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 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.
The Olly Olly 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.
Our Vision
We aim to be the ultimate all-in-one platform for small business growth, allowing owners to manage every part of their business efficiently and effortlessly.
Our journey began as an agency and we've already helped thousands of clients succeed. Now, we're embracing an exciting new chapter: becoming a SaaS-first company. By combining hard-earned human expertise with AI and automation, we're creating affordable solutions that give business owners peace of mind while driving measurable success.
What You'll Own
As our Head of Revenue Operations, you'll be both a strategic leader and a hands-on operator—aligning Sales, Marketing, and Customer Success (CS) to drive predictable growth. You'll roll up your sleeves to build systems, optimize processes, and execute key RevOps functions, all while shaping the long-term strategy. If you thrive in a fast-paced startup environment where priorities shift quickly and impact is immediate, this role is for you.
This role also oversees Marketing Operations, ensuring that lead attribution, campaign performance tracking, and tech stack integration are optimized to drive revenue growth. You'll work cross-functionally with the Marketing team to align efforts with Sales and CS, making sure every dollar spent on acquisition translates into scalable revenue.
What You'll Be Doing
✔ Revenue Strategy & Alignment – Align Sales, Marketing, and CS teams to maximize revenue and customer retention.
✔ Marketing Operations Oversight – Ensure lead attribution, pipeline visibility, and campaign reporting are accurate and drive real business outcomes.
✔ Data & Analytics – Own forecasting, pipeline reporting, and revenue insights to drive decision-making.
✔ Compensation & Incentives – Design and optimize commission and bonus plans across Sales and CS.
✔ CRM & Tech Stack Management – Own HubSpot CRM strategy and ensure seamless integration across GTM teams.
✔ Process Optimization – Streamline lead handoffs, deal flow, and account transitions for a frictionless customer experience.
✔Player/Coach Execution – Operate at both strategic and tactical levels—jumping in to troubleshoot CRM issues, analyze performance data, or fine-tune workflows as needed.
✔ Cross-Functional Leadership – Partner with leadership to drive revenue growth and scalability.
✅ What Success Looks Like
✔ We have accurate forecasting and clear visibility into revenue performance.
✔ Our compensation plans are driving the right behaviors and business outcomes.
✔ Sales, Marketing, and CS are working together seamlessly with efficient processes.
✔ Our tech stack (HubSpot expertise required) is optimized and enabling revenue growth.
✔ We're increasing retention and expansion through smarter revenue operations.
✔ Marketing attribution and campaign performance are tied directly to revenue impact.
✅ What You Bring
✔ 5+ years in RevOps, Sales Ops, or a related role, ideally in a high-growth, fast-moving startup.
✔ Strong HubSpot CRM knowledge—from setup and automation to reporting and integrations.
✔ Experience designing and managing compensation models for Sales and CS teams.
✔Deep understanding of revenue operations within a digital marketing services or SaaS company (preferred).
✔ Marketing Ops experience—understanding lead attribution, campaign tracking, and performance reporting.
✔ Strong analytical skills—you love digging into numbers to drive strategy.
✔ A player/coach mindset—you're comfortable both setting strategy and executing tactically.
✔ Clear, concise communication and a highly cross-functional approach.
What You'll Love About Working at Olly Olly
High-impact role—own RevOps and shape our revenue strategy.
Remote-friendly, with a fast-paced, collaborative team.
Growth-focused environment with real career progression.
Opportunity to build from the ground up in a growing company.
In Addition:
- Base salary + monthly bonus based on performance
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Medical, Dental, and Vision Insurance
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401(k) Retirement Plan
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Mental Health & Wellness plans
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 businesses. And our own growth. Let's shape the future of small business growth together!
Sound like you? Let's talk! Apply now and help us scale
Diversity and Inclusion at Olly Olly
At Olly Olly, we celebrate differences in background, culture, abilities and perspectives because diversity drives innovation and creativity. Your voice matters here, it really does! And your unique perspective will help us shape the future of small business growth.
