About this role.
Dutchie is seeking an early-career Financial Operations Specialist to support billing, accounts receivable, collections, cash application, reconciliations, and month-end close activities. The role partners closely with Sales, Customer Success, Implementation, and Business Systems to resolve billing issues and improve the order-to-cash process. Candidates need 1–3 years of relevant AR, billing, or financial operations experience, strong Excel skills, attention to detail, and clear communication. Familiarity with Salesforce, Sage Intacct, Zuora, and AI-enabled productivity tools is beneficial. This is a fast-paced finance operations position with meaningful process-improvement and stakeholder-facing responsibilities.
Role DNA
A quick view of the complexity, pace, ownership and collaboration implied by the job description.
Job Complexity
3/5Pace & Pressure
4/5Autonomy Level
3/5Communication Load
4/5Salary analysis
Estimated compensation compared with the broader US market for similar roles.
Core skills
Skills and capabilities most closely associated with this opportunity.
Sample interview questions
I begin by comparing the AR subledger to the general ledger and reviewing unapplied cash, credit memos, open invoices, and aging variances. I investigate differences using supporting documentation and system records, then document corrections and communicate any material issues before close.
I would confirm the invoice, payment terms, customer contacts, and any prior communications before reaching out professionally. I would identify whether the issue is a billing dispute, missing documentation, or payment delay, coordinate internally as needed, and record clear follow-up actions until resolution.
Useful controls include validating billing inputs against contracts or order records, checking customer and tax information, reviewing pricing and dates, and using exception reports for unusual changes. I would also investigate recurring errors to address the underlying process rather than only correcting individual invoices.
I would review metrics such as invoice error rates, aging trends, dispute volume, processing time, and unapplied cash. After identifying a recurring bottleneck, I would map the current workflow, propose a practical change with stakeholders, test it, and monitor adoption and results.
I use Excel functions, pivot tables, lookups, and reconciliation templates to organize transaction data, identify exceptions, and reduce manual review time. In financial systems, I focus on maintaining clean records, using standardized workflows, and documenting repeatable procedures so reporting and follow-up are more reliable.
About Dutchie
Founded in 2017, Dutchie is a comprehensive technology platform powering dispensary operations, while providing consumers with safe and easy access to cannabis. Dutchie aims to further support the positive societal change the cannabis industry brings to the world through wellness benefits, social justice, and empowering local communities through tax revenue. Powering thousands of dispensaries across 40+ markets throughout the United States and Canada, Dutchie is the leading technology company in the cannabis space and was named in Fast Company’s 10 Most Innovative Companies in North America and listed two years in a row on LinkedIn’s Top 50 Startups.
Dutchie has raised over $600M in funding to date, backed by D1 Capital Partners, Tiger Global, Dragoneer, DFJ Growth, Thrive Capital, Howard Schultz, Snoop Dogg’s Casa Verde Capital, Gron Ventures, members of the founding team at DoorDash, Kevin Durant’s Thirty Five Ventures, and other notable angel investors.
About This Job
We are seeking a Financial Operations Specialist to support our Finance and Accounting teams with a focus on billing, collections, and accounts receivable processes. This role is ideal for someone early in their career who is eager to develop expertise in financial operations within a fast-paced environment. Reporting to the Financial Operations Supervisor, you will play a vital role in ensuring timely billing, supporting collections, and maintaining accurate financial records.
What You’ll Do…
- Billing & Accounts Receivable
- Process and reconcile customer invoices, ensuring accuracy and timely distribution.
- Recognize and update billing errors.
- Monitor accounts receivable aging and assist in resolving overdue accounts through follow-up and collaboration with internal teams.
- Process Improvement
- Assist in the development and implementation of new processes and procedures to enhance the efficiency of billing and collections.
- Identify and recommend opportunities for process improvements in the order-to-cash cycle.
- Reporting & Reconciliation
- Prepare regular reports on billings status, payments as it relates to collections progress, and key metrics as appropriate.
- Support month-end close activities by reconciling Accounts Receivable and contributing to financial reporting.
- Collaboration
- Work closely with cross-functional teams, including Sales, Customer Success, Implementation, and Business Systems, to address customer billing inquiries and ensure a smooth billing experience.
- Assist with internal and external audits by providing requested documentation and supporting audit inquiries.
- Collections & Cash Application
- Support collections efforts by engaging with customers to resolve payment issues professionally and efficiently.
- Apply customer payments to appropriate accounts and ensure accurate record-keeping.
What You Bring
- Bachelor’s degree in Accounting, Finance, or a related field (or equivalent work experience).
- 1-3 years of experience in accounts receivable, billing, or financial operations.
- Strong attention to detail and a proactive approach to problem-solving.
- Excellent written and verbal communication skills.
- Ability to manage time effectively and meet deadlines in a fast-paced environment.
- Proficiency in Microsoft Excel and familiarity with financial software (experience with Salesforce, Sage Intacct or Zuora is a plus).
- A collaborative mindset and a willingness to learn and grow within the role.
- Experience with or exposure to AI-powered tools (e.g., through coursework or hands-on use in a work setting), with an interest in leveraging AI to improve efficiency in financial operations.
- Demonstrated curiosity and follow-through: builds enough product and domain expertise to represent launches credibly with stakeholders and customers, and validates rather than assumes.
- Experience improving cross-functional processes, systems, or tooling and driving those changes through adoption.
- Excellent written and verbal communication; able to influence senior stakeholders, hold a line on scope or timeline with empathy, and adapt communication for technical, GTM, and customer audiences.
You’ll Get…
We are targeting a starting salary of $56,000 – $74,000 based on the intended level for this role.
In addition to cash compensation, our total rewards package includes:
- Full medical benefits including dental and vision plans to ensure you always have the best care.
- Equity packages in the form of stock options to all employees.
- Technology (hardware, software, reading materials, etc..) allowance
- Flexible vacation and sick days
At Dutchie, we’re committed to providing an environment of mutual respect where equal employment opportunities are available to all applicants and teammates without regard to race, color, religion, sex, sexual orientation, gender identity or expression, pregnancy, age, national origin, disability status, genetic information, protected veteran status, or any other characteristic protected by law. Dutchie believes that diversity and inclusion among our teammates is critical to our success, and we seek to recruit, develop and retain the most talented people from a diverse candidate pool.
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