Head of Sales Performance

atWing AssistantRemoteUS flagUnited StatesFull-timeSalesLead$125k – $155k/year

Posted Aug 18

This is a fully remote position, open to applicants in United States.

📋 Description

• Develop sales resources such as sequences, talk tracks, objection-handling guides, battle cards, and demo materials.

• Identify deficiencies in the sales process and create tools, procedures, or content to address them.

• Assess and deploy AI-driven sales tools, conversation intelligence, and automation solutions.

• Oversee and nurture the inbound follow-up team, including SDRs and Sales Associates.

• Conduct one-on-one sessions, coach team performance, hire as the team expands, and manage the Sales Trainer.

• Take charge of onboarding and ramp-up processes for new sales hires.

• Set standards for cadence, ownership, CRM hygiene, and the pairing model between Sales Associates and Account Executives.

• Create, write, and A/B test follow-up sequences across email and chat platforms.

• Manage recovery from no-shows, rebooking, and reactivation campaigns for aged and closed-lost opportunities.

• Minimize drop-off from stage to stage in the funnel and enhance mid-funnel conversion rates.

• Supervise channel-partner leads and opportunities, including ownership, follow-up, reporting, and performance tracking.

• Review recorded calls and demos with the aid of a written sales scorecard.

• Guide Account Executives in discovery, objection handling, urgency, and securing follow-up calls.

• Facilitate calibration sessions and join live deals when representatives require support.

• Manage the sales knowledge base and the content that powers the AI sales chat assistant.

• Ensure the accuracy and compliance of customer-facing sales claims and automated channel information.

• Enhance sales floor quality through coaching, performance management, process enhancements, and sales technology.


⛳️ Requirements

• Minimum of 4 years of experience in inside sales, sales development, sales enablement, revenue operations, or a comparable commercial role.

• At least 2 years of experience in managing or coaching a sales team.

• Proven history of developing sales systems, tools, or programs from the ground up.

• Demonstrated experience in improving follow-up, pipeline conversion, show rates, or sales-cycle performance.

• Strong comprehension of inbound sales funnels, lead management, and mid-funnel conversion strategies.

• Experience in coaching sales representatives on discovery, objection handling, urgency, and deal progression.

• Ability to evaluate sales calls, pinpoint performance gaps, and deliver clear, actionable feedback.

• Practical experience in constructing sales sequences across email, chat, SMS, or other follow-up channels.

• Strong CRM discipline and familiarity with platforms like HubSpot or Salesforce.

• Capability to utilize data for diagnosing funnel issues, setting targets, and managing performance.

• Excellent written and verbal communication skills in English.

• Willingness and capability to work during Pacific Time hours.

• Preferred: experience in managing SDRs or Sales Associates and Account Executives.

• Preferred: experience overseeing sales onboarding, training, and representative ramp-up programs.

• Preferred: experience in developing 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 in creating sales collateral, playbooks, or enablement content used across the team.

• Preferred: experience in a high-growth startup, SaaS, staffing, outsourcing, or technology-enabled services sector.

• Preferred: experience in managing leads generated through channel partnerships.

• Preferred: knowledge of compliance, sales claims management, and maintaining a customer-facing knowledge base.


🏝️ Benefits

• Annual base salary ranging from $125,000 to $155,000, based on experience.

• Performance-driven bonuses linked to individual and company objectives.

• Paid Time Off (PTO).

• Paid U.S. holidays.

• Paid sick leave.

• Health insurance coverage.

• Company-sponsored team events and offsite gatherings.

• Clear pathways for career growth and increased leadership responsibilities.

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