Head of Finance

Laylo is the drop CRM powering some of the biggest names in music, live events, and entertainment. We replace the patchwork of email, SMS, presave, and tour announcement tools with one platform that lets creators message their fans directly and drive real revenue. Over 10,000 creators use Laylo to drop more than $1B in tickets, merch, and music to millions of fans, including artists like Zach Bryan, Sabrina Carpenter, and festivals like Outside Lands.

We're a 24-person team based around the world. We went through Y Combinator (S20) and are backed by Eldridge, Sony, and other top-tier investors.

The Role

You'll be our first dedicated finance hire. That means you won't be inheriting a team or a playbook. You'll be building the financial infrastructure of a fast-growing SaaS company from scratch, reporting directly to the CEO.

This role is equal parts operational and strategic. On any given day, you might be modeling the unit economics of a new pricing tier, optimizing our vendor spend, preparing board-ready financials, or pressure-testing our hiring plan against our runway. You'll have a seat at the table for every major business decision because almost every major business decision has a financial dimension.

If you're the kind of person who gets excited about being the single source of truth for a company's financial health, and you want to do it at a company where the product actually matters, this is the role.

What You'll Do

• Own all financial operations: bookkeeping, accounts payable/receivable, payroll coordination, expense management, and monthly close
• Build and maintain our financial model, including revenue forecasting, cash flow projections, and scenario planning
• Prepare monthly financial reports and board materials that tell the real story, not just the numbers
• Lead budgeting and planning cycles. Work with the CEO and team leads to set budgets, track actuals, and flag variances early
• Drive strategic analysis on pricing decisions, including platform pricing tiers, messaging costs, and margin optimization
• Manage and optimize our cost structure across headcount, software/infrastructure, and vendor contracts. Know where every dollar goes and whether it's earning its keep
• Own the financial workstreams for fundraising: data rooms, investor-facing materials, due diligence responses, and cap table management
• Handle tax compliance, audit prep, and relationships with external accountants and tax advisors
• Build the financial systems and processes that will scale with us. We need infrastructure that works at 2x and 10x our current size
• Evaluate and implement financial tooling (accounting software, expense management, FP&A tools)

Who You'll Work With

You'll work most closely with the CEO on strategy and planning, with engineering and product leadership on infrastructure and software cost management, and with the sales and partnerships team on revenue analysis and deal structure. You'll also be the primary point of contact for our external accountants, tax advisors, and investors.

What Makes You Great for This Role

Must haves:

• 5+ years in finance roles, with meaningful time at a venture-backed startup (ideally Series Seed through B)
• You've been the primary or sole finance person before. You know what it means to own everything from AP to board decks
• Strong financial modeling skills. You can build a model from scratch, not just maintain one someone else built
• Deep understanding of SaaS metrics: ARR, net revenue retention, LTV/CAC, gross margin, burn multiple, Rule of 40. You think in these terms naturally
• Experience with fundraising mechanics: SAFEs, convertible notes, priced rounds, cap table management, 409A valuations
• Comfort with ambiguity. You'll often be making decisions with incomplete data and need to know when "good enough" is good enough vs. when precision matters

Nice to haves:

• Experience at a company in the creator economy, music, or entertainment space
• Familiarity with the cost structure of messaging platforms (SMS/MMS costs, infrastructure scaling)
• Experience with pricing strategy and packaging for B2B SaaS
• CPA or equivalent, though we care more about what you've built than what credentials you hold
• Experience with tools like QuickBooks, Ramp, Carta, and modern FP&A platforms

Example Projects

• Pricing overhaul: Analyze our current pricing tiers against usage data, COGS, and competitive positioning. Recommend and model changes that improve gross margin without hurting conversion
• Vendor audit: Audit every recurring software and infrastructure cost across the company. Identify redundancies, renegotiate contracts, and build a framework for evaluating new spend
• Hiring plan: Model the financial impact of our hiring roadmap. Help leadership understand the tradeoffs between speed of hiring and runway extension