Skip to content

Wing Assistant

Head of Sales Performance

Compensation
$125K–$155K / yr
Location
US
Arrangement
Remote
Employment type
Full-time
Level
Director
Posted
18 August 2026 (about a month ago)

Checked about a month agoApplications go to the employer, never to RoleSprint

About this 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

Work location

  • US

Related jobs

Ready to make a decision?

This role is either worth your time or it isn’t.

Analyze the posting against your experience, see the gaps clearly, and build the right materials only if the opportunity makes sense.

Nothing is submitted automatically. You choose what happens next.

About this listing

Published on Lever under the board identifier Getwingapp, which is the name the employer’s own job board carries. RoleSprint has not verified the company’s registered or trading name, so it is shown exactly as published rather than tidied up.

RoleSprint is not the employer and not a recruiter. Applications are made on the employer’s own site and never reach us; what RoleSprint does is help you decide whether a role is worth your time and prepare for it if it is.

Published 18 August 2026, last checked about a month ago. A posting stops being advertised here 90 days after the employer published it, and one the employer takes down is marked closed rather than quietly removed.

Browse all current openings

No credit card requiredStart free