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Miami, Florida, United States
Remote only
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 Head of Sales Performance to build, own, and multiply the performance of our inbound sales engine from the first follow-up touch through close.
This is a builder's role, not a caretaker's. You won't be inheriting a finished machine; you'll be constructing one. That means creating the tools, sequences, collateral, coaching systems, and standards that make every rep on the floor measurably better and personally stepping into the work when needed.
You will lead the inbound follow-up function, strengthen the systems and processes behind it, coach the team, and ensure every qualified opportunity is managed with discipline and urgency. Beyond your direct team, you will raise the quality and consistency of how the entire sales floor sells through coaching, performance management, process improvement, and the thoughtful use of sales technology.
You will have a team, a modern sales tech stack, and clear revenue and performance targets tied directly to your ownership. As you establish the sales performance engine, your scope may expand into post-sale revenue onboarding, retention, and account expansion.
Build the Sales Performance Toolkit
Team Leadership
Follow-Up and Mid-Funnel Conversion
Channel Partner Lead Management
Sales Quality and Coaching
Knowledge and Compliance
Preferred
What Success Looks Like
You are a strong fit for this role if you are a hands-on operator and a force multiplier someone who makes the people and systems around them better, not just their own numbers.
You should be comfortable moving between strategy and execution: reviewing a dashboard in the morning, rewriting a follow-up sequence at noon, coaching an underperforming representative in the afternoon, and helping an Account Executive move a difficult deal forward before the day ends. When something the team needs doesn't exist, your instinct is to build it.
