About Smokeball
Join an award-winning legal tech company that’s transforming how law firms work by boosting their organization, productivity, and profitability with software they actually love. Smokeball is a global, community-driven company united by a love for the law and a mission to help small and midsize firms thrive. We’re passionate about what we do and our clients know it! If you’re looking for a company that truly cares about its clients and its people, you’re in the right place. 

The Role

• Job Title: Commercial Finance Manager
• Department: Finance
• Reports To: VP of Finance
• Manages: Order to Cash Analyst, Collections Analyst
• Location: Chicago, IL- This is a hybrid role, 2 days per week in office

We are seeking an experienced Finance Leader who can design, refine, and execute scalable systems and processes within our Order-to-Cash (O2C) cycle. This role is not about chasing invoices, it’s about building a robust framework that ensures accuracy, efficiency, and reliability across financial operations. You will lead a small team focused on invoicing, billing inquiries, and past-due resolution, while driving systemic improvements that improve cash collection on recurring revenue streams.

Key Responsibilities

Architect and enforce commercial controls: Develop and communicate policies for commercial transactions that balance deal velocity with strong internal controls.

Optimize invoicing processes: Ensure all orders are invoiceable, resolve exceptions, and enforce cutoff timelines to meet close requirements.

Drive systemic improvements: Partner with Sales, Client Success, and Systems teams to identify root causes of billing issues and implement long-term fixes.

Establish monitoring cadences: Track stalled invoices, blockers, and escalations; implement controls for credit memos, credit holds, refunds, and corrections.

Enhance data integrity: Collaborate across departments to improve data hygiene and reduce defects impacting invoicing and collections.

Manage risk and compliance: Review receivable write-offs, enforce collection processes, and escalate accounts past due for suspension.

Standardize commercial terms: Work with Sales and Client Success to reduce DSO and improve contract consistency across customer cohorts.

Leverage technology: Utilize ERP, CRM, and middleware tools to automate workflows and improve reporting accuracy.

Commission and accrual management: Calculate attainment, post accruals, and manage payout processes.

Qualifications

• Strategic mindset: Ability to distinguish between edge-case transactional issues and systemic process gaps.
• Leadership experience: Proven ability to lead teams and influence cross-functional stakeholders.
• Process design expertise: Skilled in building scalable systems, policies, and controls that align with growth objectives.
• Technical proficiency: Healthy familiarity with NetSuite, Stripe, LeapFin, and CRM/ERP systems.
• Analytical capability: Strong understanding of internal controls, risk mitigation, and financial systems optimization.
• Experience: Minimum of 10 years in finance or accounting with deep knowledge of O2C cycles; MBA or CPA preferred.
• Communication skills: Ability to articulate complex issues and gain buy-in for change initiatives.
• Automation and improvement: Demonstrated success in process improvement and leveraging technology for efficiency.

What You Bring

• Excellent analytical, problem-solving, and decision-making skills.
• Strong leadership and team management abilities.
• Exceptional communication and interpersonal skills.
• Ability to articulate how business operations impact invoicing and cash collections
• Ability to work effectively in a fast-paced,