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Kyle Stewart

1435 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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Editorial

Wheelchair Assistance Abusers Are Terrible Humans

Kyle Stewart Posted onSeptember 22, 2019November 14, 2023 37 Comments
a person in a wheelchair

After another week of flights, I am done being polite with wheelchair assistance abusers in airports. I’m not talking about people who need wheelchairs – just the intentional few abusing a system enabled to help travellers that need it. ...

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Hotelsmiles

Why Do Airlines, Hotels Limit Top Spenders Earnings?

Kyle Stewart Posted onSeptember 22, 2019November 14, 2023 6 Comments
a white airplane on a runway

Delta, United and American limit mileage earning on very expensive tickets, hotels stop giving incentives to stay more nights with them. Is this oversight, protection, or stupidity?  If you are considering booking travel or signing up for a new credit card please click...

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American AirlinesAward TravelDelta Air LinesNewsUnited Airlines

Premium Award Seats Better For Balance Sheets

Kyle Stewart Posted onSeptember 15, 2019September 14, 2021 8 Comments
sized American Airlines A321

Airlines are happy to award more miles to customers who spend more money. But they sometimes forget that releasing premium award seats (business and first class) is better for the balance sheet too. If you are considering booking travel or signing up...

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IHGNews

Who’s Excited About IHG Promotions? Nobody, Apparently

Kyle Stewart Posted onSeptember 15, 2019September 14, 2021 35 Comments
hotel sign and stranger

The purpose of offering a promotion is to gain interaction, drive incremental sales, and engage a customer base. But when your promotion is so bad that customers don’t respond, why run one at all? If you are considering booking travel or signing...

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Luggage

It’s Time For New Luggage – Recommendations Please

Kyle Stewart Posted onSeptember 15, 2019September 14, 2021 53 Comments
Away battery replacement

Usually, I am the one recommending luggage options for readers, but I have found myself at a crossroads and need some recommendations from our readership, please. If you are considering booking travel or signing up for a new credit card please click here. Both...

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Award BookingsAward TravelNews

Unpopular: Variably-Priced Awards Are Better For Most

Kyle Stewart Posted onSeptember 8, 2019September 14, 2021 13 Comments
Delta A330

By November of 2019, the three largest airlines in the world (American, Delta and United) will all have variably-priced award flights in one form or another. Frequent flyers lament them, but for most travellers, it’s good news. If you...

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NewsSpirit

Naughty: Spirit Pushed Credit, Not Refund, For Cancelled Flights

Kyle Stewart Posted onSeptember 8, 2019November 14, 2023 11 Comments
Photo credit: Tomás del Coro

Hurricane Dorian brought many flight cancellations, Florida-based carriers like Spirit were particularly hard hit. But when flights started to cancel, Spirit flight refunds were hard to come by. They pushed credit not refunds for passengers. If you are considering booking...

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American AirlinesNews

American Airlines Mechanic Goes Too Far, Hurts Cause

Kyle Stewart Posted onSeptember 7, 2019September 14, 2021 9 Comments
sized American Airlines A321

It was revealed this week that an American Airlines mechanic was charged with sabotaging a flight from Miami, then he was arrested. This kind of action hurts their cause.  If you are considering booking travel or signing up for a new credit...

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American AirlinesDelta Air LinesNews

American Airlines Gives Apologies, Delta Gives Raises

Kyle Stewart Posted onSeptember 1, 2019September 14, 2021 27 Comments
Delta A330

American Airlines is in a never-ending war with their employees, so much so that they instructed how to apologize better while Delta gives their employees raises. A tale of two airlines. If you are considering booking travel or signing up for a...

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Travel

Tough Decisions In The Path of Hurricane Dorian

Kyle Stewart Posted onSeptember 1, 2019September 14, 2021 1 Comment
sized Hurricane weather

My family was spending time in South Florida during the development of Hurricane Dorian which lead to some new decision forks about what to do in the path of potential natural doom.  If you are considering booking travel or signing up for...

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National Car RentalNews

Accused of Damaging My Rental Car

Kyle Stewart Posted onSeptember 1, 2019November 14, 2023 14 Comments
a car driving on a street

I rent cars an awful lot as part of my day job. Sometimes vehicles are damaged during a rental, sometimes before you even get in. Here’s what happened when I was accused of damaging my rental car.  If you...

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Hidden-CityUnited Airlines

United.com Forced Me Into a Hidden-City Ticket

Kyle Stewart Posted onAugust 25, 2019September 14, 2021 24 Comments
United A320 at gate

On a recent day trip to Houston (yes, these exist outside of mileage and status runs) United’s website broke their own ticketing rules and forced me into a Hidden-City ticket against my will. If you are considering booking travel or signing up...

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AsiaChicagoNews

US Carriers, Asia Flights From Chicago Don’t Work

Kyle Stewart Posted onAugust 25, 2019September 14, 2021 23 Comments
United IRROPS

United has suspended Hong Kong flights from Chicago which follows a number of American Airlines discontinued flights from the windy city. Why can’t US carriers make Asia work from Chicago? If you are considering booking travel or signing up for a new...

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Editorial

Highly Intoxicated Passenger – What Do You Do?

Kyle Stewart Posted onAugust 25, 2019September 14, 2021 12 Comments
what to do if a passenger appears intoxicated

When an incredibly and obviously intoxicated passenger is on your flight, do you live and let fly or involve yourself in the situation? Admittedly, I didn’t know what to do if a passenger appears intoxicated? If you are considering booking...

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American AirlinesNews

American Airlines Running Out of Employee Groups to Offend

Kyle Stewart Posted onAugust 18, 2019September 14, 2021 34 Comments
sized American Airlines A321

This week, American Airlines revised its previous plans to not seek damages against mechanics and even the caterers have staged a sit-in. American Airlines management is running out of employee groups to offend.  If you are considering booking travel or signing up...

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Elite StatusUnited Airlines

Should I Reconsider My Hong Kong Status Run?

Kyle Stewart Posted onAugust 18, 2019September 14, 2021 21 Comments
Hong Kong victoria harbor sized.jpg

Not usually one to shy away, especially not from my favorite city in the world, Hong Kong protests have me reconsidering my United status run. Should I? If you are considering booking travel or signing up for a new credit card please click...

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Travel

Renewing Global Entry: Adding APEC Card

Kyle Stewart Posted onAugust 18, 2019September 14, 2021 28 Comments
sized APEC

It’s hard to believe it has been five years since I joined Global Entry. As I near renewal, I found an add-on that I couldn’t resist, the Asia Pacific Economic Co-operation card.  If you are considering booking travel or signing up for...

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American AirlinesNews

Leaked: American Airlines Flight Attendant Sick Policy

Kyle Stewart Posted onAugust 11, 2019September 14, 2021 108 Comments
American Airlines A330

Following a lawsuit filed by the State of New York against American Airlines, attention has been drawn to their Flight Attendant sick leave policy. I have published it here.  If you are considering booking travel or signing up for a new credit...

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Credit Cards

Banks Should Let You Switch Credit Card Products

Kyle Stewart Posted onAugust 11, 2019September 14, 2021 4 Comments
sized Singles Day

I have more than my fair share of credit cards, a hazard of the miles and points game. As I mature in this hobby, I have found that some banks don’t let customers switch credit card products but should. ...

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rental cars

Why Rental Car Companies Hate Debit Cards

Kyle Stewart Posted onAugust 11, 2019September 14, 2021 12 Comments
Founders American Express

If you’ve ever approached a rental car counter with a debit card in hand, you’ll know it can get ugly fast. But there are very good reasons why debit cards are poison for rental car companies. If you are...

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