Commercial Finance Manager

Smokeball - Legal Software • Chicago, IL

2d • $140,000 - $150,000 • Hybrid

About The Position

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.

Requirements

• 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.
• 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, dynamic environment.
• Ability to challenge status quo and influence peers to improve business processes.
• Familiarity with subscription and usage billing models.
• Knowledge of applicable accounting standards and practices.

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.

Benefits

• Work-Life Balance: 20 vacation days, 7 sick days, 3 reboot days, 11 paid holidays, birthday off, volunteer time, and more!
• Benefits: Excellent medical, dental, and vision coverage. 401(k) match, monthly wellness stipend, generous parental leave.
• The Office: The kitchen is stocked with breakfast items, snacks, and beverages, and we have plenty of games to help you relax (ping-pong, billiards, pinball). We also offer weekly catered lunch and free monthly massages provided by a licensed massage therapist!

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Education Level: No Education Listed
• Number of Employees: 101-250 employees