Role Description - Lead a cross-functional team of researchers, designers, engineers, and subject matter experts to build and ship high-impact products and services. - Translate needs from users and government partners into a product strategy, including vision, objectives, measures of success, product roadmap, and product backlog. - Manage the direction, scope, and priorities of the product initiative, building from user research to minimum viable products to scalable solutions. - Write user stories, prioritize stories, and build release plans. - Facilitate team ceremonies such as planning meetings, stakeholder syncs, and retrospectives. - Draw on data and feedback to inform the product strategy and roadmap. - Work in close partnership with government teams to transfer digital skills and product knowledge throughout the course of the project. - Creatively navigate bureaucratic challenges, paving the way for more intuitive processes in the future. - Collaborate with government partners to ensure compatibility with existing processes and technologies. Qualifications - Has demonstrated experience leading product development from concept through launch for net-new digital tools, navigating ambiguity, defining scope, and building alignment across cross-functional stakeholders in resource-constrained environments. - Experience with participatory research processes that centered people with lived experience as active collaborators in product definition, ensuring solutions reflected the real needs and priorities of the communities served. - Understand lean product principles and how to apply them (e.g., minimum viable product) at various stages of the product life cycle in order to mitigate risk, validate assumptions, and amplify learning. - Can develop a product strategy that is informed by an understanding of the problem to be solved, prioritizes outcomes over feature sets, and establishes the direction of the product over time (e.g., product roadmap), including success criteria. - Ability to execute the product strategy by breaking down the product’s scope into usable chunks of value that can be realized sooner rather than later, creating and maintaining a prioritized backlog with validated user stories, and facilitating team ceremonies over the course of the product’s iterations. - Understand how to engage in the process of human-centered design in order to better inform product direction. - Ability to collaborate with folks outside of your discipline, such as researchers, designers, engineers, and others, in order to get things done. - Ability to manage clients and stakeholders in a way that builds trust, alignment, and healthy environments for individuals and teams. - Understand the merits of different software development methodologies (e.g., agile, lean) and how to put them into practice. - 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. 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. Location - This is a fully remote position. Travel - This role may require occasional or regular travel based on company, client, or contract needs. 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.

About Acquia Acquia empowers the world’s most ambitious brands to create digital customer experiences that matter. With open source Drupal at its core, the Acquia Digital Experience Platform (DXP) enables marketers, developers, and IT operations teams at thousands of global organizations to rapidly compose and deploy digital products and services that engage customers, enhance conversions, and help businesses stand out. Headquartered in Boston, MA, Acquia is a Great Place to Work-CertifiedTM company, is listed as one of the world’s top software companies by The Software Report, and is positioned as a market leader by the analyst community. We are Acquia. We are building for the future and we want you to be a part of it! Career Exploration at Acquia Our recruitment process is designed to empower you in making the most informed decisions. Acquia is committed to providing an inclusive, transparent, efficient, and educational interview experience that cultivates exploration into career opportunities at Acquia You will discover the opportunity to grow your career here and learn from a global team that empowers you to exceed boundaries and achieve the extraordinary. The Mission Security and performance are the twin pillars of the Acquia Cloud Platform. We are seeking a Product Manager to serve as a functional driver for the native integration of our global Edge services and security suite. In this role, you will be a key partner to our strategic leads and engineering teams, focusing on the operational success of a frictionless security experience. You will work in lockstep with our senior architects to translate complex edge-native security capabilities into the fabric of our Unified AI-Native Cloud Platform. Your goal is to move beyond traditional bolt-on security models by streamlining advanced protections—ensuring that world-class security and content delivery are a seamless, automated part of the Acquia experience. The Profile - The Integration Partner: You have a passion for making complex systems feel simple. You understand how to take sophisticated, high-scale security capabilities and translate them into clean requirements that make the engineering implementation seamless. - The "Shield" Momentum-Builder: You are obsessed with tactical progress. You manage the lifecycle of our Edge services, ensuring that Acquia remains the benchmark for global performance while removing the operational burden from both our customers and our internal teams. - The Context Architect: You thrive in an Agentic PDLC environment. You provide the high-fidelity "context slices"—threat profiles and security standards—that allow our autonomous development tools to handle routine configuration, rule-tuning, and monitoring. - The Scalable Peer: You view AI as a teammate that multiplies your impact. You proactively share your security context within the team, ensuring that every migration and value-model is built on a foundation of "Secure-by-Design" logic. Key Responsibilities - Functional Edge Support: Support the roadmap for our Edge suite by defining the functional requirements that ensure security and performance are treated as foundational platform features. - Simplify Security Complexity: Define the workflows that allow our platform to handle the operational friction of security—from automated WAF tuning to proactive DDoS mitigation—reducing manual effort for customers and engineers alike. - Lifecycle Value Alignment: Partner with the broader team to ensure our Edge and Security features support customer growth. You will guide customers toward adopting the modern, AI-native protections that drive superior, high-availability user experiences. - Agentic Collaboration: Act as a "Context Contributor" within the team. Collaborate with peer PMs to build a shared library of technical context, allowing the team to use autonomous agents to scale security documentation and compliance tracking. - Operational Execution: Translate high-level strategy into a prioritized functional backlog, ensuring that our security offerings are executed with precision, speed, and reliability. Qualifications - 5+ years of Product Management experience, specifically within Edge Services, CDN, Cybersecurity, or API-first Platforms. - Experience with Deep Integrations: A proven track record of taking complex backend capabilities and building a clean, native user experience on top of them. - Agentic Workflow Propensity: Experience (or a strong desire to lead) in evolving, AI-enhanced development cycles. You are comfortable using context-driven workflows to eliminate manual operational toil. - Technical Literacy: Comfortable discussing WAF rules, DDoS protection, DNS, and SSL/TLS with senior engineers and architects. - Must be able to maintain effective collaboration with North American strategic leadership across global time zones. We are an organization that embraces innovation and the potential of AI to enhance our processes and improve our work. We are always looking for individuals who are open to learning new technologies and collaborating with AI tools to achieve our goals. Acquia is proud to provide best-in-class benefits to help our employees and their families maintain a healthy body and mind. Core Benefits include: competitive healthcare coverage, wellness programs, take it when you need it time off, parental leave, recognition programs, and much more! Final compensation will be commensurate with your experience and will be determined by a variety of factors, including city of residence, relevant skillset, and job-related knowledge. Acquia is an equal opportunity (EEO) employer. Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability, protected veterans status or any other protected status or characteristic under federal, state or local law unrelated to the ability to perform the job. We are seeking an AI-Native candidate who treats AI not as an external tool, but as a fundamental extension of their cognitive workflow. The ideal candidate possesses an orchestration mindset—the ability to skillfully prompt, manage, and direct AI to navigate complexity—and maintains a high degree of AI fluency. You should be characterized by radical adaptability and a "builder" mentality, showing a restless drive to transform traditional work processes into agentic workflows. Beyond technical proficiency, we value intellectual humility: the willingness to constantly unlearn old methods in favor of more efficient, AI-augmented processes. You don't just use AI to do your job; you use it to redefine what your job can achieve. Pay Range $140,000—$150,000 USD

Role Description Own a product area end to end. - Define the vision, prioritize, and drive it from discovery to launch. - Talk to revenue teams. - Dig into how sales reps and RevOps actually work in Salesforce, and turn messy workflows into clear product decisions. - Shape our AI features. - Reason about how AI should capture, summarize, and surface data, and decide where it adds real value versus noise. - Translate insight into specs. - Write clear user stories and acceptance criteria for engineering and design. - Lead cross-functional execution. - Coordinate engineering, design, and go-to-market to ship on time. - Define and track success. - Set KPIs, watch adoption, and iterate based on data. Qualifications - Product management experience in B2B SaaS, ideally with technical or data-heavy products. - Strong customer instinct. - Comfort with data and AI. - Sharp prioritization. - Excellent communication. - Bias for ownership. - Bonus: familiarity with Salesforce, RevOps, or sales workflows. Requirements - 3+ years of experience minimum in product management. - You enjoy talking to users, digging into their workflows, and turning messy problems into clear product decisions. - You can reason about how AI features should work and use data to drive prioritization and measure success. - You can say no, focus on what matters, and balance speed with quality. - You keep engineering, design, and go-to-market teams aligned and bring clarity to ambiguity. - You take full responsibility for outcomes, not just output, and thrive in a fast-moving, remote environment. Benefits - Work closely with the founders on a product with strong product-market fit and clear traction. - Fully remote role with regular in-person meetups. - Strong ownership of the roadmap and product quality. - Competitive compensation with equity. - Top-of-the-line equipment. - Fast career growth. Company Description Weflow's Revenue AI Platform automates Salesforce data capture and provides full visibility into deal, pipeline, and forecast health. - Get each product standalone or save with bundles: - Activity Capture - Conversation Intelligence - Deal Intelligence - Forecasting & Analytics - 200+ fast-growing companies like BenchSci, Autorabit, IDnow, and Blockaid use Weflow to improve team productivity, deal execution, and revenue predictability. - Backed by Gradient Ventures and Cherry Ventures.

1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that. But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens. We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better. About This RoleWe're looking for Principal PMs to lead some of our highest-stakes, most complex product areas. Principal Product Managers who have a builder-mindset, and are curious about what AI makes possible and eager to build in an environment where it's a core part of the toolkit — not a side project. We're actively hiring across our Patient, Payer, Provider, and Platform Product teams, and we open this pipeline to find exceptional Principal PM talent as the right roles take shape. As a Principal PM at Headway, you'll own a significant product domain end-to-end — defining the strategy, aligning stakeholders up to and including executive leadership, and setting a high bar for what great product looks like. You'll work with a high degree of autonomy on problems that don't have obvious answers. You'll shape the roadmap from first principles, not execute against one that's handed to you. This is not a role for someone who needs a well-defined problem. The best candidates have a track record of finding the right problem and convincing the organization to solve it. The Problems We're SolvingFor Patients Finding the right therapist, understanding your insurance benefits, and staying in care shouldn't be hard. Today it is. We're building AI-powered matching and personalized care navigation that help patients get into — and stay in — mental health care at scale. One million patients a month ask for a referral to a mental health provider. We're building the systems that ensure they actually get there. For Providers Therapists spend a staggering amount of time on administrative tasks — credentialing, documentation, scheduling, billing — instead of with their patients. We're using AI to automate clinical workflows, simplify complex insurance requirements, and give providers more time to do what they came here to do. The goal: a thriving practice on Headway that practically runs itself. For Payers Health insurers are asking harder questions: Is care on Headway actually working? Is it worth what we're paying? We're using AI to answer them at scale — measuring clinical outcomes, building dashboards that demonstrate responsible care, and moving toward a model where patients are matched to the right care pathways and providers are aligned around better outcomes. This work protects Headway's standing with insurers and opens doors to deeper, more strategic partnerships. For Platform The infrastructure underneath Headway — billing, claims, payments, and trust and safety — needs to scale reliably at the speed of our growth. We’re using AI to automate complex, high-volume workflows, detect fraud and errors faster, and build systems that get smarter over time. This is foundational infrastructure with direct impact on Headway's economics and compliance posture. You will.. - Define the strategy for a major product domain. Identify the highest-leverage bets Headway should make, make the case with data and customer insight, and drive alignment across engineering, design, clinical, legal, operations, and executive leadership. - Ship meaningful product. Not strategy decks — real product with measurable outcomes. You'll own the roadmap end-to-end, navigate tradeoffs under uncertainty, and hold a high bar for quality and velocity. - Lay foundations that last. Build capabilities, frameworks, or systems that unlock the next 2–3 years of product work across your domain — not just what's needed this quarter. - Elevate PM craft on your team. As one of the most senior ICs on the PM team, you'll set the standard for what great product thinking looks like — mentoring PMs, raising our hiring bar, and influencing how the broader product org works. - Drive alignment across complexity. Work across engineering, design, data, clinical, legal, operations, and finance without formal authority — and get the right work resourced, sequenced, and shipped. You'd Be a Great Fit If - 10+ years of product management experience with a track record of owning large, complex product domains end-to-end - You've shaped strategy at the org level — not just your team's roadmap, but how multiple teams think about what to build and why - You've built 0→1 and scaled — you've launched something new and also meaningfully improved something that already existed at scale - You're deeply technical — you can have architectural conversations with engineers, challenge assumptions, and make informed build-vs-buy calls - You've influenced at the executive level — presenting strategy, fielding hard questions, and getting buy-in without formal authority - You've leveled up PMs around you through mentorship, collaboration, or just the quality of your own work - You thrive in ambiguity — you define the problem as readily as you solve it - You're AI-fluent — you understand how to evaluate and deploy AI-powered features responsibly and have a point of view on where AI creates real product leverage - You're motivated by Headway's mission of making mental healthcare accessible and affordable We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview. Headway participates in E-Verify. To learn more, click here. A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.