Late last year, Spencer Rascoff, the former CEO of Zillow, reached out and invited me to be part of a new advisory board for his latest real estate start-up, Pacaso. I knew Spencer when he was at Zillow and we kept in touch over the years. I don’t sit on many advisory boards, but I thought the idea behind Pacaso was pretty cool and I agreed to participate. In a nutshell, Pacaso makes second homeownership more accessible by allowing buyers to purchase shares in a vacation home rather than having to purchase the entire property. It works like this: Pacaso purchases the home, then sells ownership shares of a limited liability company to up to eight individuals who share ownership and occupy the property at different times, proportionately. Pacaso manages the properties including moving in and out the personal property of each owner when they stay in the property. Financing is available, and a buyer can purchase a share of a $3.2M property in markets like Napa Valley, Park City, Malibu, and Palm Springs for as little as $400K. Potentially, this can make second homeownership much more attainable for a lot of people.
Spencer started the company with Dotloop founder Austin Allison who serves as the company’s CEO. The latest round of financing valued the company at roughly $1 Billion, making it the fastest company in U.S. history to achieve so-called unicorn status. Pacaso says that second homes sit vacant more than 90% of the time, while Pacaso properties are occupied year-round, which is safer for communities, and more supportive of local businesses such as restaurants, grocery stores, and beauty salons. It makes a lot of sense. The biggest challenge for Pacaso is convincing local residents and municipalities that they are not a timeshare company or just another Airbnb. I recently spoke at a city council meeting on behalf of the company and did my best to make the case that Pacaso lowers barriers for buyers, improves local economies, and adds diversity to communities that are not always known for it. Pacaso also lists their properties on the MLS and pays commissions to real estate agents.
Besides supporting what I think is a good business, I’m enjoying watching two elite entrepreneurs build a world-class start-up. These guys know how to play at the big table, but I can also tell you that Austin and Spencer have an appealing combination of intelligence and humility. They are both young and incredibly successful, but always seem to be eager to listen and learn. I have no doubt that Pacaso will continue to be successful and I look forward to helping out.
A recent exchange about astronaut Victor Glover raised a bigger question that a lot of people are still wrestling with: if the goal is equality, why are we still talking about race at all? In this episode, I break down why that question still matters, why representation is still relevant in spaces where access has historically been limited, and why the real goal is not to ignore race too soon but to build a country where race truly no longer determines who gets seen, supported, or given the chance to rise. This is a conversation about merit, opportunity, and what it will actually take to get there.
I was watching a podcast recently, and something about it rubbed me the wrong way — but it also got my wheels turning. In this episode, I talk about what I love most about being American, why the system that built this country deserves more appreciation than it gets, and why some of the loudest “love it or leave it” voices go strangely quiet when powerful billionaires openly criticize the very system that made their success possible. This is a conversation about America, double standards, and what real patriotism should actually look like.
This April, the Hispanic Wealth Project is launching its High Net Worth Boot Camp, a 10-week intensive built around some of the most valuable wealth-building education I’ve seen. In this episode, I talk about why so many of us need to shift from a worker’s mentality to an owner’s mentality, why economic success has to move from consumption to wealth building, and why building wealth takes knowledge, work, and discipline. The High Net Worth Boot Camp is designed to help close that knowledge gap with modules on securities investing, real estate investments, buying and selling businesses, asset protection, and tax strategies. If building real wealth has ever felt out of reach or unclear, this is the kind of education that can change how we think and what we build.