Head of Digital B2B Sales

Driving the commercial growth engine of a scaling YouTube sponsorship and creator network agency, this full-time remote position focuses on the end-to-end architecture and execution of outbound business development infrastructure. Operating on United States business hours (4pm to 12.30pm SA time), the role is structured around complete ownership of new business pipelines: systematically recruiting high-tier creators into the agency's ecosystem and securing high-value brand sponsorships. This position is built for a highly analytical, systems-oriented sales leader who balances immediate outbound sales execution with the data-driven foresight required to document standard operating procedures and scale a division. The successful candidate will transition from managing initial hands-on outreach, cold sequences, and client discovery loops to hiring and leading an internal sales development team. Key Responsibilities Outbound Campaign Architecture: Build, manage, and optimize automated outbound lead-generation sequences targeting both creators and brand sponsors utilising modern email, social media, and customised webform pathways. Technical Solutioning & Collaboration: Partner closely with internal developers to run and iterate proprietary custom software designed specifically to solve non-traditional data collection barriers across the creator landscape. CRM & Funnel Orchestration: Take full ownership of the sales CRM system, maintaining absolute data integrity, analysing pipeline drop-off metrics obsessively, and establishing transparent, spreadsheet-backed tracking across every funnel stage. Direct Sales Execution: Conduct comprehensive pre-call intelligence preparation and lead professional sales conversations with newly targeted creators and sponsors, consistently achieving predefined weekly call volumes. Process Documentation & Scalability: Standardise and document all successful outreach frameworks, messaging scripts, and playbooks within internal knowledge repositories (Notion) to facilitate the structural onboarding of future hires. Strategic Growth Scaling: Meet progressive organisational milestones within a 180-day framework, scaling creator outbound volume up to 2,000 campaigns per week and subsequently executing the recruitment and training of an incoming Sales Development Representative (SDR). Requirements Startup-Agnostic Expertise: 5+ years of dedicated business development or sales experience strictly within a startup or high-growth organisational environment. Remote International Operations: Proven history of operating productively in a fully remote capacity aligned with United States-based organisations. Advanced Data Literacy: Highly logical, analytical mindset with a demonstrated capacity to extract pipeline insights from spreadsheets or artificial intelligence data tools. Comprehensive Execution Mindset: Recent, direct experience authoring cold email sequences and managing baseline sales pipelines independently. Cultural Context: Solid foundational familiarity with the global YouTube and creator ecosystem, or a rigorous commitment to mastering the sector's distinct operational nuances. Professional Tenacity: High self-direction, low operational ego, and a commitment to reviewing performance data continuously to achieve outstanding commercial results. Desirable Requirements Prior experience selling directly into the non-traditional B2B influencer or digital creator sectors. Required Software Skills Clay Apollo Lemlist EmailBison HubSpot or Close CRM platforms Notion Google Sheets AI Call Recording Applications Benefits Direct operational integration with company founders in a hyper-growth environment, shaping revenue foundations from the ground up. Collaborative, resource-shared culture focused on execution speed, data transparency, and objective achievement.