Director of Marketing

About Olly Olly

Ready to roll up your sleeves and help transform local marketing forever? At Olly Olly, we're blending technology and real-world expertise to empower small businesses across the U.S. like never before.

We believe small businesses are the backbone of our economy. That's why we're on a mission to provide them with tools, strategies, and insights that help them rank higher, generate high-quality leads, get calls and reviews, and above all grow sustainably without the hassle.

Our platform complements our hands-on service perfectly : it's no-nonsense, easy-to-use software that helps local businesses streamline operations and contact management, drive leads, stabilize cash flow, and maximize revenue with minimal effort so they can reclaim their time to focus on what they do best.

Why We Need You

Olly Olly has scaled to ~$20M ARR with zero marketing, purely through sales execution. We're profitable, debt-free, and now ready to launch our first-ever marketing engine.

As Director of Marketing, you'll report directly to the Co-Founders and own the 0 ? 1 build. From launching our lead-generation engine to creating scalable systems and channels, you'll set the foundation for how marketing fuels Olly Olly's next stage of growth.

This role is highly hands-on. You'll execute campaigns, test fast, and prove impact. Think "startup inside a successful company" : all the resources of a $20M ARR business, but the excitement and blank canvas of Day 1 marketing.

The Impact You'll Have

You'll be both architect and operator, initially 70% tactical and 30% strategic, evolving to 70% strategic and 30% tactical as you build the team.

In this phase, you'll balance execution with leadership driving growth campaigns while laying the foundation for a scalable, high-performing marketing organization.

What You'll Own

Build and scale multi-channel acquisition engines Own and optimize paid media strategy across Meta, Google, and LinkedIn to drive efficient, scalable pipeline growth, not just lead volume. Balance CAC across channels, identify high-ROI levers, and continuously improve performance through data-driven experimentation.

Own the full funnel from click to close Drive demand generation and conversion at every stage of the funnel, from paid acquisition to lead nurturing. Develop expertise in SEO / SEM, CRO, and landing page testing that directly impacts pipeline creation and revenue acceleration.

Create customer growth systems that compound revenue Design and launch retention, upsell, and advocacy programs that turn customers into loyal promoters. Build community-driven growth loops through customer newsletters, case studies, and education initiatives that drive engagement and reduce churn.

Run a marketing team like a laboratory Create a testing culture where every campaign is an experiment with clear hypotheses, success metrics, and learnings. Use A / B testing and channel mix optimization to identify what drives sustainable growth and scale it.

Top Priorities in Your First 90 Days

• Convert Free Trial ? Paid : Launch and optimize campaigns turning app trials into paying customers.
• Marketing Roadmap : Build a 612 month plan that defines strategy, channels, and key hires.
• Team Build : Hire and resource for blog and social media execution.

What We Really Need From You

Experience & Working Style

Must-Have Skills

Nice to Have

Why Choose Us

Join us during this pivotal transition as we transform from an agency to a human-centric SaaS provider. Your ideas, strategies, and solutions will directly impact the success of small businessesand our own growth.

You'll have the autonomy to build from scratch, the support of seasoned leaders, and the chance to see your work shape the next era of Olly Olly's story.

Let's shape the future of small-business growth together.

Diversity and Inclusion at Olly Olly

At Olly Olly, we celebrate differences in background, culture, abilities, and perspectivesbecause diversity drives innovation and creativity. Your voice matters here, and your unique perspective will help us shape the future of small-business growth.