Senior Accountant

Roundtrip; California; Hybrid; USD 80,000 - 95,000; Full time

Benefits offered by this job

Stock option grants

Medical, Dental, and Vision coverage

Remote work (fully remote)

Job summary

Roundtrip is seeking a Senior Accountant to own the month-end close, prepare GAAP financial statements, and apply ASC 606 revenue recognition to customer contracts. You will be the main finance contact for health system and payer customers, collaborating with sales and customer success teams on contracts and pricing.

This fully remote role requires US work authorization and reports to the CEO. You will inherit established processes, with room to automate and improve workflows using AI, driving

Qualifications

• Hands-on revenue recognition experience under ASC 606, ideally with usage-based, B2B, or services contracts
• Ability to produce accurate GAAP financial statements independently
• Progressive responsibility across accounting roles

Responsibilities

• Own the month-end close from start to finish, including reconciliations, accruals, journal entries, and supporting schedules
• Prepare monthly GAAP financial statements with variance commentary for the CEO
• Prepare inputs for board reporting, investor updates, and audit or lender requests
• Maintain and improve a close calendar and checklist for faster closes
• Apply ASC 606 to customer contracts and maintain revenue schedules
• Review new and amended customer contracts for billing and revenue impact
• Own the monthly billing cycle, reconcile usage and contract data, prepare invoices
• Serve as main finance contact for customers, resolving billing questions
• Manage AR aging and collections, with routine follow-up
• Partner with Customer Success and Sales on pricing and terms
• Oversee AP, vendor payments, and employee expense reports
• Ensure automated payroll journal entries are accurate
• Keep QuickBooks coding accurate and consistent
• Support budgeting, forecasting, and cash flow planning
• Coordinate with outside advisors on taxes and 1099 filings
• Strengthen internal controls and documentation
• Improve tools/workflows via automation and AI

Skills

ASC 606 revenue recognition

GAAP financial statements

QuickBooks Online

Spreadsheet proficiency

Customer/executive communication

Self-directed remote work

Education

Bachelor's degree in Accounting/Finance

Tools

QuickBooks Online

Job description

As Senior Accountant you'll run the month-end close, prepare our financial reports, apply revenue recognition to our customer contracts, and keep our books accurate and audit-ready. You'll also be the main finance contact for our business customers, so you'll spend real time working directly with health system and payer finance teams.

This is a small-team role, and you'll do a bit of everything. One day you might walk a customer through an invoice question. The next, you might document a revenue policy, tighten up the close checklist, or work through a stack of vendor bills. You'll report directly to our CEO and serve as their primary finance partner. As we grow, we expect this role to grow with us toward planning, analysis, and strategy, and we plan to add support for tactical work like routine collections follow-up so you can spend more time on higher-value work.

You won't be starting from scratch. You'll inherit established systems, processes, and tools that let you be effective from day one. We also have a strong culture of innovation, so there's plenty of room to make things better. If you see a way to add efficiency, customize a workflow, or bring AI into how finance gets done, we want you to run with it.

To be candid, this isn't a role for someone who prefers to follow a process exactly as written. It's built for someone who notices friction, gets frustrated by inefficiency, and feels driven to make the work smooth, predictable, and reproducible.

This role is ideal for someone who:

• Takes pride in clean, accurate books and wants to own the whole cycle, not just one piece of it
• Enjoys variety: customer calls in the morning, revenue schedules in the afternoon
• Rolls up their sleeves without being asked, including on work that isn't glamorous
• Wants to grow from hands-on accounting into a more strategic finance role over time
• Is genuinely bothered by inefficiency and feels driven to fix it, often with automation and AI
• Is comfortable in a healthcare tech or B2B services environment (or eager to learn it)

What You’ll Do:

Month-End Close and Financial Reporting

• Own the month-end close from start to finish, including reconciliations, accruals, journal entries, and supporting schedules
• Prepare monthly GAAP financial statements (income statement, balance sheet, and cash flow) with variance commentary for the CEO
• Prepare financial inputs for board reporting, investor updates, and audit or lender requests
• Maintain and improve a close calendar and checklist that make each close faster and more repeatable

Revenue Recognition

• Apply ASC 606 to our customer contracts, leveraging internal tooling to facilitate recognition schedules and automated recognition
• Maintain revenue schedules, deferred revenue, and unbilled receivables
• Review new and amended customer contracts for billing and revenue impact before they're signed
• Document revenue policies and accounting positions so they hold up to audit review

Billing and Customer Accounts

• Own the monthly billing cycle: reconcile usage and contract data, prepare customer invoices, and get them finalized and sent within the first few days of the month
• Serve as the main finance contact for customers, resolving billing questions and disputes through to completion
• Manage AR aging and collections, working with customers to keep balances current (with added support for routine follow-up as we grow)
• Partner with our Customer Success and Sales teams on pricing, contract terms, and new customer setup

Accounts Payable, Payroll, and Bookkeeping

• Oversee AP, vendor payments, and employee expense reports
• Ensure that automated journal entries for payroll and benefits automated journal entries are accurate and associated expenses are properly posted
• Keep transaction coding in QuickBooks Online accurate and consistent

Planning, Controls, and Process

• Support budgeting, forecasting, and cash flow planning with the CEO, taking on more ownership over time
• Coordinate with outside advisors on income tax, sales and use tax, and 1099 filings
• Strengthen internal controls, policies, and documentation as we scale
• Improve our established tools and workflows through automation, customization, and AI

What You’ll have:

• Progressive responsibility across accounting roles, including ownership of the month-end close
• Bachelor's degree in Accounting, Finance, or a related field
• Hands-on revenue recognition experience under ASC 606, ideally with usage-based, B2B, or services contracts
• Ability to produce accurate GAAP financial statements independently
• Proficiency in QuickBooks Online and strong spreadsheet skills
• Clear, confident written and verbal communication with customers and executives
• Comfort with shifting priorities and a willingness to pitch in wherever the team needs it
• A drive to make processes smooth, predictable, and reproducible: when something takes too long or breaks too often, you fix the root cause instead of working around it
• A track record of improving a finance process, such as shortening the close, automating a manual task, or standardizing a workflow
• Curiosity about AI and automation, and a willingness to experiment with new tools
• Self-directed and reliable in a fully remote environment, with authorization to work in the US

Nice to haves:

• Experience supporting audits or financial reporting at a startup or small company
• Familiarity with billing platforms, AP automation, or FP&A tools
• Hands-on experience using AI tools or automation in accounting workflows

Logistics:

• Reports to: CEO
• Location: Fully Remote (occasional travel up to about 10%)- As a remote-first company, we collaborate in real time each day through Slack and Microsoft Teams, with twice-yearly in-person gatherings to bring the team together. This role is open to candidates across the U.S., with core collaboration hours from 10:00 AM to 4:00 PM ET. Please note all work must be performed within the United States. Candidates must be authorized to work for any employer without requiring visa sponsorship. We are unable to provide or assume sponsorship for employment visas at this time.

What We Offer:

• Compensation & Equity: The salary range for this role is $80,000-95,000, depending on experience and level of independence, along with stock option grants that give employees the opportunity to share in the company’s success through ownership.
• Benefits: Comprehensive Medical, Dental, and Vision Coverage: Roundtrip offers