Head of Sales

Job not on LinkedIn

🕒 March 5

🌵 Arizona, Florida, +15 more states – Remote

🌵 Arizona – Remote 🐊 Florida – Remote ⚜️ Louisiana – Remote 🎰 Nevada – Remote 🌲 North Carolina – Remote 🌪️ Oklahoma – Remote 🚗 Michigan – Remote 🎸 Mississippi – Remote 🏰 Missouri – Remote 🔔 Pennsylvania – Remote 🎸 Tennessee – Remote 🤠 Texas – Remote ⛷️ Utah – Remote ⚔️ Virginia – Remote ⛰️ West Virginia – Remote 🧀 Wisconsin – Remote 🦬 Wyoming – Remote

⏰ Full Time

🔴 Lead

🤑 Sales

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CSC Generation

WebsiteLinkedInAll Job Openings

1001 - 5000 employees

🛒 Retail

🛍️ eCommerce

💰 Venture Round on 2019-01

Retail • eCommerce • AI

CSC Generation is a retail technology platform that enhances revenue growth and unit margin management through automation and AI. The company manages a diverse portfolio of 325,000 products online and receives over 10 million monthly page views across its brands. CSC Generation specializes in retail, ecommerce, and wholesale, with a commitment to expanding by acquiring successful brands. Founded in 2016 by Justin Yoshimura, CSC Generation has acquired several well-known brands including One Kings Lane and Sur La Table, and continues to seek out new brands to join its network. The company offers extensive career opportunities and focuses on creating an inspiring and challenging work environment.

📋 Description

• Serve as a revenue execution leader with “rainmaker” credibility — modeling the behaviors required to win large, complex B2B deals • Translate existing growth strategy into disciplined, repeatable team execution • Drive structured pipeline management and enforce CRM rigor and forecasting accuracy • Increase per-rep productivity through clear activity standards, performance tracking, and coaching • Personally step into high-value or at-risk deals when needed to secure outcomes • Raise the performance bar by setting clear expectations for outreach volume, conversion quality, and close rates • Ensure consistent enforcement of process, not just creation of process • Lead, coach, and develop a team of 5–8 Group Sales Account Managers • Drive a high-performance, accountable, results-oriented sales culture • Conduct structured 1:1s, pipeline reviews, and deal strategy sessions • Provide direct coaching on outbound prospecting, objection handling, pricing strategy, and closing • Own and materially increase total revenue contribution from the Group Sales channel • Drive predictable performance through structured pipeline reviews and deal inspection • Improve per-rep output through accountability, coaching, and performance management • Identify performance gaps quickly and implement corrective action plans • Ensure disciplined enforcement of sales methodology, pricing strategy, and negotiation standards • Maintain personal credibility by continuing to engage in complex, strategic deal-making • Implement and oversee AI-driven workflows to increase productivity and deal velocity • Write clear prompts, validate outputs, and iterate based on rep feedback • Drive consistent adoption of tools that improve quality and efficiency • Partner with merchandising, operations, and vendor teams to support inventory planning and special orders • Ensure seamless execution and high-quality service for business accounts • Help shape long-term strategy for Group Sales within broader brand initiatives

🎯 Requirements

• 7+ years of B2B, outbound, or account management sales experience • 2+ years of sales leadership experience in a quota-carrying environment • Demonstrated success closing complex, high-value strategic accounts • Proven track record of consistently meeting or exceeding revenue targets • A true player–coach mindset — you enjoy leading a team but still love to sell • Strong negotiation skills and executive-level relationship management ability • Experience building structure, process, and accountability within sales teams • Comfort operating in fast-paced, performance-driven environments • Retail, ecommerce, or outdoor industry experience preferred

🏖️ Benefits

• Executive Access: Work directly with brand CEOs and senior leadership, solving real business problems and earning mentorship from top operators. • AI-First Skill Building: Get hands-on with the most advanced AI tools in the market. From automation to prompt engineering, you’ll build a modern tech stack that sets you apart in any industry. • Accelerated Career Path: High performers are quickly entrusted with greater responsibility, new challenges, and leadership opportunities across our portfolio of brands. • Competitive benefits: Paid time off policies, 401(k)/RRSP match, medical/dental/vision and a variety of supplemental policies, and employee discounts at our portfolio companies