Billing & Accounts Receivable Manager

👋 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.

🫵 Why We Need You

We’re looking for a Manager, Billing & Accounts Receivable who will be both a strategic problem solver and hands-on operator in our billing and AR functions.

This is a player/coach role, meaning you won’t just oversee the Accounts Receivable (AR) team—you'll be working alongside them, driving solutions, optimizing processes, and handling the tactical execution of billing operations.

The ideal candidate is someone with GRIT—a problem-solver who thrives in a fast-paced, ever-evolving environment and isn’t afraid to dig into the details while also building for scale.

🚀 The Impact You’ll Have

• Work side-by-side with the AR team, actively managing invoicing, collections, and dispute resolution while building scalable solutions.
• Own and optimize the entire billing lifecycle—from subscription setup to revenue tracking.
• Lead by example, handling day-to-day tactical execution while improving systems and processes.
• Implement ticket automation in HubSpot to streamline billing workflows.
• Manage payment processing and reconciliation in Stripe, ensuring smooth transactions.
• Handle PandaDoc and contract-related processes, ensuring accuracy and compliance.
• Collaborate cross-functionally with Sales, Customer Success, and Product teams to ensure accurate and timely subscription updates.
• Work closely with Accounting on monthly close and revenue recognition.
• Develop and refine process improvements to enhance efficiency, reduce errors, and improve customer experience.
• Be a true player/coach, balancing hands-on execution with leadership and mentoring as the team scales.

✅ What We Really Need From You

• 3+ years of experience in billing operations, accounts receivable, or subscription-based businesses.
• Strong knowledge of HubSpot (ticket automation), Stripe, and PandaDoc.
• Experience handling billing disputes, collections, and contract management.
• A proven ability to work in a high-growth, fast-paced environment with resilience and adaptability.
• A problem-solving, solutions-oriented mindset with a strong bias for action.
• SaaS and services industry experience preferred.
• Strong analytical skills and comfort working with spreadsheets to analyze revenue data.
• Ability to collaborate with leadership and cross-functional teams to drive operational improvements.

➕ What Would Be Big Pluses

• Experience handling customer service calls and collections.
• Familiarity with BBB management and handling Google Reviews.

This role is hands-on and high-impact, perfect for someone who is gritty, thrives in solving complex problems, and is eager to lead from the front while scaling processes. If that sounds like you, let’s talk!

🌟 What You’ll Love About Working at Olly Olly

• Competitive Base Salary based on experience
• Work From Home (Position is available to sit anywhere in Latin America)
• Schedule: Monday to Friday, 8AM-5PM CST
• Growth-oriented culture: Join an inclusive, international and innovative team where your contributions make a tangible difference.

💡 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! Apply now to join a team that’s as committed as they are supportive of each other.

🌈 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.