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Head of Sales & Business Development

Posted about 1 month agoViewed

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💎 Seniority level: Executive, 10+ years

📍 Location: United States

🔍 Industry: Advertising

🏢 Company: Ready Set.

🗣️ Languages: English

⏳ Experience: 10+ years

🪄 Skills: LeadershipBusiness DevelopmentPeople ManagementSalesforceCross-functional Team LeadershipMentoringNegotiationAccount ManagementClient relationship managementBudgetingSales experienceTeam managementLead GenerationStrategic thinkingCRMFinancial analysis

Requirements:
  • 10+ years of B2B sales experience, ideally in a high-growth, performance-driven digital agency or AdTech environment.
  • Proven success scaling revenue functions from $10M+ to $50M+.
  • Demonstrated ability to build, lead, and retain top-performing sales teams.
  • Strong strategic thinking, operational rigor, and analytical skills.
  • Experience selling creative, paid media, or performance marketing services.
  • Familiarity with regulated industries (Finance, Healthcare, Insurance) is a plus.
  • Skilled at adding value throughout the sales process and guiding enterprise buyers to a decision.
  • Excellent communication and executive presence.
  • Comfortable working in ambiguity — you thrive in build-from-scratch environments.
  • Experience working in remote-first teams is a strong plus.
  • Collaborative, accountable, and deeply motivated to win.
Responsibilities:
  • Lead and mentor the existing sales team as a player-coach.
  • Recruit, train, and manage high-performing AEs, SDRs, and Sales Ops.
  • Define and evolve team structure as we grow.
  • Set targets, comp plans, and performance benchmarks aligned with 3-year growth goals.
  • Develop outbound and inbound sales playbooks tailored to DTC, B2C, and growth-stage companies — especially in regulated industries like Finance, Healthcare, and Insurance.
  • Build and refine pitches, sales decks, and collateral that align with our brand and resonate with buyers.
  • Manage tools (CRM, automation, reporting) to support sales goals — we currently use HubSpot.
  • Build sales processes, pipelines, and forecasting models for repeatability and scale.
  • Personally own and close high-value deals, navigating complex, multi-stakeholder buying cycles.
  • Sell into CMOs, VPs of Growth, and other senior decision-makers in a consultative, insight-driven manner.
  • Collaborate with Marketing to generate and convert pipeline.
  • Continuously refine our ICP and value proposition using insights from the market, sales data, and client conversations.
  • Work closely with Client Experience, Creative Strategy, and Media Buying teams to ensure smooth client handoffs.
  • Partner with Finance and RevOps on forecasting, performance tracking, and goal-setting.
  • Provide strategic input on how we package and position our products based on buyer feedback.
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