About the Company
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
Olly Olly is seeking a Commissions Analyst to own the data, reporting, and processes behind our commission and variable compensation programs. This role ensures our incentive structures run smoothly — from Sales and Customer Success commissions to Recruiting and Leadership variable pay.You’ll work in close partnership with Revenue Operations, Finance, and the People Division to keep compensation accurate, timely, and transparent. Beyond commissions, you’ll support broader RevOps reporting and analysis needs, helping Olly Olly scale with strong operational foundations.
The Impact You’ll Have
Commission Data Management
- Own the monthly Sales commissions tracker: duplication, updates, validations, and reconciliations.
- Calculate and administer existing commission plans for CS teams.
- Support the construction of emergent commission/bonus plans.
- Manage structured data models for Sales, CS, Recruiting, Leadership, and Contractor compensation.
- Partner with RevOps, Finance, and People Ops to ensure accuracy of all data inputs.
Reporting & Monitoring
- Generate and distribute monthly compensation reports across for Senior Leadership Team review.
- Establish centralized reporting for ongoing month-over-month analysis.
- Monitor trends, identify discrepancies, and resolve issues before payroll deadlines.
- Maintain audit-ready documentation of all calculations and workflows.
Process Automation & Documentation
- Build SOPs for all comp workflows to ensure repeatability and clarity.
- Identify automation/systemization opportunities to reduce manual work and error risk.
- Continuously improve systems for scalability and efficiency.
Cross-Functional Partnership
- Work directly with functional department leaders (Sales, CS, Recruiting) to ensure commissions are calculated accurately and reflect team structures.
- Partner with the People Division on variable pay programs, recruiting incentives, and leadership comp.
- Provide ad-hoc analysis and insights to RevOps leadership and other stakeholders.
What We Really Need From You
- 3+ years of experience in sales operations, compensation analytics, or data analysis.
- Excellent attention to detail and process discipline.
- Strong Google Sheets/Excel skills.
- Proven ability to build and maintain reports and trackers.
- Strong English communication skills, written and spoken.
What Would Be Big Pluses
- Experience with HubSpot or commissions software.
- Background in high-volume sales environments and commission-based teams.
- Experience working with offshore/remote global teams in hybrid environments
What You'll Love About Working at Olly Olly
- Competitive pay based on your experience.
- Flexible work: 100% remote; Monday-Friday, 8:00 am - 5:00 pm CST.
- Work-life balance: Generous PTO, including 15 vacation days and U.S. holidays.
- Opportunity to scale your impact beyond commissions into broader RevOps analytics.
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 & 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.
