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Airlines, airports, hotels and cities. I explain the strategy and infrastructure behind how we travel. San Francisco.

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Joined May 2008
Photo by Adam Nathan (@adampnathan)Photo by Adam Nathan (@adampnathan)Photo by Adam Nathan (@adampnathan)Photo by Adam Nathan (@adampnathan)Photo by Adam Nathan (@adampnathan)Photo by Adam Nathan (@adampnathan)Photo by Adam Nathan (@adampnathan)Photo by Adam Nathan (@adampnathan)Photo by Adam Nathan (@adampnathan)Photo by Adam Nathan (@adampnathan)
On September 14, 2005, Delta and Northwest filed for bankruptcy within minutes of each other. Three years later they merged. Today Delta is worth $50 billion, more than United and American combined. American went the other way. It was worth $37 billion a year after it bought US Airways. It put 172 seats on its 737s, took out the screens, and spent $11 billion buying back its own stock. It's worth $8 billion now. Alaska bought Virgin America, which Condé Nast Traveler readers voted the best U.S. airline 10 years in a row. It shrank Virgin's San Francisco and LA flying by more than 20%, pulled the seatback screens, and retired the name two years later. I ranked the 10 best and worst airline mergers of the last 30 years. The winners took the best of what they bought. The losers treated it as worse than what they had.
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Adam Nathan retweeted
If your airline gets bought, your hub is in trouble. I went back through the last five big US airline mergers. The airline that got bought brought 14 hubs in the first four deals, and nine of them have less flying today. The buyers had 18, and only four do. It didn't even matter who ended up running the place.
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Someone asked which side to sit on for Jackson Hole, so here's every one of my 15 favorite approaches. Save this for your next window seat. These are for the usual landing direction. If the wind flips the runway, so does the view. In terms of other airports, SYD came up a lot. What would you add?
I've spent a lot of my life looking out airplane windows. Nothing beats the approach into a city you're excited about, when the coastline, skyline, or mountains tell you where you are before you land. Here are my 15 favorites:
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Adam Nathan retweeted
The money isn't waiting for the 66%. Instinct, an AI assistant you text to get things done, raised $1 billion at a $10 billion valuation in September with about 14 employees. Its founder says more than half of its transactions are travel.
66% of travelers say they wouldn't trust AI to book anything for them. India's biggest travel site says its AI already helps complete more than 3,000 bookings a day. That's MakeMyTrip. Its assistant, Myra, has about 90,000 conversations a day, and people who use it book about 1.7 times as often as people who don't. Priceline's Penny now books hotels, flights, and cars inside the chat, and Google's AI Mode books hotels. The 66% is from an Expedia survey this spring, and 53% in the same survey were fine with AI suggesting options. At Booking.com, AI chatbots still send well under 1% of room nights. So should you let AI book your trip? It depends on the trip. ✅ Simple flights and hotels: Yes. If you know the dates, the city, and the budget, the AI is filling in a search form faster than you can. ✅ Questions after you book: Mostly. Myra answers 53% of post-booking questions on its own. Airbnb's assistant solves about 45% of the problems that start with it. ❌ Changes and refunds: Not yet. Whoever sold you the ticket owns it. Call American about a flight a third party booked, and its agents send you back to that agency. ❌ Points and status: No. Marriott gives no points and no elite benefits on rooms booked through online travel sites or other third parties. If your status gets you upgrades and late checkout, a bot booking through a travel site gives them up. ❌ Award seats and upgrades: No. They live inside your airline account, and the big travel sites can't spend your miles. I'd let AI book the trip I would've booked myself in ten minutes. Anything with status, points, or a decent chance of changing, I'd still book direct.
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Phase five: Breeze retired its last Embraer and is flying 59 A220s, adding Mexico and Caribbean routes, more first-class seats, and deeper schedules at its strongest bases. It found thin markets. The next test is whether a much larger all-A220 airline can make them profitable.
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Revenue nearly tripled to $984M from 2023 to 2025, while Breeze's operating loss shrank from $157M to $16M. Q4 was operating-profitable. But after financing and other costs, it still lost $118M for the year. The operation is close; the company isn't yet sustainably profitable.
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The thin-route model has a tradeoff: when a flight is cancelled, fewer frequencies mean fewer ways to get there. Breeze isn't in the usual on-time rankings. DOT records show 1,315 more departures scheduled than flown in 2025. They don't say why each flight didn't operate.
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This still isn't a normal hub system. At RDU, Breeze can sell one-stop trips using BreezeThru: passengers stay on the same airplane through an intermediate city. That creates more city pairs without building a hub around connections that can misconnect.
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Phase three was less visible: Breeze turned scattered routes into a collection of focus-city webs. Charleston, Norfolk, Providence, Hartford, Raleigh, Orlando, and Fort Myers became repeatable nodes connecting smaller cities to Florida, the Carolinas, and the Northeast.
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The A220 could fly transcontinental. That didn't mean transcontinental flying was always its best use. Average scheduled stage length climbed from 631 miles in July 2021 to 924 in July 2024, then fell to 784 by May 2026. Long routes also became a smaller share of departures.
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The transcontinental experiment peaked in July 2025: 34 routes of at least 1,500 miles and 756 scheduled departures. Most remain current or seasonal. Three have disappeared from Breeze's current schedule: Akron–Los Angeles, Huntsville–Los Angeles, and Orange County–Tampa.
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Phase one: Breeze launched in 2021 with 10 E190s and three E195s, mostly on routes with no nonstop rival. Neeleman had used E-Jets to build Azul; Azul supplied Breeze's three E195s. Phase two: the A220 arrived in 2022, opening longer, thin routes to western cities.
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What is Breeze doing? It launched in 2021 to fly thin routes a few times a week, with nonstops instead of hub connections. Now: 91 cities, 300+ routes. It's private, so it's hard to tell if it works. I went through its network, fleet, and DOT financials. Here's what I found:
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Adam Nathan retweeted
I've spent a lot of my life looking out airplane windows. Nothing beats the approach into a city you're excited about, when the coastline, skyline, or mountains tell you where you are before you land. Here are my 15 favorites:
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