“Versus at Wander, literally, like we have a button in, in the concierge chat, like a thumbs up or a thumbs down, and when you hit that thumbs down button, it doesn't go into the ether, like it actually pings me on Slack.”
quote is from the automated transcript, cleaned for reading:
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More from John Andrew
Opinion
Most fractionalized investment platforms are structurally unsound, says Entwistle
“In a world where, candidly speaking, like, most of these fractionalized investment companies are not exactly sound was something I was really, really proud of.”
John AndrewMay 28, 2025▶ 9:04How Wander Raised Over $100M+ to Reinvent Luxury Travel · Sourcery with Molly O'Shea
PredictionNot checkable as stated
Entwistle predicts 95% of Wander operations will be AI-automated within 18 months
“But I see a path to what I would define as full deflection Meaning, like, 95% of these tasks being done by AI probably in the next, like, 12 to 18 months.”
John AndrewMay 28, 2025▶ 35:52How Wander Raised Over $100M+ to Reinvent Luxury Travel · Sourcery with Molly O'Shea
Opinion
Silicon Valley discriminates against older entrepreneurs, argues Entwistle
“I think that nowadays there is a culture of celebrating, you know, young founders, young entrepreneurs And so I wouldn't say that you actually have that much going against you. In fact, I would almost say a little bit of the opposite, that, like, if you are so…”
John AndrewMay 28, 2025▶ 39:44How Wander Raised Over $100M+ to Reinvent Luxury Travel · Sourcery with Molly O'Shea
Insight
Series B standard is moving to $10M-$15M ARR, says Entwistle
“I'd say that probably today the minimum threshold is around five million of ARR. But really, like, 10 to 15 is starting to become standard. The sort of goalposts have moved quite a bit, and so I'd say that's rather difficult.”
John AndrewMay 28, 2025▶ 2:10How Wander Raised Over $100M+ to Reinvent Luxury Travel · Sourcery with Molly O'Shea
AssertionNot checkable as stated
Wander is approaching a $40M gross merchandise value run rate
“We're cresting a forty million dollar GMV run rate.”
John AndrewMay 28, 2025▶ 3:30How Wander Raised Over $100M+ to Reinvent Luxury Travel · Sourcery with Molly O'Shea
AssertionSupported
Wander created the first-ever vacation rental REIT
“We, like, the first vacation rental REIT to ever exist, it was exceptionally well done.”
John AndrewMay 28, 2025▶ 8:27How Wander Raised Over $100M+ to Reinvent Luxury Travel · Sourcery with Molly O'Shea
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