Billing Specialist - (U.S Software Startup)

Work Arrangement: Fully remote, overlapping EST working hours

Job Type: Full-time

Work Schedule: 40 hours per week, with flexibility to accommodate urgent client or internal billing requests.

Locations: Remote, open to candidates based in the Philippines

About Pearl Talent:

Pearl works with the top 1% of candidates from around the world and connects them with the best startups in the US and EU. Our clients have raised over $5B in aggregate and are backed by companies like OpenAI, a16z, and Founders Fund. They’re looking for the sharpest, hungriest candidates who they can consistently promote and work with over many years. Candidates we’ve hired have been flown out to the US and EU to work with their clients, and even promoted to roles that match folks onshore in the US.

Why Work with Us?

We mean what we say that we’re building a different recruiting company here. We only work with exceptional founders from the US and EU who care about the long-term success of their team members. We also provide you with attainable 3, 6, 9, 12 month, and beyond retention bonuses in addition to community oriented opportunities like an annual retreat.

About the Company:

The Company is a rapidly scaling financial consulting firm that provides tailored solutions to high-growth startups and mid-sized enterprises. The company prides itself on delivering precision-driven financial insights and services that enable clients to focus on growth while The Company handles the complexities of financial operations.

Role Overview:

We are seeking a meticulous and detail-oriented Billing Specialist to manage all aspects of the billing cycle. The ideal candidate will be responsible for ensuring timely and accurate invoicing, resolving billing discrepancies, and maintaining compliance with financial regulations. This role is critical to ensuring cash flow consistency and enhancing client satisfaction.

Key Responsibilities:

1. Billing and Invoicing Management

• Generate, review, and send invoices to clients on a regular billing cycle.
• Set up billing schedules for new and recurring customers using Subscript and other billing software.
• Address billing-related inquiries or discrepancies in collaboration with the finance and client success teams.

2. Accounts Receivable and Collections

• Monitor accounts receivable and follow up on outstanding payments to ensure timely collections.
• Resolve payment issues and discrepancies efficiently, maintaining positive client relationships.
• Prepare monthly billing and AR reports for senior leadership review.

3. Financial Systems and Compliance

• Utilize tools such as Divvy, QuickBooks, and Mercury (transitioning to Bill.com) for managing accounts and expenses.
• Ensure compliance with local, state, and federal financial regulations.
• Maintain detailed and audit-ready records of all billing and collection activities.

• 3+ years of experience in billing, accounts receivable, or a similar finance role.
• Strong knowledge of billing software (e.g., QuickBooks, Xero, or NetSuite) and SaaS billing platforms like Subscript.
• Familiarity with Payroll system (Rippling)
• Familiarity with financial regulations and compliance standards in the US.
• Exceptional attention to detail, organizational, and communication skills.
• Experience in a high-growth startup or consulting environment.
• Familiarity with subscription-based billing models.
• Advanced proficiency in Excel or Google Sheets for financial reporting.

Nice-to-Haves

• Oversee offer letters and manage employee onboarding and offboarding processes.
• Update the cash flow forecast on a weekly basis.
• Revise and maintain the financial model monthly or as needed.
• Administer equity awards and grants through Carta.

Compensation Package:

• Remote Work: Fully remote—work from anywhere
• Work Schedule: 40 hours per week, Monday to Friday, 9:00 AM to 5:00 PM EST
• Generous PTO: Ample paid time off to rest and recharge
• Health Coverage: HMO coverage after 3 months for full-time employees
• Direct Mentorship: Grow through guidance from international industry experts
• Learning & Development: Ongoing access to resources for professional growth
• Global Networking: Work and connect with professionals around the world
• Work-Life Balance: Flexible hours that support a healthy work-life balance

Our Recruitment Process:

1. Application
2. Screening
3. Skills Assessment
4. Top-grading interview
5. Client Interview
6. Job Offer
7. Client Onboarding

Ready to Join Us?

If this role aligns with your skills and career goals, we’d love to hear from you. Apply now to take the next step in your journey with Pearl.