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Head of Sales Performance
Wing Assistant · Denver, CO, United States
About The Role
What You'll Own
Build the Sales Performance Toolkit
- Create the sales assets the floor runs on: sequences, talk tracks, objection-handling guides, battle cards, and demo collateral from zero where nothing exists today
- Identify gaps in the sales motion and build the tool, process, or content that closes them
- Evaluate, implement, and get real leverage from AI-enabled sales tools, conversation intelligence, and automation
Team Leadership
- Manage and develop the inbound follow-up team, including SDRs and Sales Associates
- Conduct regular 1:1s, coach performance, and hire as the team scales
- Own the pairing model between Sales Associates and Account Executives
- Establish cadence standards, ownership rules, and CRM hygiene expectations
- Manage the Sales Trainer and own onboarding and ramp-up for all new sales hires
Follow-Up and Mid-Funnel Conversion
- Design, write, and A/B test follow-up sequences across email and chat
- Use reply rate, re-engagement rate, and conversion as your primary scorecards
- Build and manage the no-show recovery motion for cancellations and missed demos
- Turn missed and cancelled demos into rebooked conversations
- Build and run reactivation campaigns for aged and closed-lost opportunities
- Reduce stage-to-stage drop-off across the funnel, beginning with the weakest-performing stage
Channel Partner Lead Management
- Oversee the handling of leads and opportunities generated through channel partnerships
- Establish clear ownership, follow-up, and reporting standards for partner-sourced opportunities
- Track channel partner performance and evaluate its effectiveness as a source of new business
Sales Quality and Coaching
- Review recorded calls and demos using a written sales scorecard
- Maintain a fixed monthly call-review coverage target for every representative
- Coach Account Executives on discovery, objection handling, urgency, and securing second calls
- Run regular calibration sessions to ensure consistent scoring and coaching standards
- Join live deals when a representative needs support moving an opportunity forward
Knowledge and Compliance
- Own the sales knowledge base as the company's single source of truth
- Maintain the content that powers our AI sales chat assistant
- Establish a regular review cadence so customer-facing information remains accurate and current
- Ensure claims made by sales representatives and automated channels are accurate and compliant
Requirements
- 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
- A track record of building sales systems, tools, or programs from scratch not just running ones that already existed
- 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 working with platforms such as HubSpot or Salesforce
- Comfortable using 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 both SDRs or Sales Associates and Account Executives
- Experience owning sales onboarding, training, and rep ramp-up programs
- Experience building no-show recovery, closed-lost reactivation, or aged-pipeline campaigns
- Familiarity with AI-enabled sales tools, conversation intelligence, and sales automation platforms
- Experience creating sales collateral, playbooks, or enablement content adopted floor-wide
- Experience working in a high-growth startup, SaaS, staffing, outsourcing, or technology-enabled services company
- Experience managing leads generated through channel partnerships
- Familiarity with compliance, sales claims management, and maintaining a customer-facing knowledge base
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