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Kyle Stewart

1414 Articles

Pittsburgh, PA
Kyle is a freelance travel writer with contributions to Time, the Washington Post, MSNBC, Yahoo!, Reuters, Huffington Post, MapHappy, Live And Lets Fly and many other media outlets. He is also co-founder of Scottandthomas.com, a travel agency that delivers "Travel Personalized." He focuses on using miles and points to provide a premium experience for his wife and daughter. Email: sherpa@thetripsherpa.com
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American AirlinesNews

Mechanics Slowdown Makes American Airlines Safer, Not Enjoyable

Kyle Stewart Posted onJune 16, 2019September 14, 2021 41 Comments
a close-up of a person's foot

Mechanics at American Airlines have been negotiating their contract (and have been out of contract) for years. Work slowdowns for maintenance concerns, however, make the carrier safer, even if inconvenient. If you are considering booking travel or signing up for a new...

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American AirlinesNews

American Airlines Executives Throw Away Cash, Buy More AAL Stock

Kyle Stewart Posted onJune 9, 2019September 14, 2021 20 Comments
American Airlines A330

This week American Airlines senior executives loaded their personal coffers with even more American Airlines stock (AAL). Was it a sign of hubris or idiocy?  If you are considering booking travel or signing up for a new credit card please click here. Both support...

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Hyatt

Hyatt Globalist My Concierge Details Exposed, Reinforcements Coming

Kyle Stewart Posted onJune 9, 2019September 14, 2021 20 Comments
hotel bell sized

Hyatt Hotels reward Globalists with a perk called My Hyatt Concierge. Few details about the program have been revealed, but new information suggests solutions to the program’s woes are in store. If you are considering booking travel or signing up for a...

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Mileage PlusMileage RunsUnited Airlines

Once Again, I Must Status Run on United

Kyle Stewart Posted onJune 9, 2019September 14, 2021 25 Comments
United IRROPS

Depending on my personal and business trips during the course of a year, I sometimes must fly unnecessary flights simply to retain my status. Again, this year I must status run for United 1K.  If you are considering booking travel or signing...

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American AirlinesNews

Can American Airlines CEO Doug Parker Survive The Summer?

Kyle Stewart Posted onJune 2, 2019November 14, 2023 94 Comments
American Airlines A330

American Airlines has had difficulty with employee groups lately and morale is low. But with the stock price at an all-time low and the potential for employee action, can CEO Doug Parker possibly survive the summer? If you are...

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NewsUber

Uber Banning US, Canadian Riders With Low Scores

Kyle Stewart Posted onJune 2, 2019November 14, 2023 11 Comments
Uber black car beer estimate

Uber has expanded its program to boot US and Canadian riders from their app who have substandard star ratings as they have in other countries. On the surface, this plan makes sense but it’s imperfect and may not work...

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American AirlinesBusinessDelta Air Lines

Who Keeps Business Travel Booking Incentives?

Kyle Stewart Posted onJune 2, 2019November 14, 2023 1 Comment
road warrior

Travel arrangers within a business may earn incentives similarly to frequent flyers for using a particular airline or hotel chain. But if frequent flyer miles go to the employee even when the business pays, should the booking incentives go...

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AirbnbMarriottNews

Marriott Launches Tone Deaf Airbnb Competitor

Kyle Stewart Posted onMay 26, 2019September 14, 2021 26 Comments
hotel sign and stranger

Marriott didn’t think of Airbnb and the Homeshare market as much competition but has since launched a Homeshare program. It only goes to prove that their leadership is tone deaf, out of touch and still just doesn’t get it. ...

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Chase

Chase Gets Reward Programs, Why Don’t Others?

Kyle Stewart Posted onMay 26, 2019November 14, 2023 8 Comments
sized Singles Day

This week I had three interactions with three banks and it became clear that Chase knows how to motivate me because Chase knows how rewards programs work, why is it so hard for everyone else?  If you are considering booking...

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Hyatt

Hyatt Partnership with SLH Smart Solution

Kyle Stewart Posted onMay 26, 2019September 14, 2021 3 Comments
hotel bell sized

Hyatt has rolled out a partnership with SLH (Small Luxury Hotels of the World) to expand the footprint of their loyalty program. It was the smartest solution to their biggest problem, the number of properties. If you are considering booking...

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News

Drake Bought a Plane But It Wasn’t $220 Million

Kyle Stewart Posted onMay 19, 2019September 14, 2021 17 Comments
drake plane

The Canadian rapper, Drake, showcased his new private jet – a Boeing 767-3oo freighter converted to opulence. However, the media outlets weren’t even close when suggesting the costs. If you are considering booking travel or signing up for a new credit card please...

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AirportsAlaska AirlinesUnited Airlines

My Mother Loves Seattle’s Second Airport

Kyle Stewart Posted onMay 19, 2019November 14, 2023 5 Comments
a room with computers and a screen

My mother visited her sister who lives in Everett, WA. Instead of flying into SEATAC she tried out Seattle’s second airport north of Seattle in Everett, WA (Paine Field). She loved it as does nearly everyone.  If you are...

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HiltonHotelsHyatt

Bangkok Hotel Comparison: Park Hyatt vs. Waldorf-Astoria

Kyle Stewart Posted onMay 19, 2019September 14, 2021 6 Comments
Lucy in the Lobby

After staying in both the amazing Park Hyatt Bangkok, a favorite, and the new Waldorf-Astoria Bangkok, a comparison is in order. If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com. If you haven’t...

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HiltonHilton HHonors

My Hilton Account Was Hacked, Hilton Needs Improvement

Kyle Stewart Posted onMay 12, 2019September 14, 2021 27 Comments
Data beach

I have been a Hilton Hotels Diamond in their Honors loyalty program for several years and was horrified to see the telltale signs my account had been hacked. I acted quickly and identified the fraud, it’s a shame Hilton...

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American AirlinesFlight Attendant

American Airlines Employee Unions Failing Membership

Kyle Stewart Posted onMay 12, 2019September 14, 2021 18 Comments
American Airlines A330

After an outpouring of messages, comments, and material evidence it is clear that American Airlines employee unions are failing their membership and it’s everyone that pays the price. If you are considering booking travel or signing up for a new credit card please...

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bangkokRestaurant Reviewsthailand

Park Hyatt Bangkok Has The Best Brunch

Kyle Stewart Posted onMay 12, 2019September 14, 2021 13 Comments
sized brunch BKK PH

The two-year-old Park Hyatt Bangkok is a five-star hotel with the coolest Sunday brunch in the Big Mango complete with a walk-through working kitchen. If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com....

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American AirlinesFlight AttendantNews

American Airlines Flight Attendants Are Furious

Kyle Stewart Posted onMay 5, 2019September 14, 2021 120 Comments
American Airlines A330

Last week I wrote that replacing American Airlines CEO Doug Parker would not be enough to change the course of the airline. Many American flight attendants reached out and they are furious. If you are considering booking travel or signing up for...

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News

Airport Measles Threat Is Mostly Paranoia

Kyle Stewart Posted onMay 5, 2019September 14, 2021 31 Comments
Crowded airport

Over the last few weeks, many reports have suggested that there are measles outbreaks occurring at airports throughout the US. While outbreaks can be alarming, these have been mostly paranoia rather than fact. If you are considering booking travel or signing up...

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Award TravelIberia

Negative Iberia Avios Account Didn’t Affect My Trip

Kyle Stewart Posted onMay 5, 2019November 14, 2023 10 Comments
Iberia A319

Last year I participated in Iberia’s excellent Avios promotion which awarded me 90,000 Avios for purchasing 10 one-way tickets. Iberia’s technology failed and issued me a negative balance. I wondered at the time how that might affect my redemption...

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American ExpressCoWorkingPriority PassWeWork

Priority Pass Model Could Enhance WeWork, American Express Platinum

Kyle Stewart Posted onApril 28, 2019September 14, 2021 6 Comments

American Express recently added a WeWork membership to their Platinum card benefits. But the coworking program could be improved if they followed the Priority Pass model. If you are considering booking travel or signing up for a new credit card please click here. Both...

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