The Role
Leads large-scale, cross-functional software initiatives using AI-augmented program management. Responsibilities include technical design reviews, capacity and dependency planning, scheduling, delivery, risk management, executive communication, knowledge management, AI tooling roadmap input, agent evaluation, practice leadership, and adoption. Requires technical project management experience, production experience with LLM agents and AI evaluations, agile delivery expertise, strong judgment in ambiguous environments, and the ability to influence engineering and senior stakeholders.
Summary Generated by Built In
Senior Technical Program Manager
We are looking for a Senior Technical Program Manager to join our Product Development Organization. You will lead large-scale, cross-functional initiatives across our Legal Marketing brands — Avvo, FindLaw, Superlawyers, Martindale-Hubbell, Lawyers.com — where AI agents and tooling absorb the recurring program-management work that used to require entire program teams, and your time is reserved for the strategic judgment, executive communication, and cross-functional trust-building that AI cannot replace.
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 TPM workflows, and people, meetings, and processes are added only after we have demonstrated AI cannot do the work. You drive your programs with AI tooling at the center — using it, shaping it in partnership with engineering, and owning the quality bar for what your program 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 medium to large projects using agile methodologies, deep skill in building relationships across an organization, 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 programs 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. Lead solutioning and technical review for your programs, using AI agents that surface unstated assumptions in PRDs, propose architecture options against historical incidents, and generate ADRs from review sessions; partner with engineering on what these agents need to do next.
- Planning. Drive capacity and resource planning, dependency identification, and project schedule development, using planning agents that produce candidate capacity models and schedules from product 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 cross-team scheduling for your programs, supported by AI surfaces that detect bottlenecks, model re-sequencing options when dependencies shift, and surface schedule risk; set the policies these surfaces operate under for your program and own the trade-offs when the call becomes strategic.
- Trade-off decisions. Make scope, sequencing, and resourcing trade-offs when the AI surface presents options that require judgment on business impact, organizational context, executive priorities, or partner commitments the system can’t see.
- Delivery. Lead program delivery — task planning, scope coverage, cross-team dependency resolution, issue management, and launch quality — supported by agents that draft tickets with acceptance criteria, scan in-flight tickets for scope drift, monitor cross-team dependencies and contract drift, generate launch-readiness scoring, and analyze integration test coverage against critical paths; negotiate priorities, break ties, escalate to leadership, and own the launch quality call.
- Communication. Drive stakeholder communication on project progress, health, risk, and KPI movement on cadence and on demand, using AI-powered status synthesizers, KPI monitors, and risk surfacers; own executive communication on strategic initiatives where the narrative matters as much as the numbers.
- Knowledge management. Lead knowledge management for your program — capture, organize, and distribute feature and system decisions and documentation, leveraging auto-extraction pipelines that draw from tickets, PRs, design docs, and meeting transcripts; help define the schema, evals, and refresh cadence for what your program contributes.
- AI tooling contribution. Actively shape the AI tooling roadmap for your program — propose what to automate next, partner with engineering on design and prioritization, and surface real-world feedback that drives the tooling’s evolution.
- Eval design. Design and operate evals for the agents in your program — accuracy, faithfulness, drift over time — and pull agents back to human review when evals fall below threshold. Eval design for your program is yours, not an engineering hand-off.
- Practice leadership. Drive consistent, high-quality project management practices across the TPM function — develop and maintain templates, playbooks, and best practices that capture how AI-augmented program work gets done at scale, and evolve them as the AI surface matures.
- AI adoption. Lead adoption of AI tooling within your program teams — coach engineers and partners on when and how to use the AI surface, surface adoption blockers back to engineering, and close the loop on team feedback so the tooling actually gets used.
- 7+ years of technical project management at a technology company, including 3+ years leading software development with schedules and deadlines, preferably in SaaS
- Practical experience using LLM-based agents or AI workflows in production, and contributing to their design, prompts, and evaluation
- Experience contributing to evaluations for AI systems (accuracy, faithfulness, drift detection) and using them to drive quality decisions
- Technical depth sufficient to read engineering design proposals, debate prompt and tooling strategies, and contribute to AI-based solution evals
- Strong bias for action — proven ability to make progress in ambiguous environments with incomplete information or imperfect tools
- Proven track record of leading complex programs 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 across engineering teams
- Scrum Master, Scaled Agilist, or PMP Certification
- Experience owning program strategy, end-to-end delivery, and communicating results to senior leadership
- Experience in a company at scale or previous work in a large software development organization
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 be in the low - mid $100ks and depend on your skills, qualifications, and experience. We encourage all interested candidates to apply.
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
- 7+ years of technical project management experience at a technology company
- 3+ years leading software development projects with schedules and deadlines
- Practical experience using LLM-based agents or AI workflows in production
- Experience contributing to AI system evaluations, including accuracy, faithfulness, and drift detection
- Technical depth to read engineering design proposals and contribute to AI-based solution evaluations
- Ability to make progress in ambiguous environments with incomplete information or imperfect tools
- Proven experience leading complex cross-functional programs using agile methodologies
- Experience with standard 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 across engineering teams
- Scrum Master, Scaled Agilist, or PMP certification
- Experience owning program strategy, end-to-end delivery, and communicating results to senior leadership
- Experience at a company at scale or in a large software development organization
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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.
