I did some very quick back of the envelope calculations given some of the monthly expenses under speculation,
mortgage and car specifically.
Of course if I am missing anything here, lmk.
It's worth remembering he bought in 2016 for $850k ($25k below last recorded asking price) when interest rates were in the 3.4%-3.7% range (allegedly, I spent like 1 minute googling this), plugging that into a mortgage calculator I know to be a bit of a low-ball but close enough for the back of an envelope (for various reasons I was able to compare it with actual numbers from a loan officer, and it was low but very close).
I set the mortgage at $900k, 30 year fixed, with zero down at 3.7% (a worst case scenario) and it spat out a number somewhere south of $5000 a month (including property tax and homeowners, it actually over-estimated that), less PMI. He's probably not paying PMI now even if he was, so I think it's probably safe to assume the mortgage is somewhere south of $5k per month.
That said:
If he took a 20 year fixed, that climbs to just shy of $6000 a month, let's call it $6400 to be safe.
If he took a 15 year fixed, that climbs to just over $7100 a month, so let's call that $7600 to be safe.
If he took a 10 year fixed, that climbs to just shy of $9600 a month, so let's call that $10k to be safe.
My bet is he didn't go lower than a 20, a 10 would be a huge gamble (but would have paid off, he'd be 2 years away from free-n-clear), and a 15 is probably a bigger gamble than he'd be likely to take given his support base at the time was, and continues to be, "retards giving me $5 a month on the Internet".
This all assumes he didn't somehow buy it outright with cash going to the daddy bankroll theory or he actually did save up (who knows), and the $25k discount from asking actually would actually lend credence to this as a cash sale (this tracks with my direct experience, but is not definitive) in which case he'd only be paying property tax + homeowners insurance to keep the property.
This depends a lot on assessed value,
and California is weird about assessed value due to prop 13, so he may not be paying taxes on the current estimated $1.4mil, he's more likely to be paying on a value closer to sale price when he bought it...and the longer he holds onto it, the better that prop 13 special becomes. Estimated property tax on 900k is his zip code is $6480.00 per year, so if he ended up with it outright he's barely paying anything unless there's a less official loan agreement between family members.
Now, the truck. This one is mercifully simple: if he never missed a payment, it is paid off, so he's no longer paying on that outside maintenance and insurance. How do I know? Because a relative of mine bought the exact same truck almost at the exact same time, and it was paid off as of a few years ago without overpaying.