Skylight

Design and build new AI-powered user-facing features using Ruby on Rails and Typescript/React Native, collaborate with product and design teams, integrate with LLM APIs, and mentor engineers. | 6+ years experience, deep expertise in Ruby on Rails or similar backend, working knowledge of Typescript/React, some experience with LLM APIs, strong product intuition, and remote startup experience preferred. | At Skylight, we thrive on innovation and creativity, building products that bring families closer together. As a Full Stack Engineer within our new AI products team, you'll be at the forefront of developing features that enhance user experiences across our platforms. This is a unique opportunity to work on both the frontend and backend aspects of our applications, contributing to a product loved by millions of users. We're looking for a high-speed, product-minded, entrepreneurial Full Stack Software Engineer (Senior, Staff, or Principal level). In this role, you will work directly with our GM of New Businesses to build out new AI-powered features across our platform. You’ll build primarily in Ruby on Rails and occasionally in Typescript (React and React Native), integrating with LLMs from vendors like OpenAI. You should have deep expertise in both front-end and back-end technologies, with mastery of Ruby on Rails or a similar back end language and at least a working knowledge of (and willingness to learn) Typescript/React Native, and you should have at least some cursory experience building features that leverage Gen AI/LLM APIs. Responsibilities • Design, build, and launch new user-facing features powered by large language models (LLMs) • Own major product initiatives from zero-to-one, in partnership with a small but mighty team • Collaborate with Product and Design to shape new products and features: bringing your creativity and ingenuity to our roadmap as well challenging assumptions, refining scope, and helping us ship elegant, focused, customer-centric MVPs and iterations. • Integrate with third-party APIs like OpenAI and explore new model capabilities • Build exciting new features in Ruby on Rails, Typescript, React Native, and whatever other languages/technologies we adopt to best serve the needs of our customers • Write code that is simple, clean, tested, and pragmatic: fast enough to validate, solid enough not to drag us down later, and scrappy enough that we’re willing to throw it away. • Mentor other engineers through code reviews and design discussions • 6+ years experience building software products end-to-end • Strong product intuition. You know how to dial in on what an MVP should deliver or learn, and craft the simplest path to get there. • Bias toward action and autonomy: you thrive when given trust and ownership. • Exceptional verbal and written communication. You are able to make the technical accessible and inspire confidence regardless of the audience • Deep experience in Ruby on Rails (or similar backend frameworks) and working knowledge of Typescript/React • Demonstrated ability to ship zero-to-one products as a solo engineer or team lead • At least side-project experience working with LLM APIs and enthusiasm for developing Gen AI applications • Remote startup experience strongly preferred Nice to Haves • Professional experience building features with OpenAI, Anthropic, or similar LLM APIs • Familiarity with prompt engineering or retrieval-augmented generation (RAG) • Prior work on family-facing or consumer products 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 $200-$220K based on experience and for California-based candidates, the range being offered for this role is $$200-$220K 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.

Lead multidisciplinary teams to deliver secure, user-centered digital products for government healthcare modernization, managing product strategy, backlog, and stakeholder alignment. | Experience leading digital product teams with agile methods, knowledge of compliance/security in regulated environments, strong communication skills, and ability to support federal teams with training and documentation. | Note: The job is a remote job and is open to candidates in USA. Skylight is a digital consultancy focused on enhancing public services for government agencies. They are seeking a Technical Product Manager to lead multidisciplinary teams in delivering secure, user-centered services that modernize healthcare systems and improve cybersecurity within the U.S. Department of Health and Human Services. Responsibilities • Lead a multidisciplinary team of engineers, designers, researchers, and subject matter experts to deliver high-impact products and services • Translate user and partner needs into a product strategy — including vision, objectives, success measures, roadmap, and backlog • Manage scope and direction from discovery and prototyping to minimum viable product (MVP) and scaled solutions • Write and prioritize user stories, refine backlog items, and plan releases with an eye toward continuous delivery • Support agile rhythms — planning, reviews, retros, and stakeholder check-ins — that help teams learn and adapt quickly • Use research, data, and feedback to inform product decisions and measure success through objectives and key results (OKRs) and key performance indicators (KPIs) • Partner with engineering teams to ensure infrastructure, security, and compliance needs are integrated from the start • Help federal teams sustain improvements by delivering training and enablement, and by leaving behind reusable resources such as templates, playbooks, and decision records Skills • Experience leading multidisciplinary teams to deliver digital products or services in production • Strong understanding of lean and agile product practices, and how to apply them at different stages of the lifecycle • Ability to develop and execute problem-driven, outcome-focused product strategies — including defining roadmaps, success criteria, and managing backlogs • Knowledge of human-centered design and how it informs product direction • Familiarity with compliance and security requirements in delivery contexts (e.g., accessibility under Section 508 of the Rehabilitation Act, the Federal Risk and Authorization Management Program [FedRAMP], or Authority to Operate [ATO]) • Clear communication and facilitation skills to align stakeholders and build trust across disciplines • Commitment to equipping federal teams with documentation, training, and mentoring so improvements last beyond the contract • Ability to work effectively in a professional services environment • Passion for improving public outcomes through great government services • A mindset and work approach that align with Skylight’s core values • Experience delivering modernization in highly regulated environments such as health or government • Background with technical platforms, APIs, shared services, or enterprise infrastructure • Familiarity with continuous authority to operate (cATO) practices or evidence automation in compliance • Track record of mentoring product managers and building product practices across organizations • Experience working effectively on hybrid or distributed teams • Ability to spend time on‑site at HHS in Washington, DC — either by being based locally or by traveling periodically for in‑person collaboration Benefits • Medical insurance, dental insurance, vision insurance • Short-term and long-term disability insurance • Life and AD&D insurance • Dependent care FSA, healthcare FSA, health savings account • Dollar-for-dollar 401(k) match up to 10% of your salary with no vesting period • Flexible paid-time-off policy (generally around 25 days per year), plus 11 paid federal holidays • Up to 12 weeks paid-time-off for all eligible new birth, adoption, or foster parents • Performance rewards, including annual salary increase, annual performance bonus, spot bonuses, and stock options • Business development / sales bonuses • Referral bonuses • Annual $2,000 allowance for professional development • Annual $750 allowance for tech-related purchases • Annual swag budget of $100 to display your Skylight pride with some merchandise (hoodies, hats, and more) • Dollar-for-dollar charity donation matching, up to $500 per year • Flexible, remote-friendly work environment • An environment that empowers you to unleash your superpowers for public good Company Overview • Skylight is a digital consultancy using design and technology to help government agencies deliver better public services. It was founded in 2017, and is headquartered in Sarasota, Florida, USA, with a workforce of 51-200 employees. Its website is https://skylight.digital/.

Collaborate with product managers, designers, and other engineers to develop and implement new features for the Android application. Write high-quality, reusable, and maintainable code in Kotlin while optimizing application performance and improving user experience. | Extensive experience (6+ years) developing native Android applications is required, along with expertise in Kotlin and the Android SDK. Strong problem-solving skills and the ability to work effectively in a team environment are essential. | Skylight’s mission is to build the OS of the family. We make consumer products, like Skylight Frame and Skylight Calendar, that are loved by millions of people across the globe. Through a singular focus on care for our customers, Skylight has scaled from a school project to over $180M in annual revenue while being completely bootstrapped. We have a huge opportunity to make family life easier and more connected, and that’s why we have been working hard to expand our team. At Skylight, our engineering team is small but mighty — our software powers an experience for millions of customers. We've built a healthy, bootstrapped, and profitable business, and are scaling our Engineering team to better support our growth, improve our technical infrastructure, and continue to expand the feature set for customers. Our ideal candidate is well-versed in all things Android, from best practices in release management to the ins and outs of the Android SDK. We're looking for someone who loves building delightful customer-facing features and cares deeply about creating great user experiences. Responsibilities Collaborate with product managers, designers, and other engineers to develop and implement new features for our Android application Write high-quality, reusable, and maintainable code in Kotlin Develop and maintain a comprehensive test suite to ensure the quality and stability of the application Optimize application performance and improve the user experience Ensuring that our Android architecture enables scaling both our team and user-base Participate in code reviews and provide constructive feedback to improve code quality Extensive experience (6+ years) developing native Android applications Expertise in Kotlin programming language and Android SDK Strong understanding of Android application architecture and design patterns Expertise in the release management cycle Excellent problem-solving and analytical skills Strong verbal and written communication skills Ability to work in a team environment and collaborate effectively with others Passion for learning and staying up-to-date with new technologies and trends in Android development Familiarity with Android design patterns and libraries (Coroutines, Flow, Hilt/Dagger, Room, Retrofit) 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 About Skylight Skylight is a technology startup based out of Los Angeles and San Francisco. Our mission is to connect loved ones by creating the world’s simplest products and services that improve family life. We make consumer products, like Skylight Frame and Skylight Calendar, that are loved by millions of people across the globe. Our founders are former venture capitalists and serial entrepreneurs, who have scaled this business to $100M+ in annual revenue while being completely bootstrapped. We think often about the millions of smiles we are able to put on our customers’ faces each day, and it fills our hearts with purpose. That’s why we have been working hard to expand our team and invent so that we can continue to bring the magic of Skylight to millions more loved ones throughout the world. At Skylight, we have three core principles that guide our work and help us manage the business day to day: autonomy, rigor, and care. These principles show up early and often and help guide the work we do and the way we work. 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! For Colorado-based candidates, the range being offered for this role is $170K-210K based on experience and for California-based candidates, the range being offered for this role is $170-210K 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.

Design, build, and launch new user-facing features powered by large language models. Own major product initiatives from zero-to-one, collaborating with a small team. | 6+ years of experience building software products end to end is required. Candidates should have deep mastery of either Ruby on Rails or Typescript and a demonstrated ability to ship zero-to-one products. | At Skylight, we thrive on innovation and creativity, building products that bring families closer together. As a Full Stack Engineer within our Moonshots team, you'll be at the forefront of developing features that enhance user experiences across our platforms. This is a unique opportunity to work on both the frontend and backend aspects of our applications, contributing to a product loved by millions of users. We're looking for a seasoned Full Stack Software Engineer (Senior, Staff, or Principal level) to work directly with our GM of New Businesses and our cofounder/CTO to build out new AI-powered features across our platform. You'll work primarily in Ruby on Rails and Typescript (React and React Native) to bring zero-to-one products to life by integrating with LLMs from vendors like OpenAI. You should bring deep expertise in both front-end and back-end technologies, with deep mastery of Typescript and at least a working knowledge of (and willingness to learn) Ruby on Rails. Responsibilities Design, build, and launch new user-facing features powered by large language models (LLMs) Own major product initiatives from zero-to-one, in partnership with a small but mighty team Collaborate deeply with Product and Design to shape new products and features Integrate with third-party APIs like OpenAI and explore new model capabilities Contribute to codebases in Ruby on Rails, Typescript, React, and React Native Write maintainable, high-quality code with strong test coverage Mentor other engineers through code reviews and design discussions 6+ years experience building software products end to end Deep mastery of either Ruby on Rails or Typescript (React/React Native), and working fluency in the other Demonstrated ability to ship zero-to-one products as a solo engineer or team lead Experience working with LLMs or interest in developing Gen AI applications Clear communication and collaboration skills across disciplines Startup experience strongly preferred\ Nice to Haves Experience with OpenAI, Anthropic, or similar LLM providers Familiarity with prompt engineering or retrieval-augmented generation (RAG) Prior work on family-facing or consumer social products 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 $200-$220K based on experience and for California-based candidates, the range being offered for this role is $$200-$220K 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.

Design, build, and launch new user-facing features powered by large language models. Own major product initiatives from zero-to-one, collaborating with a small team. | 6+ years of experience building software products end to end is required. Deep mastery of either Ruby on Rails or Typescript (React/React Native) is essential, along with experience working with LLMs or interest in developing Gen AI applications. | At Skylight, we thrive on innovation and creativity, building products that bring families closer together. As a Full Stack Engineer within our Moonshots team, you'll be at the forefront of developing features that enhance user experiences across our platforms. This is a unique opportunity to work on both the frontend and backend aspects of our applications, contributing to a product loved by millions of users. We're looking for a seasoned Full Stack Software Engineer (Senior, Staff, or Principal level) to work directly with our GM of New Businesses and our cofounder/CTO to build out new AI-powered features across our platform. You'll work primarily in Ruby on Rails and Typescript (React and React Native) to bring zero-to-one products to life by integrating with LLMs from vendors like OpenAI. You should bring deep expertise in both front-end and back-end technologies, with deep mastery of Typescript and at least a working knowledge of (and willingness to learn) Ruby on Rails. Responsibilities Design, build, and launch new user-facing features powered by large language models (LLMs) Own major product initiatives from zero-to-one, in partnership with a small but mighty team Collaborate deeply with Product and Design to shape new products and features Integrate with third-party APIs like OpenAI and explore new model capabilities Contribute to codebases in Ruby on Rails, Typescript, React, and React Native Write maintainable, high-quality code with strong test coverage Mentor other engineers through code reviews and design discussions 6+ years experience building software products end to end Deep mastery of either Ruby on Rails or Typescript (React/React Native), and working fluency in the other Demonstrated ability to ship zero-to-one products as a solo engineer or team lead Experience working with LLMs or interest in developing Gen AI applications Clear communication and collaboration skills across disciplines Startup experience strongly preferred\ Nice to Haves Experience with OpenAI, Anthropic, or similar LLM providers Familiarity with prompt engineering or retrieval-augmented generation (RAG) Prior work on family-facing or consumer social products 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 $200-$220K based on experience and for California-based candidates, the range being offered for this role is $$200-$220K 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.

Lead and guide design and research efforts for HHS modernization, establish standards and accessibility, mentor teams, and collaborate with product and engineering to ensure user-centered government services. | Senior leadership experience in design and research programs, strong collaboration and communication skills, knowledge of accessibility standards, passion for public service, and ability to work in a professional services environment with some travel. | About Skylight Skylight is a digital consultancy using design and technology to help government agencies deliver better public services. We’re at the forefront of a civic movement to reinvent how all levels of government serve families, patients, and many others in today's digital world. If you want to play a part in driving this critical movement forward, we’d love for you to join our growing team of public interest technologists. The work we do matters. About the job As Research & Design Lead, you’ll shape and guide all design and research efforts for a major modernization initiative at the U.S. Department of Health and Human Services (HHS). You’ll set the vision for how design and research drive outcomes, ensuring services are user-centered, accessible, and sustainable. In this role, you’ll oversee a multidisciplinary team spanning product design, service design, content design, and user research. You’ll work side by side with product and engineering leaders to align strategy with execution, while creating the conditions for designers and researchers to do their best work. Beyond delivery, you’ll focus on building capacity — establishing standards, playbooks, and systems that government teams can use long after our involvement. Your leadership will help ensure that modern design and research practices become a lasting part of how HHS delivers services to the public. What you’ll do • Provide leadership and direction for design and research across multiple work-streams • Establish and maintain design standards, accessibility requirements (Section 508), and inclusive practices • Develop and oversee research operations, ensuring ethical and representative participation • Guide service and product strategy with artifacts such as blueprints, prototypes, and decision narratives • Build and evolve design systems and content operations that support reuse and consistency • Mentor and grow designers and researchers, while enabling federal partners to sustain improvements over time What we're looking for Minimum qualifications • Experience leading multidisciplinary design and research programs from discovery through implementation • Portfolio showing complex, multi-team work that led to measurable outcomes • Knowledge of research methods and ability to translate insights into actionable design decisions • Ability to set and maintain design quality standards, including accessibility (Section 508) • Strong collaboration with product and engineering partners to align strategy and delivery • Clear communication and facilitation skills with executives and stakeholders • Commitment to mentoring and knowledge transfer so teams continue improving over time • Ability to work successfully in a professional services environment • Passion for creating better public outcomes through great government services • A mindset and work approach that align with Skylight’s core values • Ability travel for work from time to time Nice-to-have qualifications • Experience delivering modernization in complex or regulated environments • Familiarity with security and compliance contexts such as Authority to Operate (ATO) processes • Experience scaling design systems or shared service patterns • Background in measuring experience quality and service performance • Experience working effectively on hybrid or distributed teams • Ability to spend time on-site at HHS in Washington, DC — either by being based locally or by traveling periodically for in-person collaboration • Prior experience working in the civic tech space Don’t meet 100% of the criteria but think you can do the job? We’d love to chat anyway! We’re on a mission to build diverse teams, and studies have shown that women and marginalized folks are less likely to apply to jobs if they don’t check every box. Other requirements • All work must be conducted within the U.S., excluding U.S. territories. Some federal contracts require U.S. citizenship to be eligible for employment. • You must be legally authorized to work in the U.S. now and in the future without sponsorship. • As a government contractor, you may be required to obtain a public trust or security clearance. • You may be required to complete a company background check successfully. • Some of our available roles are on federal contracts that require a degree or additional years of experience as a substitute. Position type This is a full-time, exempt position. Location This is a remote-friendly role. You can be based anywhere in the U.S. Candidates in the Washington, DC area, or those willing to travel there periodically for in-person collaboration, are especially encouraged to apply. Care package Salary We want to give you the most competitive salary possible. After all, you deserve it! To that end, we use the results of our interview process to determine what salary is most appropriate given your current level of seniority. For a Research & Design Lead at Skylight, the current salary ranges are as follows: • Staff Research & Design Lead: $170,000–$203,000 • Principal Research & Design Lead: $180,000–$230,000 Benefits Your well-being is important to us, so we focus on supporting you in a variety of ways: • Medical insurance, dental insurance, vision insurance • Short-term and long-term disability insurance • Life and AD&D insurance • Dependent care FSA, healthcare FSA, health savings account • Dollar-for-dollar 401(k) match up to 10% of your salary with no vesting period • Flexible paid time-off-policy (generally around 25 days per year), plus 11 paid federal holidays • Up to 12 weeks paid-time-off for all eligible new birth, adoption, or foster parents • Performance rewards, including annual salary increase, annual performance bonus, spot bonuses, and stock options • Business development / sales bonuses • Referral bonuses • Annual $2,000 allowance for professional development • Annual $750 allowance for tech-related purchases • Annual swag budget of $100 to display your Skylight pride with some merchandise (hoodies, hats, and more) • Dollar-for-dollar charity donation matching, up to $500 per year • Flexible, remote-friendly work environment • An environment that empowers you to unleash your superpowers for public good Interview tips We want you to have a great interview experience with us! Here are some tips to help you prepare for a successful interview: • Visit our join page to learn more about how our interview process works. • Check out our Career Pathways framework to learn more about the different roles within Skylight and the skills needed to do them. • Please include a portfolio of 1–2 showcase projects with your application. Your portfolio can be anything from a website to a slide deck (whatever works for you). So that we can prioritize your application for consideration, please ensure that you either remove your access password to your portfolio or provide access details. • If you’d like to request reasonable accommodations during the application or interviewing process, please contact our recruiting team at recruiting@skylight.digital. We participate in E-Verify and upon hire, will provide the federal government with your Form I-9 information to confirm that you’re authorized to work in the U.S. We are an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, national origin, sex, religion, age, disability, veteran status, or any other category protected by applicable law.

Develop and maintain native Android application features with Kotlin, optimize performance, ensure scalable architecture, and participate in code reviews. | 6+ years of native Android development experience with Kotlin, expertise in Android SDK and architecture, release management, and strong collaboration and communication skills. | Skylight’s mission is to build the OS of the family. We make consumer products, like Skylight Frame and Skylight Calendar, that are loved by millions of people across the globe. Through a singular focus on care for our customers, Skylight has scaled from a school project to over $180M in annual revenue while being completely bootstrapped. We have a huge opportunity to make family life easier and more connected, and that’s why we have been working hard to expand our team. At Skylight, our engineering team is small but mighty — our software powers an experience for millions of customers. We've built a healthy, bootstrapped, and profitable business, and are scaling our Engineering team to better support our growth, improve our technical infrastructure, and continue to expand the feature set for customers. Our ideal candidate is well-versed in all things Android, from best practices in release management to the ins and outs of the Android SDK. We're looking for someone who loves building delightful customer-facing features and cares deeply about creating great user experiences. Responsibilities Collaborate with product managers, designers, and other engineers to develop and implement new features for our Android application Write high-quality, reusable, and maintainable code in Kotlin Develop and maintain a comprehensive test suite to ensure the quality and stability of the application Optimize application performance and improve the user experience Ensuring that our Android architecture enables scaling both our team and user-base Participate in code reviews and provide constructive feedback to improve code quality Extensive experience (6+ years) developing native Android applications Expertise in Kotlin programming language and Android SDK Strong understanding of Android application architecture and design patterns Expertise in the release management cycle Excellent problem-solving and analytical skills Strong verbal and written communication skills Ability to work in a team environment and collaborate effectively with others Passion for learning and staying up-to-date with new technologies and trends in Android development Familiarity with Android design patterns and libraries (Coroutines, Flow, Hilt/Dagger, Room, Retrofit) 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 About Skylight Skylight is a technology startup based out of Los Angeles and San Francisco. Our mission is to connect loved ones by creating the world’s simplest products and services that improve family life. We make consumer products, like Skylight Frame and Skylight Calendar, that are loved by millions of people across the globe. Our founders are former venture capitalists and serial entrepreneurs, who have scaled this business to $100M+ in annual revenue while being completely bootstrapped. We think often about the millions of smiles we are able to put on our customers’ faces each day, and it fills our hearts with purpose. That’s why we have been working hard to expand our team and invent so that we can continue to bring the magic of Skylight to millions more loved ones throughout the world. At Skylight, we have three core principles that guide our work and help us manage the business day to day: autonomy, rigor, and care. These principles show up early and often and help guide the work we do and the way we work. 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! For Colorado-based candidates, the range being offered for this role is $170K-210K based on experience and for California-based candidates, the range being offered for this role is $170-210K 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.

Strategize and advocate for user-centered, plain language content to improve government services, write and edit content for government programs, develop content governance strategies, and collaborate on cross-functional teams. | Must have strategic content design skills, ability to advocate for content-driven approaches, user-centered writing expertise, basic technical skills like HTML editing, effective client communication, passion for public outcomes, and ability to travel occasionally. | About Skylight Skylight is a digital consultancy using design and technology to help government agencies deliver better public services. We’re at the forefront of a civic movement to reinvent how all levels of government serve families, patients, and many others in today's digital world. If you want to play a part in driving this critical movement forward, we’d love for you to join our growing team of public interest technologists. The work we do matters. About the job At Skylight, content designers work on cross-functional teams to strategize and advocate for user-centered content practices, plain language, and inclusivity, all while delivering on business objectives. The work can range from a standalone piece of content, to supporting an end-to-end service journey. Content designers also help design content governance strategies and workflows in a user-centered context. What you’ll do • Improve government services by tailoring pertinent information to the needs of their users • Research, edit, write, and organize content describing government programs and initiatives • Write clear, usable, and accessible text in plain language • Set the tone for content and develop a unified voice • Write UX copy (e.g., user interface copy, microcopy, error messaging, notifications, in-product copy) for government applications • Test content with users and make adjustments based on user feedback • Offer recommendations on how to deliver a consistent, sustainable and standards-driven content strategy across projects, services, and products • Plan and facilitate content strategy workshops and brainstorming sessions What we’re looking for Minimum qualifications • Able to advocate for the value of a content-driven approach through actions such as training and guiding your team and stakeholders on content design best practices • Can think strategically about the role of content, including how it impacts the overall business and how users experience a product or service • Able to take an evidence-based, decision-making approach to content design through actions such as testing your hypotheses with users • Able to apply best practices for writing user-centered content, from producing microcopy to defining content standards and style guidelines • Possess or able to acquire basic tech skills, such as editing website content directly using markup languages (e.g., HTML) • Ability to work successfully within a professional services environment (e.g., can communicate effectively with clients) • Passion for creating better public outcomes through great government services • A mindset and work approach that aligns with our core values • Ability to travel for work from time to time Nice-to-have qualifications • Prior experience working in the civic tech space • Experience working in a remote-team environment Don’t meet 100% of the criteria but think you can do the job? We’d love to chat anyway! We’re on a mission to build diverse teams, and studies have shown that women and marginalized folks are less likely to apply to jobs if they don’t check every box. Other requirements • All work must be conducted within the U.S., excluding U.S. territories. Some federal contracts require U.S. citizenship to be eligible for employment. • You must be legally authorized to work in the U.S. now and in the future without sponsorship. • As a government contractor, you may be required to obtain a public trust or security clearance. • You may be required to complete a company background check successfully. • Some of our available roles are on federal contracts that require a degree or additional years of experience as a substitute. Position type This is a full-time, exempt position. Location This is a fully remote position. Care package Salary We want to give you the most competitive salary possible. After all, you deserve it! To that end, we use the results of our interview process to determine what salary is most appropriate given your current level of seniority. For a Content Designer at Skylight, the current salary ranges are as follows: • Associate Content Designer: $90,000–$125,000 • Content Designer I: $120,000–$140,000 • Content Designer II: $135,000–$160,000 • Senior Content Designer: $150,000–$185,000 • Staff Content Designer: $170,000–$203,000 • Principal Content Designer: $180,000–$230,000 Benefits Your well-being is important to us, so we focus on supporting you in a variety of ways: • Medical insurance, dental insurance, vision insurance • Short-term and long-term disability insurance • Life and AD&D insurance • Dependent care FSA, healthcare FSA, health savings account • Dollar-for-dollar 401(k) match up to 10% of your salary with no vesting period • Flexible paid-time-off policy (generally around 25 days per year), plus 11 paid federal holidays • Up to 12 weeks paid-time-off for all eligible new birth, adoption, or foster parents • Performance rewards, including annual salary increase, annual performance bonus, spot bonuses, and stock options • Business development / sales bonuses • Referral bonuses • Annual $2,000 allowance for professional development • Annual $750 allowance for tech-related purchases • Annual swag budget of $100 to display your Skylight pride with some merchandise (hoodies, hats, and more) • Dollar-for-dollar charity donation matching, up to $500 per year • Flexible, remote-friendly work environment • An environment that empowers you to unleash your superpowers for public good Interview tips We want you to have a great interview experience with us! Here are some tips to help you prepare for a successful interview: • Please include a portfolio of 1–2 work samples with your application. Your portfolio can be anything from a writing excerpt to a website to a slide deck — whatever best showcases your work. We suggest choosing work samples that highlight your skills and experience in relation to the qualifications outlined in the job posting. Unless specified in the job requirements, your portfolio doesn’t need to be tied to any particular industry or field — just select samples that best represent your expertise. To ensure we can review your application promptly, please remove any access passwords on your portfolio or provide access details. • Visit our join page to learn more about how our interview process works. • Check out our Career Pathways framework to learn more about the different roles within Skylight and the skills needed to do them. • If you’d like to request reasonable accommodations during the application or interviewing process, please contact our recruiting team at recruiting@skylight.digital. We participate in E-Verify and upon hire, will provide the federal government with your Form I-9 information to confirm that you’re authorized to work in the U.S. We are an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, national origin, sex, religion, age, disability, veteran status, or any other category protected by applicable law.

Collaborate with product managers, designers, and other engineers to develop and implement new features. Write high-quality, reusable, and maintainable code in React and React Native. | Extensive experience (5+ years) developing React Native & Typescript is required. Strong understanding of frontend architecture and design patterns is essential. | Skylight is a technology startup based out of Los Angeles and San Francisco. Our mission is to connect loved ones by creating the world’s simplest products and services that improve family life. We make consumer products, like Skylight Frame and Skylight Calendar, that are loved by millions of people across the globe. Our founders are former venture capitalists and serial entrepreneurs, who have scaled this business to $180M+ in annual revenue while being completely bootstrapped and profitable. We think often about the thousands of smiles we are able to put on our customers’ faces each day, and it fills our hearts with purpose. That’s why we have been working hard to expand our team and invent, so that we can continue to bring the magic of Skylight to millions of loved ones throughout the world. In this role, you’ll be joining a “startup within a startup,” owning the mobile side of things for a new business at Skylight. You’ll be confident building whole features on your own, while working closely with the core team to follow best practices and review one another’s code. You have a keen interest in not just what you’re building, but why you’re building it, working closely with Product to trim scope whenever possible to best serve the user. You value good UX and are interested in delivering the simplest solutions to solve pains and delight users. Our ideal candidate is well-versed in all things React and React Native, from best practices in release management to the ins and outs of the Android and iOS App Stores. We’re looking for someone who can contribute to the entire frontend development process, beginning with collaborating with Design and Product through planning and working with other engineers/teams, execution, and release. Responsibilities Collaborate with product managers, designers, and other engineers to develop and implement new features Write high-quality, reusable, and maintainable code in React and React Native Contribute to and maintain a comprehensive test suite to ensure the quality and stability of the application Optimize application performance and improve the user experience Implement best practices in our build and deployment processes Ensuring that our architecture enables scaling both our team and user-base Establishing processes for monitoring performance, device logs, and exceptions Mentor and guide other Front End engineers on the team Participate in code reviews and provide constructive feedback to improve code quality Extensive experience (5+ years) developing React Native & Typescript Strong understanding of frontend architecture and design patterns Expertise in the release management cycle Excellent problem-solving and analytical skills Strong verbal and written communication skills Ability to work in a team environment and collaborate effectively with others Passion for learning and staying up-to-date with new technologies and trends 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) About Skylight Skylight is a technology startup based out of Los Angeles and San Francisco. Our mission is to make technology that brings families together. We make consumer products, like Skylight Frame and Skylight Calendar, that are loved by millions of people across the globe. Our founders are former venture capitalists and serial entrepreneurs, who have scaled this business to $180M+ in annual revenue while being completely bootstrapped. We think often about the thousands of smiles we are able to put on our customers' faces each day, and it fills our hearts with purpose. That's why we have been working hard to expand our team and invent, so that we can continue to bring the magic of Skylight to millions of loved ones throughout the world. At Skylight, we have three core principles that guide our work and help us manage the business day to day: autonomy, rigor, and care. These principles show up early and often and help guide the work we do and the way we work. 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 $ 180K-220K based on experience and for California-based candidates, the range being offered for this role is $ 180K-220K 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.

Design and launch new AI-powered user-facing features, own product initiatives from zero-to-one, collaborate with product and design teams, and mentor engineers. | 6+ years experience with deep mastery of either Ruby on Rails or Typescript (React/React Native), working fluency in the other, experience or interest in LLMs, and strong communication skills. | At Skylight, we thrive on innovation and creativity, building products that bring families closer together. As a Full Stack Engineer within our Moonshots team, you'll be at the forefront of developing features that enhance user experiences across our platforms. This is a unique opportunity to work on both the frontend and backend aspects of our applications, contributing to a product loved by millions of users. We're looking for a seasoned Full Stack Software Engineer (Senior, Staff, or Principal level) to work directly with our GM of New Businesses and our cofounder/CTO to build out new AI-powered features across our platform. You'll work primarily in Ruby on Rails and Typescript (React and React Native) to bring zero-to-one products to life by integrating with LLMs from vendors like OpenAI. You should bring deep expertise in both front-end and back-end technologies, with deep mastery of Typescript and at least a working knowledge of (and willingness to learn) Ruby on Rails. Responsibilities Design, build, and launch new user-facing features powered by large language models (LLMs) Own major product initiatives from zero-to-one, in partnership with a small but mighty team Collaborate deeply with Product and Design to shape new products and features Integrate with third-party APIs like OpenAI and explore new model capabilities Contribute to codebases in Ruby on Rails, Typescript, React, and React Native Write maintainable, high-quality code with strong test coverage Mentor other engineers through code reviews and design discussions 6+ years experience building software products end to end Deep mastery of either Ruby on Rails or Typescript (React/React Native), and working fluency in the other Demonstrated ability to ship zero-to-one products as a solo engineer or team lead Experience working with LLMs or interest in developing Gen AI applications Clear communication and collaboration skills across disciplines Startup experience strongly preferred\ Nice to Haves Experience with OpenAI, Anthropic, or similar LLM providers Familiarity with prompt engineering or retrieval-augmented generation (RAG) Prior work on family-facing or consumer social products 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 $200-$250K based on experience and for California-based candidates, the range being offered for this role is $$200-$250K 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.