Head of Sales & Business Development at Ready Set

Offer summary

Qualifications:

10+ years of B2B sales experience in a high-growth digital agency or AdTech environment., Proven success in scaling revenue functions from $10M+ to $50M+., Strong strategic thinking, operational rigor, and analytical skills., Experience in selling creative, paid media, or performance marketing services..

Key responsibilities:

Build and lead the sales team, mentoring existing members and recruiting new talent.

Own the sales strategy by setting targets and developing tailored sales playbooks.

Establish scalable sales infrastructure, managing tools and processes for repeatability.

Drive new business growth by personally closing high-value deals and collaborating with marketing.

Job description

About Ready Set:

At Ready Set, we're not just another advertising agency—we're pioneers of a new era where creativity drives performance and every brand has the power to shine. We're bridging the gap between brand building and measurable business outcomes, infusing innovation at every step.What sets us apart?

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

We're a fully remote team, collaborating globally to bring diverse perspectives to our work. Whether you're a creative mastermind, a media wizard, or a strategic thinker, there's a place for you at Ready Set. If you're passionate about working at the intersection of creativity, technology, and performance, we’d love to hear from you!

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.
🎯 Own Sales Strategy
- 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.
⚙️ Establish Scalable Sales Infrastructure
- Manage tools (CRM, automation, reporting) to support sales goals — we currently use HubSpot.
- Build sales processes, pipelines, and forecasting models for repeatability and scale.
📈 Drive New Business Growth
- 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.
🤝 Collaborate Cross-Functionally
- 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.