Head of Sales Performance

atWing AssistantRemoteUS flagCaliforniaFull-timeSalesLead$125k – $155k/year

Posted Aug 18

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

📋 Description

• Develop sales sequences, communication scripts, objection-handling resources, battle cards, demo materials, tools, processes, and content.

• Assess and implement AI-driven sales tools, conversation intelligence, and automation strategies.

• Supervise and cultivate the inbound follow-up team, including Sales Development Representatives (SDRs) and Sales Associates.

• Conduct one-on-one meetings, coach performance, recruit as the team grows, and manage the pairing of Sales Associates with Account Executives.

• Set cadence standards, define ownership guidelines, outline CRM hygiene expectations, and oversee the Sales Trainer.

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

• Create, compose, and A/B test follow-up sequences for emails and chats.

• Handle no-show recovery, rebooking, and reactivation campaigns for aged and closed-lost opportunities.

• Minimize drop-off rates at each stage of the sales funnel.

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

• Review recorded calls and demos using a sales scorecard and ensure monthly call-review coverage.

• Mentor Account Executives on discovery, objection handling, urgency, and securing follow-up calls.

• Facilitate calibration sessions and participate in live deals when representatives require assistance.

• Maintain the sales knowledge base and content that supports the AI sales chat assistant.

• Ensure customer-facing information is accurate and that sales claims are compliant and truthful.


⛳️ Requirements

• Minimum of 4 years of experience in inside sales, sales development, sales enablement, revenue operations, or a related 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 success in enhancing follow-up, pipeline conversion, show rates, or sales-cycle efficacy.

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

• Experience in coaching sales representatives on discovery, objection handling, urgency, and advancing deals.

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

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

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

• Comfortable leveraging data to identify funnel issues, establish targets, and manage performance.

• Excellent written and verbal communication skills in English.

• Willingness and capability to work during Pacific Time hours.


🏝️ Benefits

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

• Performance-driven bonuses linked to both 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 expanded leadership responsibilities.

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