Aug. 19, 2025

Advertising Operations Lead

SquarePeg Hires Boston, Massachusetts

Who are we? We are backed by venture investors on the Midas List, and we plan to disrupt the nearly $1T digital advertising market. We are seeking a talented and highly motivated Advertising Operations Lead to help us execute on our grand vision - someone who is excited about working across a variety of functions within a fast-growing startup. This role will be directly responsible for overseeing yield management and rate optimization across our hundreds of earning opportunities. The work you’ll do: • Drive strategic decision-making alongside the CMO • Manage the end-to-end lifecycle for launching new offers • Establish and maintain QA processes for tracking accuracy and offer performance • Negotiate with partners to secure favorable offer deal terms • Troubleshoot and resolve day-to-day operational issues • Lead special projects and initiatives from the CMO • Take ownership of regular reporting on program performance, utilization, and profitability Who you are: • 2-6 years experience in finance, consulting, or equivalent startup role • Excellent written and verbal communication skills including development of presentations • Strong knowledge about yield management, reporting systems, and digital advertising • Track record of exceeding goals derived from established KPIs • Naturally comfortable working alongside product, tech & marketing teams • Experience & prior success negotiating with partners, clients & vendors • Comfortable operating in ambiguity and rolling up your sleeves to get things done Details • Full-time and in-person in Boston, MA • Competitive salary based on experience level • Meaningful equity package with significant upside potential • Competitive paid time off • Monthly wellness stipend for your choice of wellness benefits • Medical, dental, and vision insurance

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