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In our ongoing quest to bring you the brightest and most innovative minds in real estate and buildings, we were fortunate to have Miguel McKelvey join us at RetailSpaces Napa.

Miguel is the co-founder and Chief Creative Officer of WeWork, a company that provides collaborative workspaces and services to entrepreneurs and small businesses. WeWork is one of the most valuable startups in the world, with a most recent valuation of $10 billion.

This conversation took place outdoors during our Wine Down session, where RetailSpaces founder Michael P. Owens interviewed Miguel over a lineup of fine wines to close out the day. The relaxed setting opened the door to a wide-ranging discussion about culture, design, and the momentum behind WeWork’s rapid rise.

What’s most unique about the company is its culture. WeWork refers to the people who rent space from them as “members”. This is deliberate. They didn’t want people to think of the tenant-landlord relationship when entering their space. This helps foster a sense of responsibility toward other members, which is sometimes missing in a conventional, shared rental space.

WeWork not only provides space to its members but also a sense of community, a place to foster ideas, and a place that already has the infrastructure and services in place to run a business. This allows members to focus on driving their businesses forward rather than worrying about Time Warner showing up to install internet access.

If you’ve ever worked from home for a long stretch, you know how valuable those first two things are. It can get lonely, and sometimes even simple problems don’t seem to have a solution when you have no one to bounce them off of. And if you’ve ever had to deal with Time Warner yourself, you know how important the last one is!

Our company, influence group, started in a WeWork space. We were immediately sold by the forward-thinking design and culture. Miguel learned about the power of culture and brand when he worked for American Apparel. Customers related to the branding, that the clothes were made in America, and that the employees were treated well. So they were willing to pay $16 for shirts that cost less than a dollar to produce.

Miguel shared that his experience in retail prepared him for WeWork's rapid growth. The costs associated with the store rollouts that Miguel managed at American Apparel taught him to go all the way back to the source: understand where materials are coming from, why they cost as much as they do, and what can be done to lower these costs. These are all important things when you’re buying mass quantities of anything, whether it’s wood flooring or cotton.

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 Because WeWork is growing so fast, adding hundreds of employees, millions of square feet, and locations in new countries, the company has to constantly reinvent itself. They recently acquired the company Case, a building information and technology firm which was consulting for them, so they would have exclusive in-house access to advanced design thinking.

”We acquired Case, one of the leaders in BIM technology for architecture; who worked with many companies, like Apple and leading retailers. The core reason we acquired them was because they were so focused on systems. We brought them in house to influence literally our entire company, not just our architecture and design department. It was a real big move for us as it helps us have people who think as systems analysts. Culturally it’s a huge benefit.” said McKelvey.

WeWork is the “cool” company on the block right now largely due to the diversity of their members and culture that WeWork promotes. As they scale, there is a risk of losing that. The company is trying to learn what attracts that diversity so it can be recreated in other places.

When asked how WeWork can scale their culture McKelvey said, ‘’One of the cool statistics in our environment, is that 44% (of our members) are female. And that is pretty extraordinary in a predominantly male environment with a lot of entrepreneurs and startups.”

He continued, “I think the key to our success is that balance and that feeling of people who are doing incredible things, people pursuing their passion, doing so many different things with so much diversity. But who knows when we go to Tokyo. Will that be the same thing? I have no idea how we can attract 44% woman in Tokyo, but I know that if we don’t, the vibe will be totally different….That is a super interesting challenge!”

RetailSpaces attendees taking in some sun as they learn about WeWork

Media entrepreneur John Battelle recently wrote an article asking whether WeWork can scale its culture, and I shared it with McKelvey. In the article, Battelle conducted a Google Image search of one of WeWork's competitors (Regus Office Centers) and found only photos of empty offices. He did the same for WeWork and got images of offices filled with engaged people. When McKelvey was asked how that happened, he replied, “I have no idea, it obviously wasn’t purposed, but somehow it revealed some authenticity, which is pretty cool. I hope that that will continue to flow through, our focus on people, our focus on experience, because when it’s authentic, it will flow.’’

Related to this topic, McKelvey shared, ‘’We are trying to make sure that in every moment when someone is in a common area, they have the opportunity to meet someone and that could be a business opportunity or a social one or whatever. We’re actually thinking about “micro-experiences.” You probably wouldn’t notice it, and I don’t know if I would say that we are social engineering. Still, we are definitely studying the way that people are interacting in our spaces and trying to modify our solutions to play up the potential of those opportunities.’’

Members in the lounge of WeWork West Broadway in New York City.

Green Desk was the original iteration of WeWork, and it was based on the idea of a sustainable workspace. While not as sustainable as they would like to become in the future, WeWork has put several green building practices in place. Much of the construction is glass and aluminum, which are recyclable and easy to disassemble, reducing waste during demolition.

One of the challenges WeWork is facing is how to refresh its locations as it grows. McKelvey was honest and said that how to go about upgrades is a work in progress. Competitors are popping up, and WeWork wants to remain the cool kid on the block and not become stale or complacent on the back of past success.

"As a company, we really don’t care about numbers; what we care about is delivering an experience. During meetings, we don’t discuss square-foot objectives. Instead, we ask ‘How can we make sure that the experience is awesome today?"

‘’Our location in San Francisco is one of our oldest. The members really love it – but we really hate it because it’s dated. It’s painful for us because it doesn’t really reflect who we are now. So the upgrade costs of our locations is a great question. Is it a hundred thousand? Is it five hundred thousand? We have no context to decide on”. He went on to say that WeWork looks to hire people with relevant experience, especially those with retail and hospitality backgrounds.

McKelvey grew up in Eugene, Oregon, where Nike started. He saw the transformative effect that Nike had: you didn’t have to be an athlete to do athletic things. WeWork wants to have that transformative effect on the business world: “You don’t have to have a huge bankroll behind you to start a business”. Starting a business should be open to anyone, and WeWork wants to be the catalyst for that mindset.

Perhaps the next big thing for WeWork is to take the concept they have applied to the workspace and apply it to the residential space. McKelvey couldn’t elaborate, but it has been widely reported that WeWork plans to go beyond co-working with “co-living” spaces. 

Following your passion shouldn’t mean “sleeping on a sheet of plywood for six months” said McKelvey. WeWork has sorted out your workspace. WeLive (rumored name) hopes to sort out your living space.

Image of recently opened co-living space connected to WeWork Wall Street.Recently opened co-living space connected to WeWork Wall Street

Most of WeWork’s spaces are leased, though it owns one building in San Francisco. Real estate development is a business, but not their business, so they leave that to the experts. WeWork is involved in a ground-up project in Brooklyn Navy Yard that recently broke ground, but only from a creative perspective. They will be tenants in the finished building.

WeWork saw a need and not only filled it, but tailored their spaces to meet needs members sometimes didn’t even realize they had. Because sometimes, you just really need someone to go out to lunch with.

Watch the full conversation with Miguel McKelvey from RetailSpaces below.

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Physical Retail Reimagined.

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March 29-31, 2026 | San Antonio, TX

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