Top Remote Product Manager Jobs in Chicago, IL

Product Manager-in-Training will work directly with the CEO to build and scale new product verticals. Responsibilities include identifying customer problems, developing and executing product strategies, driving growth, managing operational complexity, and collaborating across product, engineering, data, finance, and operations. The role offers mentorship and broad exposure to startup functions, with potential progression into product or commercial leadership.

Own the Supervisory Billing product end to end, including strategy, roadmap, revenue growth, state and payer expansion, operational scaling, and new product development. Lead cross-functional initiatives to expand the addressable market, improve efficiency for thousands of customers and appointments, and launch concepts such as a supervisor-supervisee marketplace.

Leads product vision, strategy, roadmaps, and delivery for Retirement & Wealth digital products. Translates customer and business needs into solutions, prioritizes features using data and market insights, tracks OKRs and KPIs, develops business cases, and collaborates with Technology, Design, Marketing, Sales, and business stakeholders. The role also mentors product managers and business analysts and drives measurable customer and business outcomes.

Own the Toast Delivery Services product roadmap, improving dispatch, order tracking, exception handling, refunds, and AI-assisted delivery operations. Partner with Guest, POS, Order Management, AI teams, restaurants, couriers, and external integration partners to deliver measurable outcomes for operators and guests. Shape real-time delivery experiences, proactive alerts, capacity matching, and trusted automation for restaurant delivery.

Own the product strategy and roadmap for SEO and AI visibility across thousands of real estate websites. Lead technical SEO foundations, structured data, performance, experimentation, migrations, measurement, and AI citation visibility. Partner with engineering and product teams to establish scalable defaults, safeguards, acceptance criteria, and reporting that improve organic discovery, client conversions, and platform-wide search quality.

Lead the Consumer Payments product roadmap at Affirm, creating easier and more successful repayment experiences. Use customer research, data, and experimentation to improve conversion, payment success, safety, and cost efficiency. Partner cross-functionally with Engineering, Analytics, Finance, Design, Partnerships, and senior leaders to identify opportunities, prioritize investments, define strategy, and guide products from discovery through launch and iteration.

Own the strategy, packaging, pricing, billing, adoption, and ROI of Assisted Living and Memory Care products. Partner with ML, data, hardware, software, platform, and finance teams to improve AI model quality, alert reliability, location accuracy, voice experiences, resident baselines, and EHR-connected care insights. Lead customer discovery, monetization validation, roadmap development, and outcome measurement for complex B2B healthcare technology products.

Defines and executes strategy for benefits products, leading roadmaps, prioritization, release planning, market research, and customer adoption. Partners with engineering, UX, sales, service, customers, and leadership to deliver workflow automation, integrations, AI-driven solutions, and data-informed product improvements. Develops requirements, user stories, business cases, and design specifications while mentoring junior product team members.

Own Samsara’s monetization platform, including packaging, entitlements, metering, rating, provisioning, pricing, and unit economics. Define monetization for AI products, improve time to market and margins, and enable product teams to launch commercial changes efficiently. Partner with Finance, Sales Operations, and Revenue Systems to ensure offerings are billable, reportable, and auditable. The role requires technical platform-product expertise, strong business metric ownership, executive communication, and collaboration across North American and European teams.

Own internal AI and automation products that make Engine’s business functions faster and more scalable. Map workflows, identify high-value repetitive workloads, establish baseline metrics, partner with engineering to build and launch solutions, and drive adoption. The role requires evaluating LLMs and agents, incorporating human review, controlling scope and costs, measuring cycle-time improvements, and transitioning successful workflows to functional owners.

Own the strategy, roadmap, requirements, launch, adoption, and success metrics for a technical platform. Partner with engineering, data, product, and business teams; evaluate architecture, APIs, and system tradeoffs; prioritize foundational investments against customer and revenue outcomes; and apply AI to improve platform capabilities. The role requires strong product management experience, technical depth, analytical skills, and production experience with LLM-based or ML-adjacent products.

Own a customer-facing product area end to end, including vision, strategy, roadmap, discovery, launch, and iteration. Use customer research, behavioral data, funnel analysis, and experimentation to improve conversion, engagement, and retention. Apply AI tools and capabilities to accelerate product development and enhance customer experiences. Partner cross-functionally with Engineering, Design, Data, Sales, Operations, and Support to deliver outcomes.

Lead the In-Vehicle Experience team at Samsara, focusing on transforming in-cab cameras into intelligent companions. Collaborate with engineering, prioritize features, and ensure client interactions highlight trust and connection. Conduct customer research and integrate AI and ML into product features.

Own product strategy, roadmaps, and end-to-end delivery for veterinary software platforms. Lead cross-functional initiatives, synthesize customer feedback and data, define KPIs, manage product requirements and QA, improve adoption and retention, and drive launches. Partner with engineering, design, data, onboarding, support, veterinary clinics, and pet parents while mentoring junior product managers and influencing stakeholders without direct authority.

Research market and customer needs, define product vision and roadmap, oversee design and engineering development, test quality, create marketing plans, manage budgets and teams, communicate performance, analyze feedback, and anticipate demand, risks, and opportunities.

Own the strategy and roadmap for fraud risk case resolution, including AI-assisted review, automation, self-service, and case management. Partner with Risk Operations, Engineering, Data Science, Analytics, and Compliance to define scalable workflows, requirements, metrics, auditability, and resolution paths. Use operational data to improve automation, decision quality, workload reduction, customer self-service, and cost while supporting regulated risk processes such as anti-money laundering and Responsible Gaming.

Represent the customer's voice across the product lifecycle: define product vision and value, manage roadmap and backlog, gather quantitative and qualitative research, align stakeholders, and coordinate with design, development, and data teams to deliver digital product solutions.

Drive product strategy and roadmap for healthcare solutions. Collaborate with engineering, design, and marketing to define requirements, launch products, conduct market research, monitor performance, and iterate based on data and stakeholder feedback to deliver customer value.

Own the hardware and firmware product strategy for Motive’s connected equipment-monitoring devices. Lead hardware NPI from concept through mass production, manage firmware roadmaps and OTA releases, improve installed-base reliability, battery life, connectivity, and installation performance, and direct device partnerships. Partner cross-functionally with engineering, manufacturing, supply chain, quality, cloud, mobile, and go-to-market teams while translating customer needs into technical requirements and product decisions.

Lead high-priority product initiatives across marketplace growth, onboarding, booking, incentives, analytics, and customer retention. Define strategy, metrics, experiments, and scalable systems while partnering with engineering, design, marketing, operations, data, and business leadership. Own product outcomes across veterinary professional and hospital experiences, communicate progress clearly, and drive measurable business and user impact in a remote-first startup environment.

Own the vision, strategy, roadmap, and lifecycle of Airbnb’s API platform for hosts and developers. Partner with engineering and cross-functional teams to deliver developer tools, improve workflows, shape product messaging, build strategic partnerships, and drive platform adoption. Translate user and partner feedback into features, prioritize initiatives, communicate externally, and lead execution across teams. The role requires frequent domestic and international travel and Pacific Time Zone availability.

Own Prenuvo’s e-commerce experimentation roadmap across discovery, booking, checkout, and post-purchase experiences. Identify funnel friction, develop hypotheses, design and evaluate A/B tests, build measurement instrumentation, and translate results into product decisions. Partner with Design, Engineering, Analytics, Marketing, E-commerce, Clinical, Legal, Privacy, and Operations while maintaining healthcare-specific standards for trust, privacy, accessibility, and clinical integrity. Establish durable experimentation practices that improve conversion, product selection, booking completion, order value, and repeat purchase.

Leads strategy and execution for enterprise Customer Identity and Access Management capabilities. Owns multi-year product strategy, roadmaps, KPIs, adoption, platform stability, risk, and compliance. Manages and develops Digital Product Managers while partnering with Engineering, UX, Data, Operations, and business leaders to deliver integrated customer journeys and measurable outcomes. The role requires senior stakeholder influence, cross-functional leadership, and experience operating in regulated enterprise environments.

Leads strategy, discovery, roadmap development, prioritization, and delivery for complex, business-critical products. Partners with engineering, design, operations, compliance, risk, sales, marketing, and senior leaders to align investments with company objectives and deliver customer and business outcomes. Mentors product managers, improves product management practices, defines success measures, and identifies opportunities involving AI, automation, data, and digital capabilities.

Lead Apono’s product organization and oversee its platform and integration with 1Password. Set product direction, manage roadmaps and releases, align cross-functional teams, engage enterprise customers, and coach Product Managers. Partner with Engineering on technical decisions and collaborate with Design, GTM, Sales, Marketing, and Customer Success to deliver secure access-management products and measurable customer impact.