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:
- 🚀 Build & Lead the Sales Team
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.
Qualifications:
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.
What we offer:
A pivotal role in shaping the next chapter of a fast-growing agency.
100% remote work with a globally distributed, talented team.
Competitive base salary + performance-based compensation.
Equity participation.
Annual training and development budget.
Flexible PTO and local holidays.
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What We Do
Ready Set is a digital agency with a holistic approach to search and social. We believe great creative is at the heart of great performance. We believe your ads be best-in-class at bringing the most customers possible to your landing pages. And your landing pages should be the best they can be at capturing emails and driving purchase. And your PDPs should reflect the messaging, products and feel of all of the above. This is our holistic playbook, and it works for clients like DoorDash, hims & hers and Brigit. If you're feeling stuck and aren't growing like you could be, let's talk
