VP, Finance Operations (Player-Coach | CFO Track)
Department: Finance Reports to: CEO Role Type: Individual Contributor Location: Remote/Hybrid | United States Employment Type: Full-time
Overview
Practice by Numbers is hiring a VP, Finance Operations to own the finance function end-to-end for a profitable, sales-led SMB SaaS business (~$1M/month revenue, Stripe, mostly monthly billing). This is a hands‑on, player‑coach leadership role designed for someone who has operated under a high‑caliber CFO and is now ready to run finance independently—building the finance operating system, tightening reporting, improving predictability, and leading multi‑state tax setup with external experts.
This role is intentionally structured as a CFO track: you will deliver “CFO outcomes” immediately and grow into the CFO role as the company scales.
Direct reports (initially): [Senior Accountant/Controller (as hired), Outsourced partners]
Works closely with: Director of Sales, RevOps, Customer Success, People Ops, External CPA/SALT firm.
Who We’re Looking For (Profile Fit)
We are specifically looking for a player‑coach with the maturity to lead finance without a CFO above them, and the humility to be hands‑on. You should have:
- Worked directly under a CFO (or Head of Finance) in a SaaS business and learned the “why” behind decisions—not just the mechanics
- A track record of owning outcomes across finance ops + FP&A (close, reporting, forecasting, cash discipline)
- Comfort partnering with Sales/RevOps/CS and setting guardrails (discounting, commissions, pipeline-based forecasting)
- The ability to build the team and systems over time (starting lean)
This is not a role for:
- A senior manager who has only owned a narrow slice of finance (e.g., AP/AR only, GL only, or FP&A only) and is “stretching” into leadership for the first time
- Someone who needs day‑to‑day CFO direction to prioritize, frame tradeoffs, or communicate business impact
- A purely strategic finance leader who won’t execute
What Success Looks Like (First 90–180 Days)
- CEO fully out of bookkeeping; predictable monthly close and clean financial statements
- A trusted KPI pack and definitions (MRR/ARR bridge, churn, margin, cash, sales efficiency)
- Driver‑based forecast tied to pipeline, churn, and headcount (updated monthly; used weekly)
- Discounting and deal approval guardrails implemented; commissions accurate and auditable
- Stripe reconciliations tight; improved payment recovery + reduced leakage
- Multi‑state tax plan implemented (nexus assessment, registrations, filing calendar) with external SALT/CPA firm
- A clear finance operating cadence (weekly cash + pipeline, monthly pack, quarterly planning)
Key Responsibilities
- Finance Operations & Accounting Leadership
- Own the monthly close process and elevate speed/accuracy over time
- Ensure accurate revenue reporting from Stripe (reconciliation, refunds/credits, subscription reporting, basic rev rec hygiene)
- Build practical internal controls (approvals, spend policies, vendor management)
- Own AP/AR, collections cadence, and working capital management
- Hire/manage outsourced partners and/or a Controller/Senior Accountant as needed
- FP&A, Forecasting & Decision Support (CFO Outcomes)
- Build and run a driver‑based model: bookings → MRR/ARR → revenue → cash
- Own budgeting and reforecasting; tie hiring/spend to ROI and cash impact
- Produce a monthly KPI pack for leadership; translate insights into decisions
- Create scenario plans (e.g., hiring pace, pricing changes, churn changes)
- GTM Finance: Sales, Pricing, Discounting & Commissions
- Partner with Sales/RevOps to improve forecast accuracy and pipeline discipline
- Implement discount policies, deal approval workflows, and margin protection rules
- Maintain and improve commission plans and calculations; ensure clarity and auditability
- Identify pricing/packaging opportunities (including shifting customers to annual prepay)
- Track AE productivity and unit economics; recommend adjustments
- Cash, Collections & Revenue Leakage Reduction
- Own weekly cash visibility and collections priorities
- Reduce involuntary churn through payment failure analysis, dunning strategy, and operational improvements
- Improve DSO and collections processes; build consistent follow‑up + escalation paths
- Multi‑State Tax Setup & Compliance
- Develop a multi‑state tax strategy and filing calendar
- Coordinate with external CPA/SALT to ensure compliance
- Monitor tax obligations and maximize tax efficiency
- Systems & Finance Stack Ownership
- Own the finance stack and data integrity across Stripe, CRM, accounting, reporting, and commissions
- Improve automation and controls in billing → accounting → KPI reporting pipelines
- Document SOPs and build repeatable workflows so finance scales cleanly
Key Metrics You Will Own
- Close timeline + accuracy (and reduction in manual clean-up)
- Forecast accuracy (MRR/ARR, revenue, cash)
- Collections effectiveness (DSO, delinquency, recovery rate)
- Payment failure rate and recovery (involuntary churn)
- Gross margin visibility and trend
- Sales efficiency reporting (pipeline coverage, win rate, sales cycle, avg discount, bookings/AE)
- Retention reporting (logo churn, revenue churn, GRR/NRR or equivalent)
Experience & Qualifications (Required)
Nice to Have
- Experience scaling SMB, sales‑led SaaS with mostly monthly billing
- Experience implementing finance systems and reporting automation
- Experience designing/iterating pricing and packaging
- Exposure to SOC 2/security/compliance readiness (as finance partner)
Growth Path
This role is designed to grow into CFO as the company scales. You will earn broader ownership as you demonstrate predictable execution, strong GTM partnership, and strategic judgment.
Compensation and Benefits
- Competitive base salary
- Quarterly bonus tied to upsell and renewal performance
- Medical, dental, and vision coverage
- 401(k) with company match
- Exposure to leadership on pricing, packaging, and growth strategy
Budget: $120,000 to $200,000