Skylight is a technology startup building the OS of the family. We make Skylight Calendar, the smart calendar loved by millions of families (plus Wired and the Wirecutter). Our latest product is Calendar 2, which just launched to rave reviews.

Our mission is to connect loved ones by creating the world’s simplest products and services that improve family life. Our founders are former venture capitalists and serial entrepreneurs who have scaled this business to $300M+ in annual revenue while being completely bootstrapped and profitable. We get to grow a happy, healthy company focused on making products our customers love without investors breathing down our necks.

Smart, hardworking people who care about making actually meaningful products love working here. People like you. We’re busy inventing new ways to simplify family life and help parents raise great kids – and we need your help! Come invent something new with us.

About the Job:

We are a physical goods business, which means cash management is the operational heartbeat of the company. On top of that, being bootstrapped means cash plays an even bigger role in our strategy. Our Treasury Manager will own the full cash picture: understanding when sales turn into cash, how inventory buys affect our liquidity and translating all of it into a forward-looking view that gives leadership real decision-making confidence.

This is a build role. We have almost no treasury infrastructure today, so your first 90 days will be spent creating the systems, processes, and models from scratch. If that energizes you, read on.

Responsibilities:

Cash Flow Forecasting & Modeling

• Own and continuously refine the company's 13 week cash flow model to within 95% accuracy–this is your primary deliverable
• Synthesize the inventory purchase calendar, PO commitment schedule, payroll cadence, tax schedule and all other inflows and outflows into a forward-looking cash needs picture
• Translate model outputs into clear, actionable recommendations for leadership–you're not just a modeler, you're the person who explains what the numbers mean and what we should do about them
• Maintain daily cash positioning and monitor actual vs. forecast, tightening the model over time based on variances

Cross-Functional Partnership

• Work closely with our finance and operations teams to ensure cash flow inputs are accurate and timely
• Partner with the procurement and ops teams to stay ahead of inventory purchase cycles and PO commitments
• Collaborate with accounting to align on tax payment timing, accruals, and reconciliations
• Be the connective tissue between functions

Banking & Liquidity Management

• Manage day-to-day banking relationships and ensure adequate liquidity across accounts
• Execute and authorize wires, ACH payments, and other treasury transactions with precision and appropriate controls
• Monitor credit facilities and report on covenant compliance
• Optimize idle cash–know when to sweep, when to hold, and when to draw

Controls, Process & Documentation

• Design and implement treasury policies, procedures, and internal controls from the ground up
• Maintain meticulous documentation for all treasury transactions, approvals, and decisions
• Ensure compliance with applicable regulations, tax payment requirements, and audit standards
• Proactively Identify process gaps and close them

Risk Management

• Identify and flag cash flow risks proactively
• Manage basic FX exposure relevant to our business through a practical hedging strategy
• Support insurance and counterparty risk monitoring

Requirements

You Have:

• Bachelor's degree in Finance, Accounting, Economics, or related field
• 5-8 years of treasury or finance experience, with meaningful time inside a physical-goods or inventory-driven business (retail, CPG, manufacturing, distribution, or similar)
• Advanced Excel / Google Sheets modeling skills; experience with NetSuite a plus
• Hands-on experience owning or co-owning a cash flow model. You've run it under pressure, explained it to a CFO, and improved it based on real outcomes
• Demonstrated ability to work across functions (ops, procurement, accounting) to pull the inputs you need
• Deep comfort with banking operations: wires, ACH, account management, online banking platforms
• Experience building or significantly improving financial processes, not just operating inside established ones

You Are:

• A strong communicator: able to translate a complex cash model into a clear two-minute update for a busy executive
• Trustworthy and discreet: you will have access to sensitive financial information and you understand what that means
• Process-oriented and detail-obsessed: reconciliation and documentation are not overhead for you, they are how you operate
• Comfortable owning a decision and defending your analysis: you don't hedge everything
• Energized by ambiguity and blank-sheet-of-paper problems: you see building as an opportunity, not a burden

Benefits

Our competitive compensation package includes:

• Competitive Salary + Equity Package
• 401K matching
• Wellness, learning, and home-office budgets
• Health, Dental & Vision Medical Plans
• Tremendous autonomy to set the direction of your work
• Unlimited PTO
• Company holidays on the first Friday of every month (Except November & December)

Equal opportunity employer

Skylight is committed to building a diverse and inclusive team. All qualified applicants will be considered without regard to race, color, religion, sex, sexual orientation, gender identity or expression, age, national origin, disability, protected veteran status, or any other factor protected by applicable federal, state, or local laws. If you’re the best person for the job, we want you on board!

We hire across the U.S., but for legal reasons, we have to list NY and CO separately.

For Colorado-based candidates, the range being offered for this role is $150-$175K based on experience and for California-based candidates, the range being offered for this role is $150-$175K based on experience. Pursuant to the San Francisco Fair Chance Ordinance, we will consider employment for qualified applicants with criminal histories in a manner consistent with the requirements of this law.

This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.