Inside Sales Leader: Build, Coach & Accelerate Pipelines

Wing Assistant; Illinois; On-site; USD 16,000 - 20,000; Full time

Job summary

Wing Assistant is seeking 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 sales floor operates. You will lead this function, strengthen systems and processes, coach the team, and ensure every qualified opportunity is managed with discipline and urgency.

This builder role includes a modern sales tech stack, clear revenue targets, and opportunities to shape sales standards across the

Qualifications

• At least 4 years in inside sales, sales development, revenue operations, or similar
• At least 2 years of experience managing or coaching a sales team
• Proven experience improving follow-up, pipeline conversion, or lift in performance
• Strong understanding of inbound sales funnels, lead management, and mid-funnel conversion
• Experience coaching reps on discovery, objections, and deal progression
• Strong CRM discipline and data-driven performance management
• Experience building sales sequences across channels (email, chat, SMS)
• Comfort with using data to diagnose funnel problems and set targets

Responsibilities

• Lead inbound follow-up team including SDRs and Sales Associates
• Coach performance, conduct regular 1:1s, and scale the team
• Own pairing model between Sales Associates and Account Executives
• Establish cadence standards, ownership rules, and CRM hygiene expectations
• Manage the Sales Trainer and onboarding for new hires
• Design and test follow-up sequences across email and chat
• Track metrics like reply rate and conversion as primary scorecards
• Oversee channel partner lead management and reporting
• Review calls and demos using a sales scorecard
• Maintain knowledge base as single source of truth
• Ensure compliance and accuracy of customer-facing information

Skills

Inside sales

Sales management

CRM discipline

HubSpot

Sales coaching

Tools

HubSpot

Salesforce

CRM software

Job description

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.

Salary: PHP 90,000 to PHP 110,000 per month, plus On-Target Earnings (OTE)

Schedule: Pacific Time

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.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

Salary: PHP 90,000 to PHP 110,000 per month, plus On-Target Earnings (OTE)