Senior Bookkeeper Finance Operations Lead |

• Location: Fully Remote
• Hours: Full-time (40 hours/week). Daily live overlap 9:00 AM 5:00 PM ET required.
• Compensation: $2000 $3000 USD/month base (depending on experience).
• Engagement: Long-term contractor.
• Start Date: ASAP.

We are a fast-growing founder-led B2B SaaS company operating at the intersection of real estate property management and listing platforms. We serve institutional single-family rental owners property managers and Multiple Listing Services (MLSs) counting some of the largest names in residential property management among our clients.

With a tight-knit team of under 20 people we are expanding our finance department. Backed by a fractional CFO and a US CPA we are now hiring our first dedicated in-house Finance Operations Lead to own our financial machinery end-to-end.

As the Senior Bookkeeper / Finance Operations Lead you will sit at the center of our financial ecosystem. You will execute everything between the high-level strategy handled by our fractional CFO and the annual filings managed by our US CPA.

This is a build-from-scratch role. You arent just maintaining a system; you are the architect of our future finance operations. You will build the standard operating procedures (SOPs) establish the monthly cadence and completely de-risk this function for our leadership team.

• Manage end-to-end AR for 40 recurring B2B clients (invoice generation delivery tracking and collections).
• Establish and enforce an AR aging cadence (Day 30 / 45 / 60) utilizing professional documented follow-up scripts.
• Handle full-cycle AP bill-pay execution and credit card/merchant processor reconciliations.
• Resolve routine billing disputes and accurately apply incoming payments.

• Maintain absolute ownership of QuickBooks Online (expense categorization chart of accounts management and bank reconciliations).
• Deliver a comprehensive monthly close package by Business Day 7 including AR aging AP register reconciliations P&L balance sheet and variance commentary.
• Maintain an audit-ready digital trail of receipts and documentation specifically tracking R&D credit-qualifying expenses.

• Own a 90-day forward-looking compliance calendar covering payroll tax sales tax BOI state registrations and 1099s.
• Triage IRS and state tax mail resolving administrative issues and escalating strategic inquiries to the CFO.
• Run US payroll via Gusto and execute approved compensation or headcount updates.
• Coordinate annual tax document collection and R&D credit substantiation with our US CPA.

• Manage vendor onboarding (collecting W-9s setting up ACH) and maintain the vendor master file.
• Deliver a weekly cash flow snapshot to the Founder every Monday morning.
• Author and continually optimize SOPs for all recurring financial processes.

• Experience: 7 years of dedicated bookkeeping experience working directly with US-based clients.
• Certification: Active QuickBooks Online ProAdvisor certification (fully completed not in-progress).
• Technical Compliance: Proven experience handling US multi-state payroll sales tax and 1099 reporting.
• Portfolio: Direct experience managing a recurring B2B AR portfolio (SaaS professional services or PropTech preferred).
• Communication: Exceptional written English with a polished professional client-facing email voice.
• Availability: Strict ability to work full-time hours overlapping 9:00 AM 5:00 PM ET.

• Experience in Property Management Real Estate or the PropTech sector.
• Familiarity with modern fintech tools: Stripe Ramp Brex or Gusto.
• Background tracking and documenting R&D tax credit expenses.

• Build Your Legacy: As our first dedicated finance hire you get to skip the corporate red tape. You will shape our tooling stack design the processes and build the function from the ground up.
• Direct Impact & Visibility: You will work directly with the Founder and Fractional CFO. Your voice matters your work is visible and your impact will be felt daily.
• Stability & Growth: This is not a short-term gig. We are looking for a long-term partner who wants to grow alongside the company unlocking expanded scope and compensation milestones as we scale.

Required Experience:

Senior IC