Remote SaaS Billing & Subscriptions Specialist

LawToolBox; Denver (CO); On-site; USD 90,000 - 135,000; Full time

Benefits offered by this job

Parental leave

401(k)

Health insurance

401(k) matching

Paid time off

Vision insurance

Dental insurance

Paid sick time

Life insurance

Work from home

Job summary

LawToolBox is seeking a Senior Billing & Subscription Specialist to own the full billing lifecycle, from initial invoice through renewals and transitions. You will partner with Finance, CS and AEs to ensure accurate billing, timely communications, and strong customer relationships across the lifecycle.

Key requirements include 3+ years in a SaaS billing role, hands-on Stripe/Recurly experience, advanced Excel skills, and a deep understanding of proration, billing cycles, dunning, and MRR/ARR.

Qualifications

• 3+ years in a SaaS billing, AR, or subscription role with a desire to own the billing process for the company.
• Deep hands-on experience with subscription payment processing platforms (such as Stripe, Recurly, or similar).
• Advanced Excel skills; comfort with complex reconciliations.
• Expert-level understanding of subscription billing concepts: proration, billing cycles, dunning strategy, MRR/ARR.
• Proven ability to manage competing priorities with minimal oversight in a fast-moving environment.
• Strong written communication; able to translate complex billing situations into clear, confident customer-facing language that builds trust.
• A track record of balancing revenue protection with genuine customer care, and proposing solutions that serve both.
• Experience pulling, interpreting, and presenting billing reports.
• Experience with a CRM (Salesforce or other).
• Familiarity with SaaS churn metrics, retention playbooks, and customer lifecycle strategy.
• Experience building or improving billing processes from the ground up.

Responsibilities

• New Customer Invoicing: Process and verify invoices for new customer accounts, ensuring correct plan tier, billing cycle, payment method, and tax treatment are applied from day one.
• Dunning & Collections: Own the dunning workflow end-to-end, monitor failed payments, execute retry sequences, send dunning communications at each stage, and work directly with customers to resolve payment issues before accounts lapse.
• Prorated Adjustments (Seat & User Changes): Ensure adjustments are reflected accurately in the next invoice and communicated clearly to the customer.
• Partner Invoice Auditing: Review and reconcile partner-sourced invoices for accuracy, catching discrepancies in seat counts, billing periods, or contracted rates before they reach Finance.
• Billing Reports: Generate and distribute regular billing reports for leadership, including MRR changes, overdue balances, refund activity, and churn-related billing events.
• Adjustments & Offboarding: When a customer requests a billing adjustment or chooses to offboard, craft offers that demonstrate loyalty-first mindset.

Skills

SaaS Billing

AR Management

Stripe / Recurly

Excel Pro

Salesforce CRM

Churn Metrics

Billing Process

Communication

Tools

Stripe

Recurly

Job description

LawToolBox is seeking a Senior Billing & Subscription Specialist to own the full billing lifecycle, from initial invoice through renewals and transitions. You will partner with Finance, CS and AEs to ensure accurate billing, timely communications, and strong customer relationships across the lifecycle.

Key requirements include 3+ years in a SaaS billing role, hands-on Stripe/Recurly experience, advanced Excel skills, and a deep understanding of proration, billing cycles, dunning, and MRR/ARR.