[Hiring] Director of Lifecycle Marketing @Pacaso

Role Description

Pacaso created co-ownership of the second home: all the ownership a family actually uses, in the places they love, without the weight of owning it. The old way is whole ownership, with all of its cost and all of its operating burden for a few weeks of use a year. Moving a family from one to the other is among the most considered decisions they will ever make, and most of that consideration happens between conversations with Sales. Lifecycle marketing is how Pacaso shows up well in that time.

• Own how Pacaso communicates with everyone in our database, from first inquiry through years of ownership.

You will shape lifecycle strategy with the VP of Marketing and build it yourself. Together you will decide how each of these audiences should experience Pacaso over time; you will then open Iterable and make it real. You are the most senior lifecycle practitioner at the company, reporting to the VP of Marketing and working closely with brand, creative, analytics and Sales.

Marketing at Pacaso runs lean and AI-native. We hire owners who multiply themselves with AI rather than teams that grow by headcount. You should already work this way, with AI drafting your variants, scoring your segments and checking your campaigns while your own judgment goes to strategy, taste and measurement.

• REACTIVATION: Decide when and how to re-engage past inquiries, what would genuinely bring someone back and how a re-engaged buyer gets handed to Sales cleanly.
• PROSPECT NURTURE: Design how a prospect experiences those months: what they hear after a first inquiry, how a specific home or market stays present in their thinking and what earns the consultation.
• OWNER COMMUNICATIONS: Define what Owners hear from Pacaso and when, from onboarding through arrival moments, home updates and referral programs.
• PLATFORM AND MEASUREMENT: Own the Iterable instance end to end: data architecture, deliverability, channel setup across email, SMS and push, and the connections to our CRM and data warehouse.

Qualifications

• 8+ years in lifecycle, CRM or retention marketing, with several of them owning the strategy.
• Expert in Iterable.
• Journeys, segmentation, catalogs, templating and deliverability are muscle memory.
• AI-native in practice.
• Comfortable in SQL and fluent in funnel math, incrementality and holdout design.
• A writer's ear.
• Experienced working with Sales on lead scoring, handoff and pipeline reporting.

Requirements

• Compensation - $160,000 to $175,000 depending on experience and location plus equity.

Benefits

• 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.

Company Description

Pacaso exists to enrich lives by making second home ownership possible and enjoyable for more people. We've reimagined the second home category — pairing a thoughtfully designed co-ownership model with simplified financials, equitable scheduling, and dedicated local property management, so owners get the joy of a true second home without the hassle.

• Facilitated more than $1.2 billion in gross real estate transactions and service fees across 40+ destinations in the U.S., Mexico, and Europe.
• Raised over $300 million in cumulative equity funding.
• Closed the largest real estate Regulation A+ offering of 2025.
• Reserved the Nasdaq ticker PCSO as we build toward a public listing.
• Featured in The New York Times, The Wall Street Journal, Fortune, Forbes, CNBC, Bloomberg, and others.