 weeks, 6 days ago
Full-time
Executive
Sales and Business Development
Wing Assistant

Wing Assistant

Wing Assistant: Your dedicated assistant for businesses and executives, offering affordable support for essential tasks to drive business growth.

Professional Services
51-250
Founded 2017
$2M raised

Description

  • Build sales sequences, talk tracks, objection-handling guides, battle cards, demo collateral, and other enablement tools.
  • Evaluate and implement AI-enabled sales tools, conversation intelligence, and automation.
  • Manage, coach, and hire SDRs and Sales Associates, including regular 1:1s and performance management.
  • Own sales onboarding, ramp-up programs, trainer management, pairing models, cadence standards, and CRM hygiene.
  • Design and A/B test email and chat follow-up sequences using reply, re-engagement, and conversion metrics.
  • Develop no-show recovery, rebooking, closed-lost reactivation, and aged-opportunity campaigns.
  • Improve stage-to-stage funnel conversion and manage channel-partner leads, ownership, reporting, and performance.
  • Review calls and demos, coach representatives and Account Executives, run calibration sessions, and support live deals.
  • Maintain the sales knowledge base and AI sales chat content while ensuring customer-facing claims are accurate and compliant.

Requirements

  • 4+ years of experience in inside sales, sales development, sales enablement, revenue operations, or a similar commercial role.
  • 2+ years of experience managing or coaching a sales team.
  • Track record of building sales systems, tools, or programs from scratch.
  • 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 discovery, objection handling, urgency, and deal progression.
  • Ability to review sales calls, identify gaps, and provide actionable feedback.
  • Hands-on experience building email, chat, SMS, or similar sales sequences.
  • Strong CRM discipline and experience with HubSpot, Salesforce, or comparable platforms.
  • Data-driven approach to diagnosing funnel issues, setting targets, and managing performance.
  • Strong written and verbal English communication skills and availability to work Pacific Time hours.
  • Preferred: Experience with SDRs and Account Executives, sales onboarding, reactivation campaigns, AI sales tools, channel partnerships, compliance, or high-growth SaaS, staffing, outsourcing, or technology-enabled services companies.

Interested in this position?

Apply directly on the company website

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