Head of Sales Performance

3 weeks, 1 day 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 resources.
  • Evaluate and implement AI-enabled sales tools, conversation intelligence, and automation.
  • Manage and develop SDRs and Sales Associates through coaching, 1:1s, hiring, and performance management.
  • Own sales onboarding, ramp-up programs, trainer management, pairing models, cadence standards, and CRM hygiene.
  • Design and test follow-up sequences across email and chat, tracking reply, re-engagement, and conversion rates.
  • Build no-show recovery, rebooking, closed-lost reactivation, and aged-opportunity campaigns.
  • Oversee channel-partner leads, including ownership, follow-up, reporting, and performance evaluation.
  • Review calls and demos, coach representatives, run calibration sessions, and support live deals.
  • Maintain the sales knowledge base and AI sales assistant content, ensuring customer-facing claims are accurate and compliant.
  • Use funnel data and performance targets to reduce stage-to-stage drop-off and improve sales execution.

Requirements

  • 4+ years of experience in inside sales, sales development, sales enablement, revenue operations, or a related 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 representatives on discovery, objection handling, urgency, and deal progression.
  • Ability to review sales calls, identify performance gaps, and provide actionable feedback.
  • Hands-on experience creating sequences across email, chat, SMS, or similar channels.
  • Strong CRM discipline and experience with platforms such as HubSpot or Salesforce.
  • Comfort using data to diagnose funnel issues, set targets, and manage performance.
  • Strong written and verbal English communication skills; ability to work Pacific Time hours.
  • Preferred: experience with SDRs and Account Executives, sales onboarding, reactivation campaigns, AI sales tools, enablement content, channel partnerships, or compliance processes.

Interested in this position?

Apply directly on the company website

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