Inside Sales Manager

Wing Assistant is building the next generation of AI-enabled workforce solutions for growing businesses. We help companies build high-performing teams across executive assistance, administrative support, customer support, sales support, recruiting, operations, and other critical business functions.

The Role

We’re looking for a hands-on Inside Sales Manager to own the follow-up and mid-funnel layer of our inbound sales engine while raising the quality and consistency of how our entire sales floor sells.

You will lead this function, strengthen the systems and processes behind it, coach the team, and ensure every qualified opportunity is managed with discipline and urgency.

You will also help establish stronger sales standards across the organization through coaching, performance management, process improvement, and the thoughtful use of sales technology.

This is a builder’s role, not a caretaker’s. You will have a team, a modern sales tech stack, and clear revenue and performance targets tied directly to your ownership.

Responsibilities: What You’ll Own:

• 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

What You’ll Be Measured On

• Demo no-show and cancellation recovery rate
• Customer response-time SLA
• Deal conversion rate
• Sales cycle length
• Average contract value per deal
• Follow-up reply rate
• Touches-per-deal compliance
• Second-call booking rate
• Stage-to-stage funnel conversion
• Demo-to-close rate
• Revenue recovered from aged and closed-lost pipeline
• Call scorecard coverage, including documented coaching feedback for every representative

Requirements: Requirements

• At least 4 years of experience in inside sales, sales development, revenue operations, or a similar commercial role
• At least 2 years of experience managing or coaching a sales team
• 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 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

What Success Looks Like

You are a strong fit for this role if you are a hands-on operator who can coach people, build systems, analyze performance, and personally step into the work when needed.

You should be comfortable moving between strategy and execution, whether that means reviewing a dashboard, rewriting a follow-up sequence, coaching an underperforming representative, or helping an Account Executive move a difficult deal forward.