Ready Set.
Head of Sales & Business Development
Job Description
About Ready Set:
- We weave AI and technology throughout our operations to enhance human creativity, not replace it
- We produce high-quality creative that stops the scroll and achieves sustainable growth
- We optimize advertising across all digital channels for consistency and performance
- We use data to inspire and refine creative concepts that drives continued efficiency across channels
Head of Sales & Business Development
Ready Set is looking for a senior sales leader to build and scale our go-to-market engine from the ground up. This is a unique opportunity to shape the full sales function at a high-growth creative performance agency, working with brands like DoorDash, Hims & Hers, and Brigit.
You’ll be responsible for leading both business development (pipeline generation) and sales execution (closing deals) — defining the team structure, processes, and performance culture that takes Ready Set from a referral-driven business to a scalable, sales-led growth machine. This role reports directly to our CEO and will work cross-functionally with leaders across the company to unlock the next phase of our growth.
Responsibilities:
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🚀 Build & Lead the Sales Team
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Lead and mentor the existing sales team as a player-coach.
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Recruit, train, and manage high-performing AEs, SDRs, and Sales Ops.
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Define and evolve team structure as we grow.
🎯 Own Sales Strategy
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Set targets, comp plans, and performance benchmarks aligned with 3-year growth goals.
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Develop outbound and inbound sales playbooks tailored to DTC, B2C, and growth-stage companies — especially in regulated industries like Finance, Healthcare, and Insurance.
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Build and refine pitches, sales decks, and collateral that align with our brand and resonate with buyers.
⚙️ Establish Scalable Sales Infrastructure
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Manage tools (CRM, automation, reporting) to support sales goals — we currently use HubSpot.
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Build sales processes, pipelines, and forecasting models for repeatability and scale.
📈 Drive New Business Growth
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Personally own and close high-value deals, navigating complex, multi-stakeholder buying cycles.
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Sell into CMOs, VPs of Growth, and other senior decision-makers in a consultative, insight-driven manner.
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Collaborate with Marketing to generate and convert pipeline.
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Continuously refine our ICP and value proposition using insights from the market, sales data, and client conversations.
🤝 Collaborate Cross-Functionally
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Work closely with Client Experience, Creative Strategy, and Media Buying teams to ensure smooth client handoffs.
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Partner with Finance and RevOps on forecasting, performance tracking, and goal-setting.
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Provide strategic input on how we package and position our products based on buyer feedback.
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Qualifications:
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10+ years of B2B sales experience, ideally in a high-growth, performance-driven digital agency or AdTech environment.
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Proven success scaling revenue functions from $10M+ to $50M+.
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Demonstrated ability to build, lead, and retain top-performing sales teams.
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Strong strategic thinking, operational rigor, and analytical skills.
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Experience selling creative, paid media, or performance marketing services.
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Familiarity with regulated industries (Finance, Healthcare, Insurance) is a plus.
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Skilled at adding value throughout the sales process and guiding enterprise buyers to a decision.
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Excellent communication and executive presence.
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Comfortable working in ambiguity — you thrive in build-from-scratch environments.
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Experience working in remote-first teams is a strong plus.
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Collaborative, accountable, and deeply motivated to win.
What we offer:
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A pivotal role in shaping the next chapter of a fast-growing agency.
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100% remote work with a globally distributed, talented team.
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Competitive base salary + performance-based compensation.
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Equity participation.
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Annual training and development budget.
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Flexible PTO and local holidays.
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Ready Set.
Ready Set is the performance marketing agency for brands in regulated industries, delivering full-funnel strategies that keep you compliant and competitive.
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