Billing & AR (Stripe/Subscriptions) Specialist

Olly Olly 🚀💡📈

Remote regions

US

Benefits

3w PTO

Job Description

This is a hands-on AR execution role where Stripe Subscriptions, reconciliations, disputes, and month-end reporting are at the core. You’ll take ownership of our end-to-end billing operations: managing subscription lifecycles, preparing evidence for disputes, reconciling accounts, and supporting financial reporting. Collections outreach is part of the job, but your main impact will come from protecting revenue and running clean AR processes at scale. You'll manage the subscription lifecycle in Stripe: new setups, plan changes, proration, cancellations, reconciliations, and revenue tracking. You will also own dispute representation: prepare and submit evidence packets to banks/card networks to protect company revenue. You'll identify and implement process improvements to make AR more efficient and scalable.

About Olly Olly

Olly Olly is blending technology and real-world expertise to empower businesses across the U.S. like never before.

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