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Kyle Stewart

1481 Articles

Pittsburgh, PA
Kyle is a freelance travel writer with contributions to Time, the Washington Post, MSNBC, Yahoo!, Reuters, Huffington Post, Travel Codex, PenAndPassports, 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, daughter, and son. Email: sherpa@thetripsherpa.comEmail: sherpa@thetripsherpa.com
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ItalyMarriottMarriott BonvoyNewsStarwood Preferred Guest

Bonvoyed: Deceptive Redemption Prices Frustrate, Annoy

Kyle Stewart Posted onNovember 17, 2019November 14, 2023 22 Comments
Marriott Bonvoy

Marriott’s new Bonvoy program has not been the success CEO Arne Sorenson has suggested it is. Bonvoy’s award redemption nights don’t just deceive members, they also frustrate and annoy them.  If you are considering booking travel or signing up for a...

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Editorial

Evaluating Inspirato, a Luxury Travel Subscription

Kyle Stewart Posted onNovember 17, 2019November 14, 2023 4 Comments
inspirato review

A few readers have asked what I thought of Inspirato, a luxury travel subscription service. I did some investigating and found that for a very narrow audience it may present value but most won’t. If you are considering booking travel or signing...

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Hertz

Hertz is Worse Than Spirit, RyanAir

Kyle Stewart Posted onNovember 17, 2019September 13, 2021 30 Comments
a silver car driving on a road

I am fairly loyal to National Car Rental for a few reasons but until I had to rent from Hertz, I had no idea just how good I had it. By comparison, Hertz is worse than Spirit and RyanAir....

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Travel

Bonvoyed: SPG Members Leaving Marriott, Data Suggests

Kyle Stewart Posted onNovember 10, 2019September 13, 2021 94 Comments
Arne Sorenson credit: Adam Galica, CNBC

Marriott Hotels purchased Starwood and replacing the beloved Starwood Preferred Guest (SPG) with a new combined program, Bonvoy. Three data points suggest that SPG members haven’t stayed with the new Bonvoy program. If you are considering booking travel or signing up...

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737BoeingNewsSouthwest Airlines

Employee Groups Wage Proxy Boeing Fight for Southwest

Kyle Stewart Posted onNovember 10, 2019November 14, 2023 Leave a Comment
Southwest Airlines Joke Lawsuit

The Boeing 737 MAX is a very delicate issue. Airlines are owed for down time but getting passengers back on the planes may be tough. Southwest employee groups are effectively fighting Boeing for Southwest by proxy. If you are...

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Elite Status

Lifetime Status: My Pursuits and Results

Kyle Stewart Posted onNovember 10, 2019September 13, 2021 14 Comments
United Airlines 797

After traveling for an extended period of time, annual qualifications become a forgone conclusion, but lifetime status overtakes the annual goal. Here are my hotel and airline lifetime progressions and why I seek them. If you are considering booking...

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737American AirlinesBoeingNewsSouthwest Airlines

American Airlines Flight Attendants Refuse to Fly the 737 MAX, Southwest Pilots Sue Because They Can’t

Kyle Stewart Posted onNovember 3, 2019November 14, 2023 21 Comments
737 MAX

Boeing’s 737 MAX has been a divisive issue amongst airlines employees and the traveling public. American Airlines flight attendants refuse to fly it while Southwest pilots sue Boeing because they can’t. What?!? If you are considering booking travel or signing up...

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Travel

CIBO OTG Taking Over Airport Hubs

Kyle Stewart Posted onNovember 3, 2019September 13, 2021 9 Comments
Ember OTG

If you’ve traversed many of the nation’s largest airports, you’ve encountered been inundated by CIBO or OTG food vendors and restaurants. Increasingly, it seems every restaurant in the airport is one or the other – how did this happen? If...

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Hotel ReviewsHotelsHyatt

Review: Chicago Athletic Association (Hyatt Unbound)

Kyle Stewart Posted onNovember 3, 2019September 14, 2021 16 Comments
Chicago Athletic Association 12 S Michigan Ave

The Chicago Athletic Association is a new hotel to the Hyatt family but not a new property in downtown Chicago. Since joining Hyatt, this was our first chance to try the property and we loved it – with one...

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New York

Recreating Breakfast at Tiffany’s for our Daughter

Kyle Stewart Posted onOctober 27, 2019November 14, 2023 35 Comments
a girl wearing sunglasses and a necklace and holding a cup

Our little Lucy is a huge Audrey Hepburn fan. This year we have set out to recreate some of Hepburn’s iconic moments and the first on the list was Breakfast at Tiffany’s.  If you are considering booking travel or signing up for...

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737BoeingNews

Could the 737 MAX Grounding Bury Boeing?

Kyle Stewart Posted onOctober 27, 2019September 14, 2021 35 Comments
Ryanair 737 Review

Boeing’s 737-MAX has been grounded for the better part of a year with no end in sight. But with clearance out of their control, is the aircraft manufacturer helpless against mounting losses? If you are considering booking travel or signing up for...

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Credit Cards

US Bank Lets Me Down Again, and Again, and Again

Kyle Stewart Posted onOctober 27, 2019September 14, 2021 13 Comments
barclays credit card

I have had a mixed relationship with US Bank over the last few years but they have proven time and again, they are simply not a good partner in our banking relationship. If you are considering booking travel or signing up for...

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NewsTravelUnited Airlines

Counterpoint: United Changes Better For Flyers

Kyle Stewart Posted onOctober 20, 2019November 14, 2023 30 Comments
the tail of an airplane

United Airlines announced some unpopular changes to their frequent flyer program, Mileage Plus. While most met the changes with criticism and contempt, it may actually be better for flyers. If you are considering booking travel or signing up for a new credit...

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American AirlinesDelta Air LinesUnited Airlines

United, Delta Short-Haul Aircraft Better Than American Mainline

Kyle Stewart Posted onOctober 20, 2019November 14, 2023 23 Comments
a close-up of a jet

As Delta further invests in the customer experience of smaller jets and United rolls out CRJ550s they have surpassed the American mainline fleet. When will management learn? If you are considering booking travel or signing up for a new credit card please click...

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Airports

What An Airport Auction Is Like

Kyle Stewart Posted onOctober 20, 2019September 14, 2021 8 Comments
Airport equipment

Pittsburgh International Airport announced their annual auction and I have always wanted to attend. This is what an airport auction is really like.  If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com. If...

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American AirlinesNews

American Airlines Management Shuffle, The Emperor Has No Clothes

Kyle Stewart Posted onOctober 13, 2019September 14, 2021 33 Comments
American Airlines Dog Lawsuit

American Airlines announced a handful of senior leadership changes this week ahead of quarterly earnings reports at the end of the month. But few left or even changed departments, does Emperor Parker have new clothes? If you are considering booking...

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aadvantageAmerican AirlinesDelta Air LinesElite StatusStatus MatchUnited Airlines

Is the Great American Airlines Elite Evacuation Underway?

Kyle Stewart Posted onOctober 13, 2019September 14, 2021 26 Comments
American Airlines 2020 Internatinal Strategy

Signs from United and Delta, combined with performance issues with American point to a possibility that elites are starting to leave American Airlines after the summer of discontent. If you are considering booking travel or signing up for a new credit card please...

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chinaHotel ReviewsHotelsHyattReviews

Review: Brand New Park Hyatt Shenzhen – Suite

Kyle Stewart Posted onOctober 13, 2019September 14, 2021 6 Comments
The Living Room

The brand new Park Hyatt Shenzhen perfects luxury high above southeastern China’s Silicon Valley. When given the opportunity to review the property, I couldn’t pass it up.  If you are considering booking travel or signing up for a new credit card please click...

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Mileage RunsNewsUnited Airlines

United MileagePlus Announces 2020 Qualification Requirements

Kyle Stewart Posted onOctober 11, 2019September 14, 2021 99 Comments
United A320 at gate

United’s MileagePlus frequent flyer program is shaking up the way they track and award status in 2020 and it’s not all good news for loyalists. If you are considering booking travel or signing up for a new credit card please click here. Both support...

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American AirlinesNews

American Airlines CEO Doug Parker’s Days Appear Numbered

Kyle Stewart Posted onOctober 6, 2019September 14, 2021 79 Comments
Doug Parker AA Profits

I wrote earlier this year that I didn’t think American Airlines CEO, Doug Parker, would survive the summer. Now into October, it looks like that prediction may be true, depending on one’s definition of summer.  If you are considering booking...

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