[Hiring] Principal Technical Product Manager @Pacaso

Role Description

Pacaso buyers are high-net-worth individuals making a considered purchase over months, sometimes years. They move between our site, email, messaging, and our Sales team, and today each of those runs on its own tools with its own picture of the customer. We believe one personalized system that follows each customer from first interest to purchase, and keeps serving them as an owner, will shorten the path to purchase and make our growth product-led.

We're hiring a principal-level technical product manager to own that system and its outcome. You'll own the system-level design: the components, how they fit together, what the system decides and why, and how the AI agents behave. You'll own the roadmap, and you'll do hands-on work yourself: working prototypes built with AI tooling, UI design, and the prompts behind the agents. Engineering owns the technical design and implementation, and you shape and review it with them as it goes to production.

This is a technical product leadership role, not a backlog-management role and not a production engineering role. You'll make product calls with Sales, Marketing, and leadership, work through system tradeoffs with senior engineers, and be accountable for the outcome.

Some of this is already moving. AI agents talk to our customers today, and parts of the data and decisioning exist. None of it runs end to end on its own yet. You'll take what's there, decide what to keep, and design the system that can.

What you'll own

• The system-level design.
• The customer intelligence layer.
• Agent and workflow design.
• Trust and reliability.
• The path to autonomy.
• The roadmap.
• The outcome.

Who you are

• Customer-obsessed.
• A systems thinker who still builds.
• Technically deep.
• Rigorous about autonomy.
• Accountable for outcomes.
• Fluent in business and technical.
• A multiplier.
• A partner.
• Fast at context.

What you'll bring

• Customer obsession.
• A production agentic system.
• A measurable growth outcome.
• Decisioning and intelligence layers.
• Prototype to production.
• Cross-team system design.

Nice to have

• Experience with long-consideration, high-value purchases such as real estate, luxury, or financial services.
• Experience putting AI into a human sales team's workflow, including CRM integration.
• An earlier career as a software engineer, data architect, or solutions architect.

This role isn't for you if

• You want to execute against a defined spec, or manage a backlog someone else shaped.
• You want to manage a team right now. This is a principal IC role.
• You want to own the technical architecture and implementation. Engineering owns those here.
• You see this as an email or campaign program, or measure success in opens, clicks, or campaigns shipped.
• Your AI experience is mostly using it to write docs and emails faster.
• You need a full team and a clean data stack before you start. Some pieces exist today and don't talk to each other yet.

How we work

• We start with AI.
• Small team, real ownership.
• We move fast and play the long game.
• We pick up the phone and empty the dishwasher.

Compensation

Around $200,000- $225,000k depending on location and experience with equity (RSU's)

Why You'll Love Working Here

• Competitive base salary and meaningful equity — every Crew member shares in what we're building.
• Discretionary time off — take the rest you need, when you need it.
• Premium medical, dental, and vision coverage for you and your family.
• Sponsored memberships to One Medical, Peloton, and WellHub for whole-person, modern healthcare.
• 401(k) to help you build long-term security.
• Paid parental leave for primary and secondary caregivers.
• Home office stipend and a monthly internet and cell phone reimbursement to set you up for great remote work.
• Quarterly team gatherings and ongoing learning and development investment.

Our Commitment

Pacaso is proud to be an equal opportunity employer. We welcome applicants of every race, religion, national origin, gender, sexual orientation, gender identity, gender expression, age, ability, and background — including veterans and individuals with disabilities. We believe a Crew as diverse as the owners we serve makes Pacaso stronger, and we're committed to building a workplace where every voice belongs.