Skylight

Backend Engineer

• Our ideal candidate is a seasoned backend engineer with deep experience building reliable, scalable systems, and a passion for creating products and features that really matter to customers
• You know how to design and maintain robust APIs, optimize backend infrastructure, and work closely with not only engineers from other stacks, but also cross-functional partners, from retail to customer support to data.
• We're looking for someone who loves finding simple, straightforward technical solutions to complex problems.
• The types of projects you take on, how you’re placed within our org, your title and compensation, etc., will be determined by your experience, expertise, areas of passion, and how those align with Skylight’s needs.
• We love matching the right people with the right work. Experience with our stack (Ruby on Rails, JavaScript/TypeScript Lambdas, modern Rails/Ruby versions, and fast, well-tested applications) is important, and our bottom-line requirements are simple: a strong engineering foundation, a desire to own meaningful systems, and a commitment to delivering exceptional outcomes.

Senior Backend Engineer

Manager

• 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
• 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
• 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
• 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
• 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

Treasury Manager

Customer Support

• Provide bespoke customer service for Skylight Calendar and Frame customers
• Engage with customers through high-volume phone, chat, email, and social media interaction
• Support escalated customer issues involving complex hardware and software challenges
• Contribute to project-based work as needed to enhance customer experience

Customer Support Specialist, Part-Time

• Provide bespoke, 1-1 customer service for Skylight Calendar and Frame customers through all phases of their customer journey from purchase to activation to set up and continued use of their devices.
• Engage with customers daily through high-volume phone, chat, email, and social media platform interactions.
• Support escalated customer issues involving complex hardware and software challenges with Skylight devices.
• Flag any patterns you notice in tickets or customer feedback so the team can stay ahead of emerging issues.
• Be a supportive peer and thought partner with our Customer Service Team Leads, providing coverage as needed for our core and troubleshooting customer service teams.
• Contribute to project-based work as needed to support team goals and enhance the customer experience.
• Ability to meet for in-person work days for team-building with the CS Leadership team and other Skylight employees located in Pittsburgh monthly in our local co-working office.

Customer Support Specialist, Part-Time – Weekend Availability Required

Full-stack Engineer

• Build, launch, and iterate on experiments across our e-commerce site and mobile/web app to improve subscription attach rate, retention, and other growth metrics.
• Implement new features and UI flows in our Shopify + Hydrogen e-comm site and our React Native app with a high bar for quality and user experience.
• Help evaluate, implement, and configure the A/B testing and experimentation tools the Growth Pod adopts.
• Collaborate closely with product managers, designers, and growth-focused cross-functional partners to move quickly from hypothesis to live test.
• Write high-quality, reusable, and maintainable code, and contribute to a comprehensive test suite to ensure stability as we ship fast.
• Participate in code reviews and bring constructive, thoughtful feedback to elevate the team’s work.
• Help establish processes for monitoring performance and tracking experiment results and health metrics.

Senior Growth Engineer

Director

• Own employee onboarding and offboarding end-to-end: accounts, devices, access provisioning, group membership, device return, etc.
• Manage the company device fleet across Mac and Windows, including procurement, setup, configuration, lifecycle management, and asset tracking..
• Handle day-to-day IT requests and, wherever possible, replace them with automation and self-serve tooling that reduces repetitive support work..
• Own vendor relationships, contracts, and renewals across our SaaS stack, negotiating on our behalf and keeping spend reasonable.
• Administer our core tools: Google Workspace, Okta, 1Password, Slack, Justworks, Ramp, and whatever else we add over time.
• Conduct periodic access reviews and maintain a clean, current view of user access across core systems, with a focus on least privilege.
• Contribute to IT and security policy documentation, keeping it practical and usable rather than shelfware.
• Support our Head of Security on incident response when needed.
• Evaluate and implement MDM and endpoint security solutions if and when we’re ready, and figure out what “the Skylight way” looks like for each.
• Maintain a clean internal systems environment, including license hygiene, admin role hygiene, and reduction of unnecessary access and tool sprawl.

Director of IT

Video Editor

• Working with our Paid Social Creative Team to cut videos into high-performing ads.
• Staying entrenched in day-to-day performance results, understanding the data, and converting those insights into creative iterations.
• Keeping up-to-date on trends across social media platforms and proactively proposing opportunities to the team.
• Strategically and proactively adding in video elements, formats, or styles to diversify content and increase performance metrics including ROAS and thumbstop

Performance Video Editor – Contract

Frontend Engineer

• Build and maintain high-quality, performant front-end applications
• Develop SSR-based web experiences with a strong focus on speed, scalability and SEO
• Integrate and manage content-driven experiences using a headless CMS such as Sanity or similar platforms
• Partner closely with Product, Design and Engineering to deliver user-facing features from concept to launch
• Translate design and content requirements into reusable, maintainable front-end components
• Improve site performance, accessibility and overall user experience
• Help define front-end best practices, architecture and development standards
• Support experimentation, testing and optimization across web experiences