Pacaso
HeadofMembership
Neural analysis suggests this role is
optimal for Mid+ candidates.
“Head of Membership at Pacaso. Skills: Membership programs, AI workflows, Business development, Sales quota. Identify, prospect, and close partnerships. Own BD motion end-to-end”
What You'll Achieve.
Scale to 10,000 homes; Hit monthly activity quota; Hit monthly outcome quota; Hit monthly targets; Achieve 1,000-home year-end target
Industry & Context.
Root cause analysis
What They're Looking For.
Must Have
Sales or sales-shaped role quota, Build and scale invite-only program, Design and ship AI-powered workflows, Own top-of-funnel demand engine, High-stakes first-conversation accountability, Operate as builder and operator, Identify, prospect, and close BD partnerships, Use AI tools to 10x productivity, Sales DNA, Quality Gatekeeper, Membership-Brand DNA, AI Fluency, Trust-First Communicator, Demonstrated BD track record, Experience working with HNW clientele, Thrives in high-growth environments
Nice to Have
Bachelor's Degree in a relevant field, Experience in luxury real estate, Experience in hospitality, Experience in private aviation, Experience in yachting, Experience in family office, Experience in private club networks
What You'll Do.
and close partnerships
Own BD motion end-to-end
Own intake-to-activation funnel
Build AI-powered flows
Identify where AI replaces human work
Identify where human touch is non-negotiable
Ship continuous improvements
Qualify fit for members
Convert applicants into Activated Homes
Design scalable human touch plan
Operate with activity volume
Operate with monthly results
Operate with pipeline discipline
Hold line on who gets in
Decline homeowner or home
Understand wrong activations destroy brand
Make members feel selected
Make members feel special
Make members feel bought-in
Use AI tools for productivity
Use AI tools for execution speed
Design and ship AI-powered flows
Partner with engineering
Run program day-to-day
Drive customer acquisition
Drive supply acquisition
Conduct intake calls with homeowners
Ship AI-powered improvements
Operate with daily pipeline activity
Operate with weekly forecasting
Accountability to monthly targets
Scale Ambassador Program
Drive conversion improvements
Close affinity-group partnership
Hit monthly activity targets
Hit monthly activation targets
How You'll Work.
Team & Collaboration
Cross-functional teams; Partner with engineering
Communication Scope
High-stakes conversations; Client communication; Brand polish
Process & Methodology
Roadmap planning
Full Job Description
About Pacaso 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. Recognition We're a Certified Great Place to Work and have been honored for both our culture and our category-defining work: 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 so does shipping a high volume of activities every week and delivering specific numbers every month. With one critical nuance: your number IS quality. Every Activated Home must clear Pacaso's vetting bar. You'll work a large pipeline, but only the homes and owners that meet the Pacaso-worthy standard count toward your number. The volume serves the right outcome — never the wrong one. If you've run channel, partnership, or membership programs for luxury or invite-only brands, you carry a quota and love it, you're fluent in shipping AI-powered workflows, and you can hold your own in a conversation with a $5M+ second-home owner — we want to hear from you. Key Responsibilities: Pi
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