Head of Sales
CSC Generation
full-time
Posted on:
Location Type: Remote
Location: Arizona • Florida • United States
Visit company websiteExplore more
Job Level
About the role
- 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
Applicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
B2B salespipeline managementCRMperformance trackingcoachingsales methodologynegotiationoutbound prospectingpricing strategydeal inspection
Soft Skills
leadershipcoachingaccountabilityrelationship managementperformance managementstrategic thinkingcommunicationproblem-solvingadaptabilityteam development