The Role
Lead end-to-end software development projects using agile methodologies and AI-first project-management tooling. Responsibilities include technical design reviews, planning, scheduling, dependency and risk management, delivery quality, stakeholder communication, knowledge management, agent evaluation, and AI-tool adoption. The role requires making scope, sequencing, resourcing, and quality trade-offs while providing structured feedback to improve AI agents and workflows.
Summary Generated by Built In
We are looking for a Senior Technical Project Manager to join our Product Development Organization. You will drive end-to-end execution of strategic projects within a business segment of our Legal Marketing portfolio — brands such as Avvo, FindLaw, Superlawyers, Martindale-Hubbell, or Lawyers.com — where AI agents and tooling absorb the recurring project-management work that used to require a full-time coordinator, and your time is reserved for the operational judgment, stakeholder management, and delivery quality that keep projects on track.
This is an AI-first role. You will operate under a “prove AI can’t do it” gating principle: AI is the default solution for recurring project workflows, and people, meetings, and process are added only after we have demonstrated AI cannot do the work. You drive your projects with AI tooling at the center — using it actively, surfacing structured feedback on what is working and what is not, and owning the quality bar for what your project puts in front of stakeholders.
You will be a strong self-starter with a bias for action — resourceful when tools or data are incomplete, persistent in clearing roadblocks for your team, and comfortable rolling up your sleeves to make progress when the path isn’t obvious. You bring a track record of leading software development projects using agile methodologies, skill in building relationships across teams, and the judgment that comes from making sound trade-offs between immediate and long-term needs. You treat AI as a core part of how your projects run, and you understand that as routine work is absorbed by the AI surface, your time shifts to where seniority actually matters.
Primary Job Responsibilities- Technical design. Drive design reviews for your project workstreams, using AI agents that surface unstated assumptions in PRDs, propose architecture options against historical incidents, and capture decisions from review sessions; participate in program-level architecture decisions when your project intersects with broader system design.
- Planning. Drive project-level planning, dependency identification, and schedule development within the capacity envelope set by the program, using planning agents that produce candidate plans from project requirements, team velocity, and sprint history; bring the judgment to resolve plan-versus-capacity trade-offs the system can’t decide on its own.
- Scheduling. Own the project schedule, supported by AI surfaces that detect bottlenecks, model re-sequencing options when dependencies shift, and surface schedule risk; surface cross-team dependency needs to the program level and own the trade-offs that stay within the project.
- Trade-off decisions. Make scope, sequencing, and resourcing trade-offs within the project envelope when the AI surface presents options that require judgment on team capacity, timeline, and quality; escalate trade-offs that go beyond project scope to the program manager.
- Delivery. Lead project delivery — task planning, scope coverage, dependency resolution, issue management, and launch quality — supported by agents that draft tickets with acceptance criteria, scan in-flight tickets for scope drift, monitor dependencies, generate launch-readiness scoring, and analyze integration test coverage; negotiate priorities with partner teams, escalate when needed, and own the launch quality call for your project.
- Communication. Drive stakeholder communication on project progress, health, risks, and KPI movement (traffic, CVV scores, performance metrics) on cadence and on demand, using AI-powered status synthesizers, KPI monitors, and risk surfacers; contribute inputs to program-level executive communication.
- Knowledge management. Capture, organize, and contribute project decisions, system context, and feature documentation to the program-level knowledge pipeline, leveraging auto-extraction that draws from tickets, PRs, design docs, and meeting transcripts; review and validate what the pipeline captures from your project.
- AI tooling feedback. Use the AI tooling actively within your project — surface structured feedback on what is working and what is not, propose specific improvements based on real-world usage, and partner with the program manager and engineering on what gets prioritized.
- Eval operation. Operate the evals defined for the agents in your program, monitor agent health within your project, and flag drift or quality issues for redesign; pull agents back to human review when their outputs fall below the acceptable bar for your project.
- Practice contribution. Apply consistent project management practices defined for the TPM function — use the established templates, playbooks, and best practices — and contribute back what works and what doesn’t in real project conditions.
- AI adoption. Champion adoption of AI tooling within your project team — coach engineers and partners on when and how to use the AI surface, surface adoption blockers to the program manager and engineering, and close the loop on team feedback.
- 4–5 years of technical project management at a technology company, including 2+ years leading software development with schedules and deadlines, preferably in SaaS
- Practical experience using LLM-based agents or AI workflows in production team workflows
- Experience using evaluations for AI systems (accuracy, faithfulness, drift detection) to monitor agent health and inform improvement decisions
- Technical depth sufficient to read engineering design proposals, understand prompt and tooling decisions, and follow technical architecture discussions
- Strong bias for action — proven ability to make progress in ambiguous environments with incomplete information or imperfect tools
- Proven track record of leading software development projects across cross-functional teams using agile methodologies
- Experience with standard project planning, roadmapping, and issue tracking tools
- BS/BA degree required, preferably in computer science or technical disciplines
- Experience using AI agents in production team workflows in partnership with engineering, including under an AI-first gating principle
- Experience with structured knowledge extraction or retrieval-augmented systems
- Experience driving adoption of new tooling or process within engineering teams
- Scrum Master, Scaled Agilist, or PMP Certification
- Experience working with cross-functional partners across product, engineering, and design
- Experience owning project delivery end-to-end, including communicating status and risk to senior stakeholders
At Internet Brands, we carefully consider a wide range of factors when determining compensation, including your background and experience. These considerations can cause your compensation to vary. We expect the compensation for this role to depend on your skills, qualifications, and experience. We encourage all interested candidates to apply. We expect this role to start with a base in the low to mid $100ks.
In addition to our awesome culture, we offer a comprehensive benefits package designed to support the health and well-being of you and your family. Our benefits include health insurance options such as medical, dental, and vision coverage, flexible spending accounts (FSA) for medical and dependent care, short-term and long-term disability insurance, and life and AD&D insurance. We also provide a 401(k) retirement savings plan with a company match, paid time off (PTO), paid holidays, commuter benefits as well as access to our Employee Assistance Program (EAP) and well-being coaching services. In addition, employees can take advantage of voluntary benefits such as home, auto and pet insurance, and discounted legal and financial services. For more details, feel free to inquire during the interview process.
Internet Brands®, headquartered in El Segundo, Calif, is a fully integrated online media and software services company focused on four high-value vertical categories: Health, Automotive, Legal, and Home/Travel. The company's properties and platforms include the WebMD, Medscape, and Henry Schein ONE networks, which are the global leaders in their markets; Nolo, Avvo, and Martindale, which form the largest consumer information provider in the legal market; and CarsDirect, Fodor's Travel, and many others which are leaders in their key vertical markets. Internet Brands' award-winning consumer websites lead their categories and serve more than 250 million monthly visitors, while a full range of web presence offerings has established deep, long-term relationships with SMB and enterprise clients. The company's powerful, proprietary operating platform provides the flexibility and scalability to fuel the company's continued growth. Internet Brands is a portfolio company of KKR and Warburg Pincus.
Internet Brands is an equal opportunity employer, and we welcome applicants from all backgrounds. We comply with all applicable laws and regulations, including the City of Los Angeles Fair Chance Initiative for Hiring Ordinance (FCIHO).
Notice to California residents: you can find information about our privacy practices, on: https://www.internetbrands.com/work-with-us/cpra
In addition to our awesome culture, we offer a comprehensive benefits package designed to support the health and well-being of you and your family. Our benefits include health insurance options such as medical, dental, and vision coverage, flexible spending accounts (FSA) for medical and dependent care, short-term and long-term disability insurance, and life and AD&D insurance. We also provide a 401(k) retirement savings plan with a company match, paid time off (PTO), paid holidays, commuter benefits as well as access to our Employee Assistance Program (EAP) and well-being coaching services. In addition, employees can take advantage of voluntary benefits such as home, auto and pet insurance, and discounted legal and financial services. For more details, feel free to inquire during the interview process.
Internet Brands®, headquartered in El Segundo, Calif, is a fully integrated online media and software services company focused on four high-value vertical categories: Health, Automotive, Legal, and Home/Travel. The company's properties and platforms include the WebMD, Medscape, and Henry Schein ONE networks, which are the global leaders in their markets; Nolo, Avvo, and Martindale, which form the largest consumer information provider in the legal market; and CarsDirect, Fodor's Travel, and many others which are leaders in their key vertical markets. Internet Brands' award-winning consumer websites lead their categories and serve more than 250 million monthly visitors, while a full range of web presence offerings has established deep, long-term relationships with SMB and enterprise clients. The company's powerful, proprietary operating platform provides the flexibility and scalability to fuel the company's continued growth. Internet Brands is a portfolio company of KKR and Warburg Pincus.
Internet Brands is an equal opportunity employer, and we welcome applicants from all backgrounds. We comply with all applicable laws and regulations, including the City of Los Angeles Fair Chance Initiative for Hiring Ordinance (FCIHO).
Notice to California residents: you can find information about our privacy practices, on: https://www.internetbrands.com/work-with-us/cpra
Skills Required
- 4–5 years of technical project management experience at a technology company
- At least 2 years leading software development projects with schedules and deadlines
- Practical experience using LLM-based agents or AI workflows in production team workflows
- Experience evaluating AI systems for accuracy, faithfulness, and drift detection
- Technical depth to read engineering design proposals and follow prompt, tooling, and architecture discussions
- Ability to make progress in ambiguous environments with incomplete information or imperfect tools
- Experience leading cross-functional software development projects using agile methodologies
- Experience with project planning, roadmapping, and issue-tracking tools
- BS or BA degree, preferably in computer science or a technical discipline
- Experience using AI agents in production team workflows in partnership with engineering
- Experience with structured knowledge extraction or retrieval-augmented systems
- Experience driving adoption of new tooling or processes within engineering teams
- Scrum Master, Scaled Agilist, or PMP certification
- Experience working with product, engineering, and design partners
- Experience owning project delivery end-to-end and communicating status and risk to senior stakeholders
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The Company
What We Do
Our Company: WebMD is a leading provider of health information services to consumers, physicians, healthcare professionals, employers and health plans. Our Business: WebMD is the leading provider of health information and services to consumers and healthcare professionals. The online healthcare information, decision-support applications and communications services that we provide: help consumers take an active role in managing their health by providing objective healthcare information and lifestyle information. make it easier for physicians and healthcare professionals to access clinical reference sources, stay abreast of the latest clinical information, learn about new treatment options, earn continuing medical education credits and communicate with peers. enable employers and health plans to provide their employees and plan members with access to personalized heath and benefit information and decision support technology that helps them make informed benefit, provider and treatment choices.
