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He’s not saving money on the items he listed (taxes, roofing, lawn care, etc.). Someone else is just paying them using his rent money.

I meant Owning vs Renting in my title. Let me put it simply for you: if you own a house, your mortgage is a BASELINE (that taxes, roofing, lawn care etc,) build upon. Renting is a FIXED, monthly maximum agreed upon. It's fixed like at a hotel. simple.

Sure, it’s kind of like buying insurance in that way. He is paying more every month in order to pay someone else to take on that risk.

When you say "he's paying more every month", it seems like you're still sure that owning is paying less. Nope. Owning is not real if someone else can take it from you at anytime for whatever reason, which leads us back to Bitcoin.

Your last point is correct. Though, there are different likelihoods of having one’s lack of true ownership made apparent, renting is higher on that scale than “owning”. Can’t really speak to his specific situation, but on average we should expect the same property to cost more money and less work as a rental than as an “owned” property, right? His list of things he saves money on are things that his landlord pays for him, using his rent money. The exception to that should only be temporarily market fluctuations that the property owner is financially incentivized to discover and rectify.