Account Executive - Boston

Topsort•Somerville, MA

About The Position

Topsort is seeking an Account Executive in Somerville, Massachusetts, to drive growth by helping retailers, marketplaces, and delivery platforms unlock monetization opportunities through its commerce advertising and AI-powered technology. The role owns complex sales cycles from prospecting through closing, combining commercial strategy, technical understanding, and AI-enabled tools to build customer relationships, navigate stakeholders, and generate revenue. The Account Executive develops account strategies and qualified pipeline, executes enterprise deals, builds relationships with senior decision-makers, and develops expertise in retail media, auction technology, marketplace monetization, and Topsort's products. The role works closely with Sales Engineering, Product, Finance, Legal, and leadership, and uses AI, CRM systems, and data to support research, planning, follow-up, deal analysis, forecasting, and risk identification. Success is measured by advancing qualified opportunities through clear milestones and close plans, achieving revenue targets, mapping accounts and stakeholders effectively, maintaining reliable forecasts, communicating customer value, and aligning internal teams to support deals.

Requirements

  • 3 or more years of experience in sales or customer-facing roles, with a proven record of owning deals and delivering results.
  • Experience developing pipeline, managing complex sales cycles, negotiating, and engaging multiple stakeholders.
  • Strong commercial thinking, structured problem-solving, and ability to identify opportunities, navigate objections, and make informed decisions.
  • Ability to quickly understand technical products and communicate their value to business and technical audiences.
  • Comfort using AI, CRM systems, and data to improve sales execution while applying sound commercial judgment.
  • Strong communication skills and ability to collaborate with cross-functional teams and senior stakeholders.
  • Entrepreneurial mindset, curiosity, ownership, and ability to work independently in a fast-paced, evolving environment.
  • Bachelor's or Master's degree and willingness to travel regionally and internationally.

Nice To Haves

  • Degree in a quantitative or technical field.
  • Experience in B2B SaaS, AdTech, or retail media platforms.
  • Familiarity with retail, marketplaces, retail media, or digital monetization.
  • Experience in startups, scale-ups, or high-growth environments.
  • Proficiency in languages in addition to English.

Responsibilities

  • Identify and prioritize high-potential retailers, marketplaces, and delivery platforms using AI-assisted research, outbound strategies, industry events, and networking.
  • Own the full sales cycle, including discovery, business case development, technical alignment, proposals, negotiations, and closing.
  • Create clear action plans and milestones to keep enterprise deals progressing.
  • Build trusted relationships with senior decision-makers, map stakeholders, and navigate complex organizations.
  • Develop expertise in retail media, auction technology, marketplace monetization, and Topsort's product portfolio, and communicate technical capabilities as business value.
  • Partner with Sales Engineering, Product, Finance, Legal, and leadership to address customer needs, confirm technical feasibility, and accelerate deal progression.
  • Use AI, CRM systems, and data to improve research, account planning, follow-ups, and deal analysis.
  • Maintain reliable forecasts, identify commercial risks early, and ensure pipeline opportunities are genuine and supported by clear next steps.
  • Travel regionally and internationally as needed.
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