Head of Sales

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🕒 March 5

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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

• Lead and scale Backcountry’s Group Sales program by driving structured pipeline management, enforcing accountability, increasing per-rep output, and materially expanding revenue contribution across the team. • Translate existing growth strategy into disciplined, repeatable team execution. • Raise the performance bar by setting clear expectations for outreach volume, conversion quality, and close rates. • Ensure consistent enforcement of process. • Provide direct coaching on outbound prospecting, objection handling, pricing strategy, and closing. • Personally step into high-value or at-risk deals when needed to secure outcomes.

🎯 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.