Brand and Marketing Creative Principal

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.

Since launch, Pacaso has facilitated more than $1.2 billion in gross real estate transactions and service fees across 40+ destinations in the U.S., Mexico, and Europe — including Aspen, Lake Tahoe, Napa, Malibu, Palm Springs, Cabo, Paris, London, and most recently Florence, Milan, and Rome. We've raised over $300 million in cumulative equity funding, closed the largest real estate Regulation A+ offering of 2025, and reserved the Nasdaq ticker PCSO as we build toward a public listing.

Our work has been featured in The New York Times, The Wall Street Journal, Fortune, Forbes, CNBC, Bloomberg, and others.

• No. 5, Forbes America's Best Startup Employers (2026) — our second consecutive Top 10 ranking
• Newsweek's America's Greatest Startup Workplaces (2025)
• Winner, 2025 Inman Best of Proptech Awards — Consumer Experience & Marketplace Innovation
• Fortune & Great Place To Work Best Workplaces in Real Estate (2024)
• Best Workplace in the Bay Area (2023)
• Linked In Top Startup (2022) Glassdoor Best Places to Work, #6 (2022)

Pacaso is hiring a Brand and Marketing Creative Principal to bring the brand to life in how it looks, reads and moves, and to build an AI-native creative practice that sets the standard for our category.

Pacaso created the category of co-owned luxury second homes. Our owners come to us for more time in the places they love, with the people they love. The Brand and Marketing Creative Principal makes that feeling visible in everything we put into the world, from the brand and the words to the videos, the photography and every home we bring to market.

This role sits where craft meets technology. You will direct and you will make. You will hold a high bar for taste and pair it with an AI-native way of working that lets a small team create at a pace and level of quality few brands can match. One week you are evolving the design system, the next you are on set for a new home in Cabo, and the week after you are building the workflows that turn a single shoot into a season of content.

You will work closely with our VP of Marketing, our growth team, our founders, partners across the company and our agencies, and you will help make everything we create feel unmistakably Pacaso.

Production. Plan and run the shoots: owners in their homes, founders, influencers, celebrities and the destinations themselves. Write the interview questions and conduct the interviews from behind the camera with owners, influencers and well-known guests, then turn the footage into videos, cutdowns, CTV and You Tube spots and social content. Hire and direct the professional camera crews and photographers who shoot for us, working side by side with them on set, from the shot list and casting to scheduling, locations, releases, budgets and the edit.

You use AI to assemble finished video assets from footage, stills and generated shots, handling the cut, pacing, motion, music, voice and versions for every format, so a single shoot becomes many assets without waiting on an editor. You keep a shoot library every channel can draw from, and you make one day of shooting go a long way. You build and manage a trusted bench of photographers, editors and designers we can call on when the calendar fills.

Owner stories. Run our owner testimonial program end to end. Find the owners and the right moment, write the brief and the questions, guide the shoot and the edit, and earn each owner's approval of the final video. Then carry every story across video, stills and written pieces on our channels.

AI as the way you work. AI is not a tool you try. It is deeply embedded in how this role works, every day. Generative image and video are the default for social and performance, where speed and volume matter, and real production is reserved for the hero moments where authenticity earns its cost. You iterate on and build out the AI creative systems we already have in place: the prompt libraries that encode our aesthetic, the agents that turn one brief into tested variations by hook, theme, visual and tone, AI image editing from twilight skies and seasonal fixes to virtual staging,…