• Own launch readiness end-to-end • Drive launch readiness across all product and engineering workstreams • Build and manage project plans, timelines, and milestones, working backward from launch • Define readiness criteria and make final go / no-go recommendations • Run a weekly launch readiness sync to track progress, surface risks, and drive accountability • Identify downstream impact of product launches on Operations workflows, and ensure associated documentation and process updates are made • Monitor post-launch feedback, ensuring issues are resolved, and learnings are captured • Collaborate closely with our existing Operations Enablement function • Work directly with Product and Engineering Managers to understand the roadmap and upcoming sprint work • Evaluate initiatives for user, administrative, and internal operational impact, including potential effects on support volume • Translate technical work into clear operational implications and requirements • Ensure operational considerations are incorporated early in planning, not just at launch • Own a consolidated Ops roadmap across CX, CS, Implementation, and TAM, bringing a single, clear view of priorities • Build a structured system to synthesize Ops asks into clearly defined problem statements, and use cases • Quantify impact (revenue, retention, efficiency, risk) and help size opportunities to support prioritization (role needs to be analytical, and use Ops data - CX ticket data, Ops costs etc, - to drive clear prioritization) • Act as the single threaded owner of Ops → Product alignment, driving clarity on tradeoffs, sequencing, and expected business outcomes • Create launch runbooks that will enable scalable go-live plans as the company grows

At Guild, we believe talent is everywhere and that opportunity should be too. We continue to have our home and headquarters in Denver, but we have embraced a distributed model of working to reach the best talent in the United States. While some roles may require proximity to our Denver office, roles based outside of our Denver office can sit in any of the following 32 states: AZ, CA, CO, CT, FL, GA, ID, IL, IN, KS, MA, MD, ME, MI, MN, MO, NC, NH, NJ, NV, NY, OH, OK, OR, PA, SC, TN, TX, UT, VA, WA, WI and Washington D.C. Please only apply if you are able to live and work full-time in one of the states listed above. State locations and specifics are subject to change as our hiring requirements shift. If you are an Internal Candidate, please apply via our Internal Job Board. ---- To thrive as a company and meet our impact goals, we must cultivate a culture of high-performance. We know managers are often the single-largest driver of employee satisfaction and growth, and our talent is our biggest asset. Because of that, we’ve identified consistent expectations for all of Guild’s people managers — helping you know what to expect from your experience here. ---- Guild is hiring a Principal Product Operations Manager for our Grow product area. This is the most senior individual contributor Product Operations role at Guild. This role sits at the intersection of product strategy, technical execution, and operational excellence - owning the systems, workflows, and delivery infrastructure that make Grow run, while leading high-impact strategic initiatives end-to-end alongside Engineering and Product leadership. Responsibilities Strategic Product Initiative Leadership - Lead high-impact, cross-functional product initiatives end-to-end - from aligning teams and clarifying technical trade-offs to driving execution and measuring outcomes. - Translate product strategy into concrete execution plans by working closely with Engineering leaders on architecture boundaries, dependencies, sequencing, and technical trade-offs. - Own launch and release readiness across all stakeholders: teams are informed, equipped, and ready before anything ships. Operational Design, Optimization, and Impact - Develop and refine operational systems, tools, and AI-enabled workflows to enhance the efficiency of Product, Engineering, Design, and Data teams. - Conduct regular audits of Grow’s R&D processes to identify friction, map system dependencies, and drive scalable improvements with clear operational standards. - Build and maintain operational playbooks, escalation frameworks, and governance models. - Establish operating cadences for Grow, with a bias toward reducing coordination overhead and protecting time for high-value work. - Design and continuously evolve the end-to-end product delivery system for Grow - intake, prioritization, planning cadences, release readiness, and delivery standards. - Define and own delivery performance metrics and dashboards; use data to identify trends, diagnose systemic issues, and validate impact of improvements. AI Prototyping and Automation - Identify where AI can be embedded across the product development lifecycle.Design and test AI-assisted workflows; validate impact before scaling broadly. - Model responsible, high-leverage AI use for the broader P&E org. Tool Evaluation - Assess tooling gaps, lead vendor conversations, and ensure tools are appropriate, integrated, and adopted across Grow. Cross-Functional Alignment - Facilitate alignment across Product, Engineering, Design, Data, GTM, EPS, and Operations - ensuring priority clarity and seamless execution. - Establish feedback loop infrastructure so customer, partner, and operational signals reach the roadmap systematically. - Build communication norms and shared artifacts that scale across teams and reduce coordination overhead. What We’re Looking For - Systems thinking and technical acumen. You design operational systems that scale and understand how changes ripple across teams and platforms. Credible in rooms with engineers and architects - you understand architecture trade-offs, data flows, service dependencies, and when to go deep vs. zoom out to cross-team sequencing. - AI-forward mindset. You have real opinions about where AI should and shouldn’t be applied in a product development lifecycle - and you’ve built or prototyped something with it. You don’t treat AI as a feature; you treat it as a lever. - Ownership, not coordination. You drive outcomes. You step into gaps rather than route around them. When something is unclear, you make it clear. - Executive communication. You distill operational and technical complexity for a VP without losing precision with an Engineering Director. You know what to escalate, what to absorb, and how to frame both. Qualifications - 12+ years of experience in Product Operations,Technical Program Management, Product Management, or a related role on Product Teams. - Proven track record of designing and scaling product delivery systems across multiple teams or product areas. - Experience leading cross-functional product initiatives end-to-end with accountability for outcomes. - Hands-on experience designing or prototyping AI-assisted tools and workflows - not just familiarity with AI tools. - Strong analytical mindset - you define metrics, build dashboards, and use data to drive decisions, not just report on them. - Expertise with agile methodologies and associated tooling (Jira, Confluence, etc.). - Experience operating autonomously at senior IC or staff level with demonstrated influence across engineering and product leadership. We are committed to equal pay for equal work and believe in compensation transparency. All salary ranges are standardized nationwide and will not vary by region. This role offers a competitive total compensation package, including a base salary of $180,000 - $215,000, a bonus and stock options. Compensation offered will be based on a combination of factors such as experience, competencies, and internal equity. Posting Date: April 21 *This role will stay open for a minimum of 3 days. Guild partners with the country’s most innovative employers, including Chipotle, Target, Walgreens, JPMorgan Chase, Hilton, Spectrum, PepsiCo, Tyson, and more, to build the talent needed for today and a resilient workforce for tomorrow. Guild helps employers identify, develop, and mobilize internal talent, enabling workers to gain skills for in-demand roles and companies to stay agile. By connecting employees to real-world learning, coaching, and career support, and providing companies with actionable talent insights, Guild transforms all talent into high-impact contributors and positions companies for long-term, sustainable growth. For more information, visit https://www.guild.com. Guild is a female-founded, certified B Corp. The company has been recognized by Fortune’s Change the World list (2021, 2025), the Forbes Cloud 100 (2020–2025), Great Place to Work (2022–2025), CNBC’s Disruptor 50 (2021–2024), TIME’s 100 Most Influential Companies (2022), Inc.’s Best-Led Companies (2021), Fast Company’s World Changing Ideas (2020), and B Lab’s Best for the World (2019), among many others. Guild is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. If you have a disability or special need that requires accommodation, please let your recruiter know. We currently offer the following benefits: - Access to low-cost, high-quality health care options through Collective Health and Kaiser (due to coverage limitations, Kaiser is currently only available in CA & CO) - Access to a 401k to help save for the future - Vacation policy to rest and recharge - 8 days of fully-paid sick leave, to take the time to heal and or recover - Family-friendly benefits, including 12 weeks of parental leave for non-birthing parents and 18-20 weeks for birthing parents; 4-week ramp-up period for when employees return from a leave of 6 weeks or more; as well as employer-paid short-term and long-term disability, employer-sponsored life insurance, fertility and caregiving benefits. - Well-rounded wellness benefits including free and low cost mental health resources and financial wellbeing support services - Education benefits and tuition assistance to help your future development and growth PRIVACY NOTICE I understand that I am applying for employment with Guild and am being asked to provide information in connection with my application. I further understand that Guild gathers this information through a third-party service provider and that Guild may use other service providers to assist in the application process. Guild may share my information with such third-party service providers in connection with my application and for the start of employment. I understand and agree to Guild's use of my information in accordance with Guild's Privacy Policy and, for applicants that are residents of the State of California, Guild's Applicant Privacy Notice and California Notice at Collection.

• R&D Operational Excellence: Optimize the shared terminology, documentation, tooling and processes for product planning and reporting: overseeing the pipeline from incoming ideas/requests through evaluation, prioritization, and delivery • Ensure cross-functional alignment on program goals, strategy, scope, timelines, and outcomes; maintain strong stakeholder communication and foster a culture of transparency and accountability • Facilitate quarterly planning meetings with cross-functional teams; support project and epics creation, work intake, and prioritization processes • Product Planning & Workflow Optimization: Standardize and continuously improve product development processes from discovery through delivery and iteration; optimize sprint rituals, roadmapping frameworks, and release cycles; identify and remove bottlenecks that slow Product + Engineering teams down • Release & Launch Coordination: Partner with Product, Marketing, Sales, and Support to coordinate cross-functional product launches; manage release calendars, internal enablement materials, and readiness reviews • Product Analytics & Insights: Compile key product metrics (activation, retention, engagement); manage R&D analytics tools, such as Pendo; partner with Data Engineering to enable data availability and ease of use in R&D via queries and dashboards • Customer Feedback & Voice of Customer: Centralize feedback from support, sales, surveys, and other channels; tag and organize insights into themes; ensure PMs have ready access to customer pain points and close the loop when features ship • Tooling & Systems Management: Own and evolve the Product and Program Management tooling stack (Aha, Jira, and others); evaluate new tools, maintain data hygiene, manage integrations, and train teams on best practices • Knowledge Management: Maintain product documentation and internal wikis; standardize templates (including PRDs and other artifacts); ensure institutional knowledge is captured and findable • AI Enablement: Encourage and enable AI adoption across planning, tooling, and workflows

• Own every feature release end-to-end across all PMs—from identifying soft launch candidates and managing feature flags through creating help articles, video walkthroughs, and coordinating full rollouts with zero PM involvement • Build and run the product team's operating rhythm, including cycle planning, retros, and ensuring action items from Compass are resolved before cycle lock—making sure the right work gets prioritized and shipped • Track feature adoption in Mixpanel for every significant release, creating accessible dashboards that give PMs instant visibility into how providers are using new capabilities • Manage complex cross-org releases (like Payroll, Treatment Plans, or e-scripts) that require sequencing dependencies and aligning stakeholders across product, sales, ops, and marketing—then document playbooks so these releases scale • Surface patterns from support tickets and feature requests, building systems that proactively deliver insights to PMs so they're never caught off guard by what customers actually need