OK, I know it's beating a dead horse, but boy we're nitpicking stuff that most of us do every day. Look at what he actually did:
-- Drive + park at airport: $150 vs. $50 + 3 hrs for round trip bus fare
-- $80 for better seat on plane.
-- Rent a Tesla for the travel -- Ca $870.
So really, the $1K "lifestyle" upgrade was a total of $230. The major chunk was renting a car. And for that, the splurge isn't actually $870 -- it's how much more he paid above what the cheapest option would have been (and even those are going to be significant). Even if he could have gotten a low-end rental for half that, with gas $7/gal. and 800 miles to travel, he's still going to be out something like $600 total. Or depending on where he was going, he could also have presumably taken buses or trains. I'm assuming those would be less (unlike where I live**). But those also have additional costs (e.g., Ubers to train station), and when you're visiting several places and traveling 800 miles total, juggling the bus and train schedules can cost you a huge chunk of time over what you'd spend just hopping in the car whenever you want. So overall, we're talking maybe, what, another $200 in extra costs associated with renting a Tesla instead of taking the cheapest option -- not even counting the hours saved? For a guy with both an environmentalist bent and a total fascination with electric vehicles in general and Tesla in particular, that seems like a reasonable splurge.
Seems to me that most of what he spent money on wasn't for personal comfort, it was buying his time back -- 3 hrs for the airport run, however many hours for his travel within Canada. The exception is the airplane seat, and those tickets were still under $300 total. If he were in debt, or trying to get to FIRE, sure, I'd jump on him for blowing $150 on parking when he could have sucked it up and spent $50 for the bus. But once you're FIRE, you are at a place where, almost by definition, your time is more valuable than money. So as long as your budget can handle the approx. $30/hr it costs for the privilege of driving and parking, it's a reasonable choice to decide that it's worth the upcharge to get 3 hrs of your life back.
Really, isn't FIRE all about valuing your time over money? We all work and save and suck it up for years because we value -- prize, really -- the freedom to spend our days however we want once we are financially free. And most of us give up more than $30/hr when we retire; if you make $100K, that's $50/hr for a "normal" work year. So how is it Mustachian to walk away from $50/hr or $100/hr or however much you're paid at your job, but it's the poster child for hedonism when you have way more money than you need and use a teensy bit of it to buy 3 hrs of your time back at $33/hr?
*Even if you get 40 mpg, which is unlikely with any city driving, that's still 20 gallons of gas and $140.
**I don't know Canadian train pricing, but every time we've wanted to take a weekend trip to NY, it always works out that its cheaper to drive, even counting the NJ Turnpike tolls and NY parking prices, because 4 train tickets get ridiculously pricy. I'd hope Canada has a more functional system, but you still have to factor in that he'd need 2 train tix, not just 1.