The Road, a newsletter about reporting on the Maple Leafs

The Road, a newsletter about reporting on the Maple Leafs

3 Cities, 2 nights and 1 hotel room, Plus Thinking Differently When it Comes to Rideshare

That time where renting a car to get to my hotel saved me a ton of cash.

Dec 05, 2023
โˆ™ Paid

Greetings everyone.

Following the Toronto Maple Leafs game against the Boston Bruins this past week, I woke up Sunday morning barely able to move. As the day went along, it turned out I had a pretty bad flu. The good news is Iโ€™m probably getting better. But maybe this is my bodyโ€™s way of telling me to take it easy just a little bit.

The weekend before, we returned from Sweden and the Leafs had about a week before flying to Chicago and Pittsburgh for consecutive road games on Friday and Saturday. Because the game was on in the afternoon, I saw no reason to head to the United States a night earlier on U.S. Thanksgiving when it is dead in the downtowns of any major American city.

I booked a 6:52 am flight on Friday morning, thinking Iโ€™d have more than enough time to make Maple Leafs head coach Sheldon Keefeโ€™s media availability at 10:45 central time. Nope. I was wrong.

We ended up sitting on the tarmac for over three hours. Unitedโ€™s crew explained to me that the waterline didnโ€™t go through its usual inspection last night and they had to wait for a mechanic to give them the go-ahead. The mechanic they were waiting for was working on another aircraft for over two hours. Then about a third of the plane left to book other flights since their connections were missed. It was not fun.

Hey, at least I had some awesome legroom.

The good news was I made it for the game. I missed the pre-game availability. But it happens.

When the game finished, I had another flight to Pittsburgh right after. Itโ€™s the first time that Iโ€™ve entered a city, covered a game and left for another city that wasnโ€™t home. That flight, too, was delayed by 90 minutes.

Needless to say, it was a long day, but everything was covered successfully.

I arrived in Pittsburgh and was immediately reminded of how ridiculously far it is from the main city center. Ubers and Lyfts were charging $60. Cabs were charging $50. I saw that the airport bus was arriving in a few minutes for a perfect price of $2.75 and went with that. It was just a five-minute walk from there. (Awesome tip for this coming later)

I checked into the Pittsburgh Marriott City Center hotel which is right next door to PPG Paints Arena. This is the go-to hotel for Pittsburgh if you are going to a game. But itโ€™s usually expensive. I got in for just $116 which was perfect.

I was late to booking so the flight options back from Pittsburgh were terrible. I managed to rent a car from Budget for $170US where I could pick it up in Pittsburgh and drop it off in Toronto. I picked up he car after Torontoโ€™s morning skate and parked it at the hotel. With Platinum status or better with Marriott, you get 4 p.m. checkouts, which is what I did for this game. I covered the game and then drove him fairly quicky. I was in my bed by 3:30 am.

All in all, it was under 48 hours. After having just returned from Sweden, I was anxious to be home for an extended time. The schedule has been pretty taxing.

For Chicago, the media meal was a delightful breakfast that I had to skip because it was in my fasting window (I fast 18 hours a day).

But they had treats up in the press box and by first intermission I was allowed to eat again.

The green goddess sandwich on the right was better than I expected. I think I hit all four food groups here.

The Pittsburgh meal was adequate. It was a choice of beef or cooked salmon. I took the beef. They have great deserts. I had vanilla ice cream.

The Maple Leafs media meals are back after they had previously used the voucher system.

A big thank you

My main gig is managing the Leafs content at THN.com and Sports Illustrated at THN.com/Toronto. Weโ€™ve smashed records over the last two months with November coming in at over 760,000 views. If you have visited, Iโ€™m eternally grateful. For someone who makes money linked to performance, it truly has been a bet on yourself and win moment that I hope inspires everyone else out there.

Saving myself from expensive Airport Uber in Edmonton.

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