Lead, AI Product Operations
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<div class="content-intro"><p><span style="color: rgb(18, 59, 91); font-size: 14pt;"><span style="text-decoration: underline;"><strong><span data-contrast="auto">About MacroHealth:</span></strong></span> </span><br><span style="color: rgb(18, 59, 91);"><span data-contrast="auto">MacroHealth is a healthcare technology company that operates an intelligent marketplace platform purpose-built to bring transparency, control, and strategic intelligence to healthcare purchasing. The MacroHealth Marketplace Platform connects Payers — including health plans, third-party administrators, and brokers — with a curated ecosystem of Health Market Partners such as provider networks, specialty networks, pharmacy benefit managers, and payment integrity solutions.</span><span data-ccp-props="{" 134233117":false,"134233118":false,"201341983":0,"335559738":240,"335559739":240,"335559740":240}"=""> </span></span></p> <p><span style="color: rgb(18, 59, 91);"><span data-contrast="auto">Through data-driven tools for network optimization, provider search, price transparency, and performance analytics, MacroHealth helps Payer's design smarter benefit strategies, reduce total cost of care, and meet compliance requirements — all through a single point of integration.</span><span data-ccp-props="{" 134233117":false,"134233118":false,"201341983":0,"335559738":240,"335559739":240,"335559740":240}"=""> </span></span></p> <p><span style="color: rgb(18, 59, 91);"><span data-contrast="auto">Serving 300+ enterprise clients and 7.2 million members, MacroHealth delivers an average 6–8% reduction in total cost of care and a 4:1 return on investment. With offices in the U.S. and Canada, MacroHealth is a mission-driven company focused on making the healthcare ecosystem more connected, efficient, and transparent.</span><span data-ccp-props="{" 134233117":false,"134233118":false,"201341983":0,"335559738":240,"335559739":240,"335559740":240}"=""> </span></span></p></div><p><span style="text-decoration: underline; font-size: 14pt;"><strong><span data-teams="true">Lead - AI Product Operations:</span></strong></span></p> <p><span data-contrast="none">Do you have a passion for building great products that deliver measurable value? Do you believe that Product Operations can be the secret ingredient in driving high-performing product teams? Are you energized by the opportunity to embed AI into how a team thinks and operates — not just what it ships? Are you looking for a role that can have a major impact on a growing company? If the answer to all of the above is YES, we may have the perfect role for you.</span><span data-ccp-props="{" 335559738":60,"335559739":60}"=""> </span></p> <p><strong><span data-contrast="none"><span data-ccp-parastyle="heading 1">Position Summary</span></span></strong><span data-ccp-props="{" 335559738":320,"335559739":120,"335572079":6,"335572080":4,"335572081":9075226,"469789806":"single"}"=""> </span></p> <p><span data-contrast="none">The <span data-teams="true">Lead, AI Product Operations</span> will serve as the operational backbone of MacroHealth's product organization. Reporting to the VP, Product Management, this is a high-leverage, cross-functional role that sits at the intersection of process design, AI adoption, data and analytics, and go-to-market execution.</span> <span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></p> <p><span data-contrast="none">You’ll own the systems and rituals that help our product teams move with speed and clarity — from how we structure discovery to how we launch products to market. You’ll lead MacroHealth’s AI enablement agenda, ensuring that PMs, designers, and cross-functional partners are equipped to use AI tools effectively across the full product development lifecycle (AI-PDLC). And you’ll be the operational owner of New Product Introductions (NPI), coordinating the cross-functional readiness required to bring new products and features to market reliably.</span><span data-ccp-props="{" 335559738":60,"335559739":60}"=""> </span></p> <p><span data-contrast="none">This role requires a builder — someone who loves creating the infrastructure that lets great product work happen, who sees process gaps before they become problems, and who brings both the strategic vision and the operational discipline to close them. The Director will work closely with the CPO, VP of Product Management, and cross-functional leadership to continuously evolve how MacroHealth’s product organization operates and scales.</span><span data-ccp-props="{" 335559738":60,"335559739":60}"=""> </span></p> <p><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></p> <p><span style="text-decoration: underline;"><span style="font-size: 14pt;"><strong><span data-contrast="none"><span data-ccp-parastyle="heading 1">Key Accountabilities:</span></span></strong></span></span></p> <p><strong><span data-contrast="none"><span data-ccp-parastyle="heading 2">Product Operations & Operating Rhythm</span></span></strong><span data-ccp-props="{" 335559738":220,"335559739":80}"=""> </span></p> <ul> <li><span data-contrast="none">Own and evolve MacroHealth’s product operating model: planning cadences, team rituals, documentation standards, and tooling infrastructure.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Design and implement scalable product management processes and workflows that grow with the organization.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Manage a consistent schedule around planning, execution, and communication — including sprint planning, roadmap reviews, portfolio planning, and retrospectives.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Track and improve product org health metrics, including delivery predictability, roadmap accuracy, and cross-functional alignment.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Identify and eliminate friction across the product org; build durable solutions that scale with the team.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Partner with Engineering, Design, Data, and GTM stakeholders to streamline handoffs, improve communication, and reduce rework.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Work closely with the CPO and product leadership to ensure ongoing evolution and effectiveness of the operating model.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> </ul> <p><strong><span data-contrast="none"><span data-ccp-parastyle="heading 2">AI Enablement & AI-PDLC</span></span></strong><span data-ccp-props="{" 335559738":220,"335559739":80}"=""> </span></p> <ul> <li><span data-contrast="none">Define and execute MacroHealth’s AI enablement strategy for the product organization — covering tooling, workflows, training, and adoption measurement.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Champion AI-native approaches across the full product development lifecycle: discovery, prioritization, spec writing, research synthesis, analytics, experimentation, and iteration.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Curate and manage the product team’s AI tool stack; evaluate new tools using structured maturity, ROI, and responsible-use frameworks.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Measure the organization’s AI adoption progress; identify gaps and build targeted programs to close them.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Create practical playbooks, prompt libraries, templates, and training programs that help teams use AI effectively, responsibly, and at scale.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Conceive, develop, and deploy AI-powered product capabilities or internal tools that demonstrate the art of the possible for the broader team.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Stay current on the rapidly evolving AI tools and practices landscape — and bring that intelligence back to the team in actionable, opinionated ways.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> </ul> <p><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span><strong><span data-contrast="none"><span data-ccp-parastyle="heading 2">Data, Analytics & Insights</span></span></strong><span data-ccp-props="{" 335559738":220,"335559739":80}"=""> </span></p> <ul> <li><span data-contrast="none">Build and maintain product analytics dashboards and reporting systems that give product managers and leadership clear visibility into product performance.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Analyze product usage data, user feedback, and performance metrics to surface actionable insights.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Track and report on key product KPIs and success metrics across the portfolio.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Collaborate with data and engineering teams to ensure proper instrumentation, tracking, and data quality across systems.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Support strategic decision-making through structured market research, competitive analysis, and performance benchmarking.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> </ul> <p><strong><span data-contrast="none"><span data-ccp-parastyle="heading 2">New Product Introductions (NPI) & Launch Excellence</span></span></strong><span data-ccp-props="{" 335559738":220,"335559739":80}"=""> </span></p> <ul> <li><span data-contrast="none">Own the end-to-end NPI process: from internal alignment and readiness reviews through market launch and post-launch retrospectives.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Develop and maintain NPI frameworks, launch checklists, and go/no-go criteria in partnership with Product, Engineering, Marketing, Sales, and Operations.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Drive cross-functional launch readiness — ensuring Legal, Compliance, Customer Success, Support, and Revenue teams are prepared well ahead of each launch.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Track launch milestones and surface risks early; keep senior leadership informed through clear, structured updates.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Establish post-launch review cadences to capture learnings and systematically feed them back into the roadmap and operating model.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> </ul> <p><strong><span data-contrast="none"><span data-ccp-parastyle="heading 2">Tools, Systems & Cross-Functional Coordination</span></span></strong><span data-ccp-props="{" 335559738":220,"335559739":80}"=""> </span></p> <ul> <li><span data-contrast="none">Evaluate, implement, and maintain product management tools and platforms; ensure integrations between product, engineering, and data systems.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Manage product feedback loops from customer support and sales teams, ensuring insights reach the right product owners with appropriate context.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Coordinate Portfolio Planning with the CPO and, at times, act as liaison between the product team and executive leadership.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Facilitate communication across product, engineering, design, marketing, customer success, and sales teams to reduce silos and accelerate execution.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> </ul> <p><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></p> <p><span style="text-decoration: underline;"><span style="font-size: 14pt;"><strong><span data-contrast="none"><span data-ccp-parastyle="heading 1">Required Qualifications:</span></span></strong></span></span></p> <ul> <li><span data-contrast="none">5+ years of experience in product management, product operations, program management, or a related strategy/operations role at a technology company.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Demonstrated experience in a product operations or ‘PM of PMs’ capacity: owning cross-functional processes, tooling, and team operating rhythms.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Conceived, developed, and deployed AI products or AI-powered workflows, successfully scaling solutions to broader adoption.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Hands-on, practical experience with AI tools in a product or operational context — e.g., using LLMs for research synthesis, spec writing, data analysis, or workflow automation.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Experience owning or co-owning a product launch or NPI process, including cross-functional coordination across GTM, Engineering, and Operations.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Strong analytical skills with experience building product dashboards, tracking KPIs, and translating data into actionable recommendations.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Excellent written and verbal communication skills; comfortable presenting to senior leadership and working across functions with competing priorities.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Strong systems thinker: you see process gaps before they become problems and build solutions that are practical and durable.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">High tolerance for ambiguity — you can define structure where none exists and bring people along with you.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Bachelor’s degree in Business, Engineering, Computer Science, or related field.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Comes to work every day with a “Can-Do” attitude, passion for our customers and industry, and a genuine drive to Get Sh*t Done.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> </ul> <p><strong><span data-contrast="none"><span data-ccp-parastyle="heading 2">Preferred Qualifications</span></span></strong><span data-ccp-props="{" 335559738":220,"335559739":80}"=""> </span></p> <ul> <li><span data-contrast="none">Experience in healthcare technology, health data, or regulated industries — familiarity with payer, TPA, or provider-facing products is a strong plus.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Familiarity with AI maturity model frameworks (e.g., Gartner, MITRE, or similar).</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Background in B2B SaaS product organizations, particularly those serving enterprise or health plan customers.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Experience with product analytics platforms and agile tooling (Jira, Linear, Productboard, or similar).</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Prior experience building or scaling a product operations function from the ground up.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Experience in a scaling software company (Series A–C or comparable growth-stage environment).</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Certification in product management, agile methodologies, or AI/ML-related disciplines.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> </ul> <p><strong><span data-contrast="none"><span data-ccp-parastyle="heading 1">Soft Skills</span></span></strong><span data-ccp-props="{" 335559738":320,"335559739":120,"335572079":6,"335572080":4,"335572081":9075226,"469789806":"single"}"=""> </span></p> <ul> <li><span data-contrast="none">Exceptional communication and interpersonal skills — with the credibility to engage executive stakeholders and deeply technical teams alike.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Strong project management and organizational abilities in complex, multi-dependency environments.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Problem-solving mindset with strong attention to detail and comfort managing ambiguity.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Ability to work effectively in a fast-paced, dynamic, remote-first environment.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> <li><span data-contrast="none">Natural facilitator of cross-functional collaboration across product, engineering, sales, and operations teams.</span><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></li> </ul> <p><span data-ccp-props="{" 335559738":40,"335559739":40}"=""> </span></p> <p><strong><span data-contrast="none"><span data-ccp-parastyle="heading 1">Reporting Structure</span></span></strong><span data-ccp-props="{" 335559738":320,"335559739":120,"335572079":6,"335572080":4,"335572081":9075226,"469789806":"single"}"=""> </span></p> <p><span data-contrast="none">This role reports directly to the Chief Product Officer and works closely with the VP of Product Management, Product Managers, Engineering leads, Design, Marketing, and other cross-functional partners across the MacroHealth organization.</span><span data-ccp-props="{" 335559738":60,"335559739":60}"=""> </span></p> <p><strong><span data-contrast="none"><span data-ccp-parastyle="heading 1">Why This Role, Why Now</span></span></strong><span data-ccp-props="{" 335559738":320,"335559739":120,"335572079":6,"335572080":4,"335572081":9075226,"469789806":"single"}"=""> </span></p> <p><span data-contrast="none">2026 is a pivotal year for AI in product development. The teams that will pull ahead are not necessarily those with the most AI tools — they’re the ones that build the operational discipline to use AI well: consistently, responsibly, and at scale. This role exists to build that discipline at MacroHealth.</span><span data-ccp-props="{" 335559738":60,"335559739":60}"=""> </span></p> <p><span data-contrast="none">You’ll have genuine ownership, a clear mandate, and a product organization that is ready to invest in doing this right. If you’re energized by the idea of building the operating system for how a modern, AI-enabled product team works — this is the role.</span><span data-ccp-props="{" 335559738":60,"335559739":60}"=""> </span></p> <p> </p> <p><span style="text-decoration: underline;"><strong><span style="font-size: 14pt;">Compensation:</span></strong></span></p> <ul> <li>$160,000 - $180,000 USD annual base salary plus bonus, equity, 401k match, flexible PTO and medical/dental/vision insurance. </li> </ul> <p> </p><div class="content-conclusion"><h2><span style="font-family: Helvetica; font-size: 12pt; color: rgb(18, 59, 91);"><span style="font-weight: bold;">Why You Will Love Working Here:</span></span></h2> <ul> <li style="color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; color: rgb(18, 59, 91); font-size: 12pt;"><span data-contrast="auto">A </span><span data-contrast="auto">people-first culture</span><span data-contrast="auto"> where your work directly shapes how employees experience the company.</span></span></li> <li style="color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; color: rgb(18, 59, 91); font-size: 12pt;">The opportunity to <span data-contrast="auto">blend technology, compliance, and human connection.</span></span></li> <li style="color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; color: rgb(18, 59, 91); font-size: 12pt;"><span data-contrast="auto">A mandate — not just permission — to experiment with and implement AI, with real influence over how we evolve our tools and ways of working. </span></span></li> <li style="color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; color: rgb(18, 59, 91); font-size: 12pt;">A chance to <span data-contrast="auto">experiment with AI and automation</span><span data-contrast="auto"> to elevate efficiency and insight.</span></span></li> <li style="color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; color: rgb(18, 59, 91); font-size: 12pt;">Collaborative team that believes in continuous improvement.<span data-ccp-props="{" 134233117":true,"134233118":true,"201341983":0,"335559740":240}"=""> </span></span></li> <li style="color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; font-size: 12pt; color: rgb(18, 59, 91);">Direct impact on strategic growth and enterprise value creation.</span></li> <li style="color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; font-size: 12pt; color: rgb(18, 59, 91);">Executive-level visibility and influence.</span></li> <li style="color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; font-size: 12pt; color: rgb(18, 59, 91);">Opportunity to architect and build at scale.</span></li> <li style="color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; font-size: 12pt; color: rgb(18, 59, 91);">Competitive compensation package including base salary, bonus, equity, comprehensive benefits, and flexible work options.</span></li> <li style="color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; font-size: 12pt; color: rgb(18, 59, 91);">Mission-driven culture modernizing healthcare.</span></li> </ul> <h1><span style="font-family: Helvetica; font-size: 12pt; color: rgb(18, 59, 91);"><span style="font-weight: bold;">Our Comprehensive Values:</span></span></h1> <p><span style="font-family: 'Helvetica'; font-size: 12pt; color: rgb(18, 59, 91);">Guided by a shared vision, MacroHealth unites around a strong set of values our team embodies every day.</span></p> <h3><span style="font-family: 'Helvetica'; font-weight: bold; font-size: 12pt; color: rgb(18, 59, 91);">We Are One Team:</span></h3> <ul> <li style="font-family: 'Helvetica'; color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; font-size: 12pt; color: rgb(18, 59, 91);">We act as one team with our fellow MacroMates and customers</span></li> <li style="font-family: 'Helvetica'; color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; font-size: 12pt; color: rgb(18, 59, 91);">We value humility, low ego, and collaboration</span></li> <li style="font-family: 'Helvetica'; color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; font-size: 12pt; color: rgb(18, 59, 91);">We are All for One, One for All</span></li> </ul> <h3><span style="font-family: 'Helvetica'; font-weight: bold; font-size: 12pt; color: rgb(18, 59, 91);">Delivering on Our Promises:</span></h3> <ul> <li style="color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; font-size: 12pt; color: rgb(18, 59, 91);">We do the right thing</span></li> <li style="color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; font-size: 12pt; color: rgb(18, 59, 91);">We do what we say we will do</span></li> <li style="color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; font-size: 12pt; color: rgb(18, 59, 91);">We do it with a sense of urgency and transparency</span></li> </ul> <h3><span style="font-family: 'Helvetica'; font-weight: bold; font-size: 12pt; color: rgb(18, 59, 91);">Macro Thinking:</span></h3> <ul> <li style="color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; font-size: 12pt; color: rgb(18, 59, 91);">We challenge ourselves to think boldly, bigger, and into the future</span></li> <li style="color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; font-size: 12pt; color: rgb(18, 59, 91);">We lead with a growth mindset</span></li> <li style="color: rgb(18, 59, 91);"><span style="font-family: 'Helvetica'; font-size: 12pt; color: rgb(18, 59, 91);">We act as a thought leader for the healthcare industry</span></li> </ul> <p> </p> <p><span style="font-family: 'Helvetica'; font-size: 12pt; color: rgb(18, 59, 91);">MacroHealth is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.</span></p></div>