Senior Director of Product & AI

About SpotOn SpotOn supports independent restaurants with technology designed to help them compete and grow. The company’s point-of-sale system and AI-powered profit tools aim to help operators improve margins, simplify daily operations, and retain staff. Every solution comes with support from a team that cares about restaurant success. #1 Restaurant POS by G2 (Fall 2025), based on real user reviews Top-rated POS for restaurants, bars, retail, and small businesses by Capterra users Multiple years recognized as a Great Place to Work and on Built In’s Best Workplaces lists SpotOn values agility, empathy, and a strong commitment to helping independent operators thrive. The team is driven to make a real impact for restaurants every day. Role Overview: Senior Director of Product & AI This Chicago-based leadership role blends product strategy with organizational growth. The Senior Director of Product & AI will guide product teams and drive the integration of AI into business processes. Success in this role requires experience leading teams, understanding customer needs, and delivering results that matter. Key Responsibilities Lead and develop the Marketing, Guest Data, Labor, and Shared Value product teams. Set direction, shape roadmaps, and work closely with the C-suite to align on strategy and execution. Advance efficiency across the company by integrating AI into workflows for Product, Engineering, Operations, Support, Sales, Marketing, and General Administration. Prototype new AI workflows quickly and build long-term product visions that turn emerging technology into practical solutions for customers and teams. Navigate ambiguity, create structure, and translate new technologies into business results. Product Leadership Direct Product Managers in developing strategy for their focus areas (Marketing, Guest Data, Labor, Shared Value) while helping shape SpotOn’s broader product vision.

At FleetWorks, we are revolutionizing the freight transportation industry. Every year, companies invest over a trillion dollars in freight across the U.S., yet the process of matching trucks with jobs remains inefficient and outdated. Our mission is to modernize this system.We are developing intelligent voice agents designed to streamline the chaotic freight booking process into a sophisticated marketplace. Our technology facilitates seamless connections between truckers seeking loads and businesses needing their goods transported, eliminating the need for endless phone calls, texts, and emails.As we expand our engineering team in Chicago, the heart of U.S. freight operations, you will play a key role within our core engineering team. Your responsibilities will involve direct engagement with our product in real-world environments, where you'll design and implement production features, create integrations within complex customer systems, and enhance internal tooling and platform components crucial for efficient scaling of deployments.If you're a talented software engineer eager to engage with users, tackle complex challenges, and witness your code in action within days, this is an exceptional opportunity for you.Discover our Series A funding details!

Company OverviewZoro.com stands as a premier eCommerce platform, providing an extensive inventory of nearly 12 million tools, parts, and supplies tailored for our business clientele. Since our inception in 2011, we have revolutionized the B2B landscape by offering a B2C-like user experience and remain at the cutting edge of digital innovation, successfully achieving over $1 billion in annual revenue.Role OverviewThe Director of Product Information will spearhead the definition and execution of Zoro’s product information strategy across our vast assortment. This pivotal role is tasked with ensuring the consistency, quality, and scalability of product data, which is integral for discovery, navigation, conversion, and various downstream channels within a $1.2 billion B2B eCommerce enterprise.This leader will manage two synergistic teams: Product Information Foundations and Product Data Enrichment. A fundamental aspect of this role involves crafting and delivering a multi-year AI-driven product information roadmap, utilizing machine learning and generative AI to significantly enhance speed to market, data accuracy, and consistency across millions of SKUs. The Director will collaborate closely with Product, Engineering, Data Science, Merchandising, UX, and Category Management teams to navigate complex data challenges and develop scalable solutions.Key ResponsibilitiesDevelop and oversee the product information strategy for normalization, governance, and enrichment of product attributes and data.Establish experience-driven product data standards that enhance intuitive navigation, findability, and confidence in purchasing for B2B customers.Lead the multi-year AI roadmap for Product Information, emphasizing the use of machine learning and generative AI.Establish and refine enterprise-wide product information standards, taxonomy, and information architecture.Facilitate scalable product data enrichment through collaboration with suppliers, manufacturers, and third-party data aggregators.Mentor, coach, and cultivate a high-performing organization across product data foundations and enrichment teams.

Join Oliver USA as the Senior Director of Production Technology, where you will lead innovative production strategies and drive technological advancements. In this pivotal role, you will be responsible for overseeing production operations, ensuring efficiency, and implementing best practices across our facilities.

About the Role Okta is building secure infrastructure for the next era of AI. The Senior Product Manager for AI Agents will shape how organizations manage identity and access for autonomous systems. This role centers on "Okta for AI Agents," a product focused on authentication, authorization, and governance for AI-driven workflows. What You Will Do Define and drive a new product area at the intersection of Identity, Security, and Artificial Intelligence Establish standards and methods for authenticating, authorizing, and governing AI agents Work with advanced technologies such as Agent-to-Agent connectivity, MCP servers, and fully autonomous agents Collaborate with engineering, design, and go-to-market teams to deliver secure, scalable solutions Address real-world security and compliance challenges as AI agents take on larger roles within organizations Location This position is open in Bellevue, WA; Chicago, IL; New York, NY; and Washington, DC.

Role Overview Harbor Global is seeking a Senior Director of Data & AI Strategy. This leadership role sets the direction for how data and artificial intelligence support business decisions and innovation across the company. The position is open to candidates based in Chicago, throughout the United States and Canada (remote), and the UK (remote). What You Will Do Lead organization-wide initiatives that use data and AI to inform strategic choices and improve outcomes. Work closely with teams across departments to spot opportunities for innovation and operational improvement. Deliver insights that support Harbor Global's business goals. Shape the company’s vision for data and AI, setting the standard for how these tools are used. Develop and maintain frameworks for data governance and best practices that encourage a data-driven culture. Guide the integration of advanced analytics and machine learning models into business processes. Who We’re Looking For Demonstrated experience leading data and AI strategy at a senior level. Strong background in data governance, analytics, and machine learning. Ability to collaborate with cross-functional teams and communicate complex ideas clearly. Proven track record of driving innovation and operational efficiency through data-driven initiatives.

Role Overview NinjaTrader is hiring a Director of Product focused on Trader Engagement. This role shapes how traders interact with our platform, with a direct impact on user experience and product direction. The position is based in Chicago or can be remote. What You Will Do Lead product strategy and development for trader engagement features Work closely with teams across the company to identify and prioritize improvements Guide the evolution of our platform to better serve traders’ needs Champion new ideas that make trading more engaging and effective for users Collaboration This role partners with engineering, design, and other departments to deliver product enhancements that support both business goals and user satisfaction.

Join Us in Shaping the FutureFor nearly six decades, our innovative solutions have fostered meaningful connections between some of the world’s premier brands and their customers. While we take pride in our achievements, we are only at the beginning of our journey!As a global technology leader, we are dedicated to crafting dynamic, intelligent, personalized, and engaging customer experiences through our cutting-edge digital hardware, proprietary content management system, and industry-leading signage solutions. For instance, if you've placed an order in-store or through the drive-thru at McDonald’s recently, it's likely you've interacted with our digital offerings. We operate in over 50 global markets and maintain 9 offices worldwide, with our global headquarters proudly based in our founding city of Sydney, Australia.Coates Group embodies the values of a family-owned business paired with the innovative spirit of a start-up, driving our mission – Creating Connections. Empowering Partnerships. Always Evolving. Through commitment, creativity, and hard work, we have established ourselves as industry leaders who have garnered awards and set records, all while focusing on continuous growth and innovation. We are proud to be a 2x Australia Good Design Award recipient and have successfully executed the largest hardware deployment in Quick Service Restaurant history.We are a diverse and dynamic team characterized by curiosity, charisma, and authenticity. We value and leverage the unique perspectives of our Crew, who are imaginers, kindness advocates, experts, creators, thinkers, challengers, collaborators, and high achievers. Together, we are transforming how the world's leading brands utilize technology to enhance customer experiences.The Director of Product Marketing will spearhead a scalable global Product Marketing and Go-To-Market (GTM) function, establishing product positioning, accelerating market entry, and ensuring commercial success across Coates’ diverse solution portfolio. This role will require close collaboration with senior leadership across various departments—including product, technology, brand marketing, sales, finance, supply chain, deployment, and support—to efficiently and effectively introduce innovative solutions to the global marketplace and reinforce Coates’ standing as a leader in the restaurant technology sector.

The Director of IT and Product Support at beyondfinance leads technology initiatives and manages IT operations from the Chicago office on a hybrid schedule. This position plays a key role in shaping product support strategies and ensuring reliable service delivery for clients. Responsibilities Direct daily IT operations and monitor team performance Develop and improve product support processes Identify and implement solutions to enhance service efficiency Encourage ongoing improvement across technology and support areas Requirements Significant experience leading IT teams History of building and refining support strategies Track record of achieving results with innovative methods

Fever is a leading tech platform focused on culture and live entertainment. Each month, the platform reaches over 300 million people in more than 55 countries, helping them discover new experiences and supporting event creators with data-driven insights. Fever partners with organizations such as Netflix, F.C. Barcelona, and Primavera Sound, and has delivered internationally recognized events with support from major global investors. Role Overview The Regional Production Director (Events) joins the Fever Originals team in Chicago. This leadership role centers on curating and executing live events and permanent experiences, using data and insights to deliver memorable moments for attendees. What You Will Do Oversee all production activities for your assigned region, ensuring quality and consistency across events. Collaborate with Regional Managers to align production with Fever’s strategic objectives. Manage multiple production teams, focusing on efficient resource use and high delivery standards. Represent the production function in both regional and global discussions. About Fever Fever’s mission is to make culture and entertainment accessible to everyone. The company’s technology and data strategies are changing how people experience live events and how creators grow their audiences. Fever welcomes ambitious individuals interested in shaping the future of entertainment.

About Jet Support Services, Inc. (JSSI)Since its inception in 1989, Jet Support Services, Inc. (JSSI) has emerged as the premier independent provider of hourly cost maintenance programs tailored for business aviation. Headquartered in Chicago, JSSI offers extensive coverage for engines, airframes, and auxiliary power units (APUs) across a diverse range of over 300 aircraft makes and models. Our mission is to assist owners and operators in stabilizing their maintenance budgets, maximizing aircraft availability, and safeguarding asset value throughout the ownership lifecycle. JSSI has curated a suite of complementary business lines aimed at simplifying the complex economic and technical aspects of business aviation. This includes our dedicated Maintenance teams, the innovative Traxxall maintenance tracking software, comprehensive Parts & Engines solutions, Conklin aircraft cost and performance data, and tailored Aviation Capital asset-based financing solutions. Collectively, these offerings empower owners, operators, and maintenance providers with integrated tools that encompass ownership, maintenance planning, execution, and financial management. With over 6,500 aircraft under our support through various programs and software platforms, JSSI leverages its unique independence, unmatched scale, and data-driven insights to provide customized solutions and support models that align with the interests of every client, irrespective of aircraft platform. JSSI is proudly supported by leading institutional investors including GTCR, Genstar Capital, and Blackstone. Discover more at jetsupport.com. Position Overview:We are on the lookout for a dynamic and experienced Director of Product – Salesforce & Enterprise Platforms to spearhead senior product leadership across our Salesforce ecosystem and its closely integrated platforms, including AvSight and other enterprise systems. In this pivotal role, you will be accountable for defining the product vision, establishing the roadmap, and driving execution for Salesforce as a foundational enterprise platform. You will lead and mentor a talented team of Product Managers, Business Analysts, and Systems Administrators.This is a strategic and high-impact senior position tailored for a seasoned product leader who can effectively balance daily operational excellence with transformative platform strategies. The Director will play an integral role in stabilizing and optimizing our current Salesforce environment while leading the charge towards innovation.

Role overview The Director of Product Management, Digital Channels at Vericast will focus on advancing the company’s digital product portfolio. Based in Chicago, this leader will oversee strategy development and execution for digital channels, ensuring that Vericast’s offerings remain competitive and relevant. The position requires managing a team and working closely with colleagues across various departments to define a clear product vision and deliver improved user experiences. What you will do Develop and implement strategies for digital channel products Lead, support, and mentor a team of product managers Work with teams across the organization to ensure product direction is aligned Apply market research and consumer behavior insights to guide the product roadmap Impact This role directly supports clients in reaching their customers through effective digital solutions, shaping how Vericast delivers value in the digital space.

Okta is an independent identity provider focused on building secure, trusted infrastructure for both AI and human users. The Technology, Data, and Intelligence (TDI) team supports Okta’s global workforce by providing the technology and systems employees need to succeed. Role overview The Senior Director of Data Platform and Engineering leads a global group of data and analytics engineers. This leader maximizes the value of Okta’s data assets and reports to the VP of Data and Insights. The position requires a balance of deep technical expertise and the ability to engage in strategic business discussions. As a player-coach, the Senior Director builds and mentors the team, guides key initiatives, and maintains a strong data foundation. This role is central to Okta’s AI strategy. As AI becomes more integrated into Okta’s products and operations, the quality and governance of data are increasingly important. The Senior Director ensures that clean, trusted, and well-managed data supports all AI projects, shaping the platform for Okta’s ongoing growth. What you will do Lead and develop a high-performing team: Mentor, grow, and support a diverse group of data and analytics engineers. Foster a culture of excellence, collaboration, and continuous learning. Advance AI enablement: Work closely with AI Engineering teams to ensure data infrastructure and practices are ready for AI development and deployment. Define data governance standards, build quality training datasets, and develop scalable data pipelines for AI and machine learning models. Location Bellevue, Washington; Chicago, Illinois; San Francisco, California; Washington, DC

About Basis HealthAt Basis Health, we are at the forefront of transforming the healthcare landscape through our industry-leading integrated insights. Our expertise empowers strategic decision-making and enhances the commercialization success of healthcare products. Collaborating with pharmaceutical, biotechnology, and medical device companies, we support them throughout the entire product lifecycle—from early asset development to market entry strategies and ongoing lifecycle management—ensuring that impactful therapies reach the patients who need them the most.Our mission is clear: to amplify and accelerate the positive impact of healthcare products. We thrive on solving intricate challenges, revealing significant insights, and contributing to improved health outcomes.Guided by principles of Integrity, Growth Mindset, Team Orientation, Authenticity, and Sustainability, Basis Health operates with the agility and independence of a small, entrepreneurial team while being part of the larger Basis Group. As we grow rapidly, we offer a unique chance to lead, develop, and create a tangible impact in the healthcare sector.About the RoleAs a Director or Senior Director at Basis Health, you will take on the role of a strategic leader and trusted advisor to our clients, while also shaping the future direction of our organization. You will lead multifaceted projects across various therapeutic areas and stages of the healthcare product lifecycle, ensuring that our insights generate both immediate and long-term value.Your responsibilities will include managing project teams, developing talent, and contributing to internal growth and innovation initiatives. You’ll enhance client relationships, identify avenues for account expansion, and play a pivotal role in establishing Basis Health’s reputation as a premier insights partner.The distinction between Director and Senior Director will be determined by your experience, impact, and the scope of your leadership.Key ResponsibilitiesLeadership & Talent DevelopmentManage and mentor high-performing teams across various engagements, extending beyond just project scopes.Coach team leads to manage upwards and downwards effectively.Adjust leadership styles to foster individual growth while ensuring client satisfaction.Lead hiring, onboarding, and professional development initiatives for team members.Project & Portfolio OversightOversee project delivery across workstreams, including budget, timeline, quality, and strategic direction.Ensure all client-facing deliverables meet Basis Health’s standards and provide valuable insights.Act as a thought partner to team leads, assisting in solving complex challenges and designing efficient, strategic solutions.Develop and maintain systems to balance team workload, prevent burnout, and promote sustainability.Strategic Thinking & Insight GenerationGuide teams in connecting project objectives with strategic insights while fostering innovation.

About LyricOur Vision: In today's complex landscape, supply chains are pivotal to business success. Large enterprises face an overwhelming array of decisions daily, each with potential impacts on profitability. While advanced algorithms and AI hold promise, many organizations struggle to harness supply chain AI effectively. Current SCM technologies often fall short, offering either inflexible, limited solutions or costly custom-built systems.Lyric is changing the game.Introducing Lyric: Our cutting-edge enterprise AI platform is expertly crafted for supply chains, delivering unparalleled solutions:Ready-to-use AI solutions for optimizing networks, managing inventory, route scheduling, fulfillment planning, order management, demand forecasting, predictive analytics, scenario analysis, and more.A platform-first strategy that empowers both business and technical users to create customizable solutions, using no-code tools, their own code, or modifying our code to enhance supply chain decision-making.With Lyric, businesses achieve the perfect balance of adaptability and speed.Our Mission: We're pioneering a new era in supply chain management with a team uniquely positioned to lead the charge. With over 20 years of experience at the intersection of supply chain and algorithms, we recognized the urgent need for a solution like Lyric. Since our inception in December 2021, our belief has been repeatedly affirmed.Today, numerous Fortune 500 companies, including Smurfit WestRock, Estée Lauder, Coca-Cola, and others, are innovating with Lyric. We are excited to see what our current and future clients will achieve with us. Join us in shaping the future!About the RoleLyric is seeking a Senior Delivery Lead for Product Training based in Chicago, US. This role is not your typical training position; it is designed for individuals who view supply chain management as one of the most fascinating applications of AI in the enterprise.To us, AI encompasses two key aspects:Algorithmic Intelligence: optimization, simulation, probabilistic forecasting, inventory mathematics, constrained planning.Data-Driven Insights: leveraging robust data analytics and machine learning to inform strategic decisions.

We are seeking a dynamic and visionary Senior Director of Analytics to join our team at inizioevoke. In this pivotal role, you will drive data-driven strategies and insights that empower our organization to excel in performance and decision-making. Your expertise in analytics will be crucial in shaping our analytical capabilities and delivering actionable insights across various business units.As a key leader, you will oversee the analytics team, fostering a culture of innovation and collaboration. You will leverage advanced analytical tools and methodologies to interpret complex data sets and provide strategic recommendations to senior leadership. Your ability to present findings clearly and persuasively will be essential in influencing key stakeholders.

Are you prepared to create a significant impact?At West Monroe, we collaborate with our clients to revolutionize their technology landscape—from crafting intuitive customer-facing software to integrating sophisticated platforms and utilizing actionable insights. Our product and engineering teams are committed to implementing cutting-edge architectural practices, harnessing cloud technologies, and leveraging industry knowledge to develop software that is not only intelligent but also transformative.As a Managing Director/Partner in our Technology and Experience practice and Software discipline, you will join a leadership team dedicated to guiding organizations in their digital transformation journey across all facets of their operations while nurturing the next generation of leaders at West Monroe. You will spearhead new engagement opportunities encompassing Product strategy, establishing a high-performance product organization, overseeing product design and development, integrating AI into the software development lifecycle, and optimizing product operations. A passion for delivering technology solutions that prioritize the human experience is essential, as is your readiness to thrive in West Monroe’s dynamic and entrepreneurial environment.

Role overview Vericast seeks a Product Director, Direct Mail to join the team in Chicago. This leadership role focuses on shaping the direction and growth of direct mail products that help drive customer engagement and revenue. The position involves setting product strategy, working with colleagues from different areas of the business, and using data to refine and improve offerings. What you will do Define and guide the vision for direct mail solutions Work closely with cross-functional teams to develop and deliver products Apply expertise in direct marketing to support campaign execution Analyze data to spot opportunities and enhance product performance Requirements Extensive background in direct marketing and campaign strategy Ability to turn insights into practical product improvements Comfortable collaborating with teams from various disciplines

Role Overview SecurityScorecard is hiring a Senior Product Manager to help shape product strategy and support the delivery of security solutions. This remote role is based in Chicago. What You Will Do Work closely with cross-functional teams to define product requirements Prioritize features and improvements based on business goals and user needs Guide teams to deliver products that provide a seamless user experience Location This is a remote position based in Chicago.

Role Overview Rithumliboard is looking for a Senior Product Manager based in Chicago or working remotely. This role guides product development from concept through launch, shaping the direction of our offerings and ensuring each product meets customer needs and business objectives. What You Will Do Lead product development efforts, setting priorities and timelines Work closely with teams across engineering, design, and business functions Define product strategy and communicate vision clearly Gather and analyze requirements from stakeholders and customers Align product features and roadmap with company goals