Revenue Specialist

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, drive leads, stabilize cash flow, and maximize revenue with minimal effort—so they can reclaim their time and focus on what they do best.

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.

As a Revenue Specialist, you'll be on the frontlines of recovering past-due balances and ensuring Olly Olly maintains healthy cash flow. This is a high-volume, phone-based role where grit, determination, and strong communication skills are critical. You’ll be making 125+ outbound calls daily to follow up with delinquent clients and secure payments. The ideal candidate thrives under pressure, doesn’t shy away from difficult conversations, and knows how to turn objections into opportunities.

You’ll work alongside a small but mighty team, driven by clear KPIs and a shared goal of reducing outstanding receivables and increasing recovered revenue.

• Own the Collections Process: Make high-volume outbound calls to clients with overdue accounts and work to collect outstanding payments.
  
• Overcome Objections with Confidence: Navigate challenging conversations with professionalism, persistence, and empathy.
  
• Track and Report: Maintain detailed records of all contact attempts, client feedback, and payment statuses using internal systems.
  
• Collaborate Cross-Functionally: Partner with the Account Management and Finance teams to resolve account discrepancies and provide context on payment challenges.
  
• Drive Results: Hit (or exceed) daily KPIs and monthly collection goals—your performance directly impacts company health and growth.
  
• Stay Resilient: Rejection is part of the role—but you’ll keep going, adapting your approach to get results.

• 1–2 years of experience in collections, accounts receivable, or a similar phone-based role
  
• Prior experience working with small to medium-sized businesses preferred
  
• Demonstrated ability to overcome objections and secure commitments over the phone
  
• Excellent written and verbal English communication skills
  
• Strong organizational skills and attention to detail
  
• Comfortable working independently in a fast-paced, metric-driven environment

• Experience with U.S.-based clients or service-based industries.
  
• Familiarity with subscription or recurring billing models.

• Proficiency in Stripe, Profitwell, and Hubspot.

• Salary: $40,000 + bonus based on performance
  
• Training Schedule: Monday – Friday, 8:00 AM – 5:00 PM EST
  
• Post-Training Schedule: Monday – Friday, 8:00 AM – 5:00 PM EST
  
• Generous PTO: 15 vacation days + U.S. holidays
  
• Impactful Work: Join a growing company where your work drives real results
  
• Inclusive, Innovative Culture: International team where your ideas are valued and your success is celebrated

Join us during this pivotal transition as we transform from an agency to a human-centric SaaS provider. Your drive, discipline, and collections expertise will play a vital role in ensuring the financial health of our business—while helping thousands of small businesses across the U.S. grow with confidence.

At Olly Olly, we celebrate differences in background, culture, abilities, and perspectives—because diversity drives innovation. Your voice matters here. And your unique perspective will help shape the future of small business growth.