Is a Lotto ticket an asymmetric bet (investment)? Many people who’ve won can also say their lives have been changed.
Regarding real estate, you have a very superficial understanding of it.
Here is my take.
First, I don’t consider a personal residence an investment. I know that’s not the prevailing view. To me it’s a personal expenditure on the utility and enjoyment of a property. It’s also a life-cycle decision, especially if you have children, not a market-timing one. Making or losing money on a later sale is incidental to ownership.
Second, owning additional residential property is not always about rental income. There is utility and enjoyment as well as possible appreciation in value.
I own a vacation home on the Big Island and a house from inheritance. Neither generates rental income, so fortunately I was unaffected by the pandemic shenanigans that you describe.
The properties have appreciated in value quite a lot and ridiculously the last 2-3 years. As a bonus, the inherited property was bought in the mid-1980s and has the tax base carryover per Prop 13.
Third, there is a world of real estate beyond residential. Commercial properties I count as investments are an industrial warehouse for distribution of fermented food products, a certified kitchen, and an adjacent lot used by food trucks and pop-up food vendors.
I am the silent partner of the businesses that operate out of there and get 10% of gross monthly sitting on my ass. It’s not just about the income. From my trading profits I enabled another person to realize a dream.
On the real-estate, not my area of expertise. I only looked at it from my own personal situation and what it would have taken for me to purchase one, what are the risks and what are the costs
I understand everything you said and don't disagree with you but I'm out of my element, I always look at liquidity and risks. Let's say I invest $100K in a property and bank provides $200K, the bank really owns most of it
Let's say some emergency happens and need to get out in a hurry, do I take a loss? Real estate is a very hot market so there is a good argument that there will be profits but that's the problem with non-liquid assets, I don't know m2m the value of my investment
Bitcoin trades 24/7 but real estate has to be listed for sale, then, there's escrow, and all kinds of processes, maybe in 30-60 days get my money net of agent fees and other fees related to the sale processes
Let's say someone harmed my child and I decide to grab my passport, put as many lead projectiles where they belong, go to the airport and take off, but a big portion of my wealth is stuck in RE, with BTC's and crypto assets there's no problems because they're on the blockchain
I cannot see clear risk exposure with real estate. When Hitler was rising into power, many Jews were stuck because their wealth was in physical properties, I feel real-estate has that kind of chain-lock
I'm not trying to change your mind on RE, sounds like you're a very successful real estate investor, but I'm not and will never be one
I do want to buy a house if BTC goes to $500K but as I said all-cash or 95% and only 5% mortgage
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lotto and long shot bets like horse bets and roulette single numbers are asymmetric, but they are single event
Think of someone putting $100K downpayment in a $300K house, sells the house for $600K, but the roi is 400% because of leverage using the bank's money as leverage. Asymmetric returns
If I buy 1 Bitcoin today at $28K and hold for 5 years, the most I can lose is $28K if BTC goes to $0 but I can make 2000% within 5 years, or maybe make 100% or maybe make 10% or lost 10% or lose 50%
It's not an all or nothing bet like Lotto or roulette bet single event decision

