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About the Role
WorkWhile is seeking an Order-to-Cash Lead to own the full O2C function, including strategy, execution, and AI-powered automation. This role is crucial for scaling finance and revenue operations in a high-growth environment.
Responsibilities
- Establish standard invoicing and payment terms.
- Review and manage non-standard invoicing and payment terms in contracts.
- Operationalize credit policy, including decisions on invoicing vs. other payment methods, credit limits, and hold policies.
- Partner with the CFO on cash-flow implications of AR aging, line of credit, and DSO.
- Manage the outsourced AR and collections team, setting cadence, metrics, and priorities.
- Drive the open backlog and partner with AEs and AMs on aged AR.
- Enforce holds when warranted and run the weekly AR/AM/Finance forum.
- Vet and onboard a third-party collection agency.
- Leverage AI-native tools to automate the OTC process.
- Automate credit decisioning, replacing manual processes with system-driven workflows.
- Partner with Product & Engineering to automate invoicing processes.
- Collaborate to build the invoicing path for VMS customers.
- Sequence the roadmap with the CFO and Engineering leadership, owning requirements, acceptance, and rollout.
Requirements
- 7+ years in AR, billing, collections, credit, or O2C with hands-on and strategic experience.
- Familiarity with AI-native finance automation tools and products.
- Track record of improving credit and hold policies, including cross-functional negotiation.
- Experience managing an outsourced AR/collections team or BPO.
- Familiarity with VMS/MSP customer chains or comparable third-party-payer environments.
- Experience partnering with Product/Engineering to scope and ship finance tooling.
- Strong analytical fluency with QBO/NetSuite, AR dashboards, DSO and bad-debt KPIs, and borrowing-base reporting.
- Ability to operate well in a high-growth, high-ambiguity environment.
- Marketplace, staffing, or labor-platform experience is a plus.
Skills
- Order-to-Cash (O2C)
- Accounts Receivable (AR)
- Billing
- Collections
- Credit Policy
- AI-native finance automation
- Finance tooling
- Analytical fluency
- QBO/NetSuite
- VMS/MSP customer chains
- PO-driven billing workflows
Location
- SF (Office)
- Hybrid
Work Type
- Hybrid
Experience Level
- 7+ years
Benefits
- Competitive base salary
- Equity
- Medical coverage
- Dental coverage
- Vision coverage
- Unlimited PTO
- 401(k)
- WFH stipend
About the Company
- WorkWhile is on a mission to help workers earn a better living and live better lives.
- WorkWhile matches enterprise customers with a quality hourly workforce, providing workers with stable income and benefits.
- WorkWhile is evolving into a comprehensive workforce platform for enterprises with fintech offerings for workers.
- Backed by Khosla Ventures and recognized by the Inc. 5000 for 10x growth.
- WorkWhile has a diverse, mission-driven, and supportive culture.