Z

Zillow

Online real estate platform with valuations

Principal Product Manager - Directed Workflows

Full-TimeUpdated
$169.3k - $284.7k/yr+ Equity awards
Expert
Bachelor's
Remote in USA
RemoteRemote within the 50 U.S. states, with limited exceptions; employees must identify their physical work location to the Company.
ProductTechnical Product Management
Company Historically Provides H1B Sponsorship

About the job

Requirements
  • A bachelor's degree in Computer Science, Engineering, Business, or a related field, or an equivalent combination of education and experience.
  • At least 10 years of product management experience, including ownership of complex systems spanning multiple teams and customer or operator journeys.
  • Demonstrated experience shipping agentic or decisioning products as a closed loop, including designing the AI harness and evaluation infrastructure to prove and improve outcomes.
  • Experience shaping sales or service strategy with business leaders and tying process design to customer jobs, value delivery, and growth.
  • Strong analytical ability using data, experimentation, and model or product evaluation to improve conversion, quality, or operator productivity.
  • A track record of influencing senior Engineering, AI, Operations, and business stakeholders on strategy, trade-offs, and execution.
Responsibilities
  • Define and lead a multi-year product vision for Directed Workflows as an AI-first service system spanning engagement and loan production.
  • Define, with Sales and Business Operations, the sales and service process the system encodes, including customer jobs, value at each stage, and how the experience earns attention and advocacy.
  • Design the AI harness that turns the process into AI agent behavior, including context engineering, tool design, memory, orchestration, and guardrails; determine where models reason, deterministic systems execute, and human intervention is required; specify the action, intended outcome, quality bar, and skills for agent-produced work.
  • Own evaluation infrastructure, whether built or integrated, to score AI agent output against the intended process, learn from operator feedback in production, and run experiments to determine whether directed work improved outcomes.
  • Sequence work from high-leverage pilots to platform, prove outcomes in focused increments, retire or redesign approaches that do not improve metrics, and expand successful patterns across the financing journey.
  • Influence work across Zillow so the customer, real estate agent, and home finance operator experiences operate as one coordinated service, and represent the strategy, risks, and trade-offs with senior leaders.
Desired Qualifications
  • Mortgage or lending experience.
  • Familiarity with workflow platforms, operator surfaces, or capacity-aware routing.

About the company

Zillow runs a real estate platform that helps people buy, sell, rent, and finance homes. It combines property listings with mortgage services and advertising, earning revenue from ads, leads for real estate agents, and mortgage origination. Its core product uses technology and the Zestimate to estimate home values and connect users with agents, lenders, and listings through an integrated online experience. Unlike services that focus on a single part of the market, Zillow offers a broad ecosystem that spans listings, valuations, and financing in one place, supported by data and network effects from a large user base. The company’s goal is to make moving to a new home easier by simplifying transactions and enabling users to complete more steps online, from search to financing to closing.

Company Size

10,001+

Company Stage

IPO

Headquarters

Seattle, Washington

Founded

2005

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Simplify's Take

What believers are saying

  • Q2 2026 revenue rose 18% to $772 million, with $176 million Adjusted EBITDA.
  • Rentals revenue climbed 31% and mortgages revenue jumped 75% year over year in Q2.
  • Preview listings now appear on Realtor.com and RealScout, widening distribution fast.

What critics are saying

  • The September 15, 2026 MRED ruling sent Zillow's Chicago antitrust claims to arbitration.
  • FTC settlement on August 24, 2026 proves regulators still police Zillow's dealmaking aggressively.
  • August 2026 layoffs cut over 500 employees, signaling pressure to sustain growth without bloat.

What makes Zillow unique

  • Zillow Preview launched March 2026, giving early listing access across Zillow, Trulia, Realtor.com.
  • Zillow still owns the widest consumer audience, with 239 million monthly unique visitors in Q2.
  • Its product stack spans for-sale, rentals, mortgages, and agent software under one brand.

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Benefits

  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • Life Insurance
  • Disability Insurance
  • Parental Leave
  • Family Planning Benefits
  • 401(k) Retirement Plan
  • Paid Vacation
  • Remote Work Options

Growth & Insights and Company News

6 month growth

5%

1 year growth

5%

2 year growth

4%
Business Wire
Oct 28th, 2026
Zillow agrees $212.5M settlement over Zillow Offers investor class action

Zillow has agreed to a $212.5 million settlement with investors, which law firm Hagens Berman says is potentially the largest single securities settlement in the history of the Western District of Washington federal court. Zillow reported the deal in an 8-K filing. The lawsuit, Jaeger v. Zillow Group Inc. et al, was filed on November 16, 2021. Investors alleged Zillow and some executives misled them about purchasing volume, pricing accuracy and operational improvements at its home-buying business, Zillow Offers, inflating the share price. On November 2, 2021, Zillow announced it was winding down Zillow Offers, cutting its workforce by 25% and taking a $304 million write-down on housing inventory. The class covers buyers of Zillow Class A common stock or Class C capital stock between August 5, 2021, and November 2, 2021. Hagens Berman will ask the court for preliminary approval.

Yahoo Finance
Oct 27th, 2026
Zillow stock needs a 512.8% gain to regain its 2021 peak, something it hasn't done in a decade

Zillow Group shares remain 83.7% below their February 2021 peak, the highest close in ten years. Getting back would take a 512.8% gain, or an 83.0% annual return over three years. The stock has not managed a 512.8% gain over any three-year stretch since October 2016. Since the peak, shares fell 83.7% before dividends while the S&P 500 rose 95.2%. The business has held up better than the stock. Revenue for the twelve months to June 2026 was $2,810 million, 15.9% below the twelve months to December 2020, but operating margin rose from 1.1% to 1.8%. Net income moved from a $162 million loss to a $55.0 million profit. Shares now trade at 135.2 times past twelve-month earnings.

Yahoo Finance
Oct 25th, 2026
Zillow launches Claude app as analysts see 28% upside to $47.23 fair value

Zillow Group has launched a Zillow experience inside Anthropic's Claude AI assistant, letting users search homes, rentals, and affordability tools directly in the chat. The shares closed at $34.05. They are up 16.21% over one month and 6.81% over seven days, but down 48.10% so far this year. The analyst consensus price target is $47.23, which implies the stock is 28% undervalued. Targets range from $32.0 to $80.0. Risks include pressure on Premier Agent commissions and lawsuits over listing data access. Zillow also trades at a price-to-earnings ratio of 139.2x, against 14.1x for the US real estate industry.

Yahoo Finance
Oct 23rd, 2026
Zillow stock needs a 480% gain to regain its $203.79 peak, now at $35.14

Zillow Group (ZG) shares closed at $35.14, 82.8% below their February 2021 high of $203.79. Returning to that peak would take a 479.9% gain, or 79.7% a year over three years. The stock has never gained 480% in any three-year period in the past 10 years, based on 1,757 rolling windows. Holders who bought at the high have waited 5.7 years; the S&P 500 is up 94.9% over that time. The business has changed. Revenue for the twelve months to June 2026 was $2,810 million, 15.9% below 2020's $3,340 million. Zillow now turns a profit, with net income of $55.0 million against a loss of $162 million in 2020. The stock trades at 2.8 times yearly sales.

ZenTech Academy
Oct 20th, 2026
Zillow launches Claude connector for listings, tours, and financing - unite.ai.

Zillow launches Claude connector for listings, tours, and financing - unite.ai. Zillow announced on October 19, 2026, that a Zillow experience is now available in Anthropic's Claude through a new connector, one that brings real estate listings, interactive maps, home value estimates and affordability tools into the AI assistant. Josh Weisberg, senior vice president of AI at Zillow, said the connector draws on two decades of housing data and is meant to carry users from information to action. "This connector helps Claude users take the next step through Zillow: a tour, an agent, a loan officer," Weisberg said. "The conversation doesn't stop with providing information, it leads to a way to make it happen." How the connector works. To get started, users open Claude, go to Customize, select Connectors and connect Zillow. Zillow's suggested requests include finding three-bedroom homes for sale in Denver under $600,000 with a garage, or apartments for rent in Seattle under $2,500 a month. Once connected, Claude can surface Zillow listings inside the chat, along with interactive maps, home value estimates and affordability tools. Listings carry photos, prices and other details, and each links out so the user can keep exploring the property on Zillow. The exchange can continue into a next step: the user can request a tour, connect with a real estate agent or explore financing within the same conversation, a flow Zillow describes as keeping agents at the center of consumers' journeys. Zillow said it does not send data to Anthropic. Instead, the company said, the listing display that appears inside Claude is Zillow's own MLS-approved presentation, carrying the same broker and MLS attribution used on Zillow.com. Technology foundation and fair-housing controls. According to Zillow, the connector builds on two decades of investment in housing technology spanning buying, selling, renting and financing. The company credited its proprietary data, rich media, custom AI models and tools that connect consumers with agents, loan officers and other services with making AI more useful for the decisions involved in moving. Zillow said the same foundation powers its AI mode on the Zillow app, which the company announced on March 25, 2026. AI mode is a conversational experience built into Zillow's platform that connects live listings data across for-sale and rental homes with actions such as tour scheduling and connecting with a local agent. It launched in beta to a limited group of Zillow users, and Zillow said at the time that it planned to expand the experience throughout 2026. The AI mode announcement describes Zillow's Fair Housing Classifier as a real-time guardrail that checks both what a customer asks and how the AI responds, with the aim of preventing discriminatory steering, and it notes that Zillow operates as a licensed real estate brokerage. In the connector release, Zillow said fair housing reviews by its ethical AI team are part of how it designs, tests and launches AI, that it has published AI principles, and that it released the Fair Housing Classifier as an open-source tool to help identify potential bias in real estate conversations. Earlier launches on ChatGPT and Gemini. Zillow said the Claude connector extends its technology to another major AI platform, joining Zillow experiences already live in ChatGPT and, for rentals, in Gemini. On October 6, 2025, Zillow launched its app in ChatGPT, which the company described as the only real estate app available on that platform. The app surfaces listings with photos, maps, pricing and broker and MLS attribution, and routes users back into Zillow to schedule a tour, connect with an agent or explore financing. According to Zillow, the app works with most listing types, including rentals and for-sale homes listed by agents or owners, and the company plans over time to add new-construction listings and immersive 3D tours. Chief technology officer David Beitel said at the launch that the goal was to make the experience feel simple, intuitive and approachable. On July 9, 2026, Zillow Rentals went live as a connected app inside Google Gemini and Gemini Spark, which Zillow described as the only real estate platform in Gemini's connected apps ecosystem. A renter can ask Gemini for apartments that have tours available on Zillow, see matching listings with open booking times in the chat, then click through to Zillow to pick a time and confirm the booking. On listings set up for instant touring, the Book a Tour option runs on Zillow's scheduling infrastructure; everywhere else, renters see a Request a Tour option. After a one-time linking of Google and Zillow accounts, a confirmed tour lands in the renter's Zillow itinerary, with confirmation coming from the property's touring provider. "What matters is that Zillow is there when they are ready to take a real next step - that includes inside one of the largest AI assistants in the world," said Michael Sherman, senior vice president of Zillow Rentals. At the time of the July launch, Zillow said the experience was rolling out to Gemini and Gemini Spark users in the following weeks, and that Zillow and Google would continue to evaluate how the integration evolves as Zillow expands touring availability across its rental marketplace.