Senior Director, Order to Cash

About Attentive

Attentive® is the AI marketing platform for 1:1 personalization redefining the way brands and people connect. We’re the only marketing platform that combines powerful technology with human expertise to build authentic customer relationships. By unifying SMS, RCS, email, and push notifications, our AI-powered personalization engine delivers bespoke experiences that drive performance, revenue, and loyalty through real-time behavioral insights.

Recognized as the #1 provider in SMS Marketing by G2, Attentive partners with more than 8,000 customers across 70+ industries. Leading global brands like Crate and Barrel, Urban Outfitters, and Carter’s work with us to enable billions of interactions that power tens of billions in revenue for our customers.

With a distributed global workforce and employee hubs in New York City, San Francisco, London, and Sydney, Attentive’s team has been consistently recognized for its performance and culture. We’re proud to be included in Deloitte’s Fast 500 (four years running!), LinkedIn’s Top Startups, Forbes’ Cloud 100 (five years running!), Inc.’s Best Workplaces, and the Human Rights Campaign Foundation's Corporate Equality Index!

About The Role

Attentive is seeking a Senior Director, Order to Cash that will report directly to the Controller. This role will build and lead a team responsible for the company's billings and collections operations, and partner closely with the Business Systems, Revops, and Accounting teams to enhance and automate our current processes. They will be responsible for ensuring that our people, processes and systems in the Billing and Collection functions are able to efficiently scale to support the ongoing growth and success of Attentive.

What You’ll Accomplish

• Own Global Accounts Receivable Operations: Take full accountability for the customer billing lifecycle from integrating invoices from Salesforce to NetSuite, invoice generation, through the cash collection process.
• Drive Operational Excellence: Refining processes and SLAs across the accounts receivable cycle while reducing manual interventions through systematic process improvements and automation.
• Optimize Dunning Process: Optimize and automate the dunning process to drive down DSO and reduce the cost associated with external collection efforts.
• Build Systems & Automation: Partner with Business Systems team to lead billing system configurations, automate workflows, and integrate billing systems with a goal of being able to generate and send out all invoices on Day 1 of the close process.
• Partner with Deal Desk and GTM Teams: Provide strategic consultation on billing capabilities and deal structuring to enable seamless contract-to-billing execution.
• Ensure Customer Experience Excellence: Serve as an escalation point for billing inquiries and disputes, maintaining exceptional customer experience throughout the billing cycle.
• Automate Preflight Billing Checks: Work with the Business Systems team to introduce system automation to the preflight billings checks to ensure the accuracy of customer invoices on Day 1.
• Partner with Technical Accounting on Contract Review: Be aware of typical contract pitfalls and work closely with Technical Accounting and Revops in preventing contract terminology that creates revenue recognition issues.
• Build Revenue Recognition Process in NetSuite: Utilize NetSuite ARM to build out automated revenue recognition processes including integrations with Salesforce for SSP calculations.
• Establish Controls & Compliance: Implement compliance controls, segregation of duties (SOD), and audit-ready processes supporting enterprise-grade operations.
• Deliver Analytics & Insights: Develop KPI dashboards and billing and collections metrics for data-driven decision-making.
• Build and Lead Team: Establish, scale, and develop the global accounts receivable team; define OKRs, clarify priorities, drive results, and develop team members through mentorship and coaching.

Your Expertise

• Global Accounts Receivable Experience: A leader with a demonstrated track record of success and career progression. Experience in establishing processes and using technology to automate routine operations. Can demonstrate success in partnering cross functionally so the Accounts Receivable function is relied on as a strategic voice to help guide Attentive through its future growth.
• Desired Industry Experience: Experience within a successful high-growth SaaS/Enterprise Software company. An understanding of marketing software in a SaaS model is preferred.
• Accounts Receivable Experience at Scale: Leadership experience within a successful and growing $200M+ company.
• Public Market / IPO Readiness: Public Market experience and/or experience helping guide a company through the initial public offering process or public market readiness.
• High-Growth Experience: Experience and/or ability to work in a high growth and fast-paced environment; building and implementing scalable billing and collection processes utilizing cutting edge technology, including AI.
• System Experience: We strive to use best-in-class software to help our Global Accounts Receivable function run as efficiently as possible. Our current technology stack includes: Netsuite, Netsuite Advanced Revenue Management, Zone Advanced Billing, Tesorio, Paystand and Salesforce. Experience with these applications is a plus.
• Strong Communicator & Presenter: Excels in written and visual communication and messaging. Ability to comfortably present complex concepts to team members and internal stakeholders in a simple and concise manner to drive alignment is critical.
• Strategic Thinking: Ability to think about implications of strategic choices and their impact on both upstream and downstream people and processes.

Perks & Benefits

You'll get competitive perks and benefits, from health & wellness to equity, to help you bring your best self to work.

For US Based Applicants

The US base salary range for this full-time position is $175,000 - $250,000 annually + equity + benefits. Our salary ranges are determined by role, level and location.

Attentive Company Values

• Default to Action - Move swiftly and with purpose
• Be One Unstoppable Team - Rally as each other’s champions
• Champion the Customer - Our success is defined by our customers' success
• Act Like an Owner - Take responsibility for Attentive’s success

Learn more about AWAKE, Attentive’s collective of employee resource groups.

If you do not meet all the requirements listed here, we still encourage you to apply! No job description is perfect, and we may also have another opportunity that closely matches your skills and experience.

At Attentive, we know that our Company's strength lies in the diversity of our employees. Attentive is an Equal Opportunity Employer and we welcome applicants from all backgrounds. Our policy is to provide equal employment opportunities for all employees, applicants and covered individuals regardless of protected characteristics. We prioritize and maintain a fair, inclusive and equitable workplace free from discrimination, harassment, and retaliation. Attentive is also committed to providing reasonable accommodations for candidates with disabilities. If you need any assistance or reasonable accommodations, please let your recruiter know.

Key skills/competency

• Order to Cash Leadership
• Accounts Receivable Management
• SaaS Billing Operations
• NetSuite Expertise
• Revenue Recognition
• Process Automation
• Team Leadership
• Financial Controls
• DSO Optimization
• Cross-functional Collaboration