What to do if my aging father is sustaining a hobby that is losing several thousand dollars every month?
You've already counted the cost. It will cost your family ~$10,000 per month until your father dies, or until there's no money left, to enable him to pretend that he is a successful business owner. I'd ask him when he thinks business is going to pick up again.  He may be honest with himself. Or, ask him to consider what will happen if he outlives the money that's going out the door.  Ask him if he would like to be bankrupt on top of needing to close his business. (I don't view asking those questions as being unloving, by the way.) If this was going on in the UK, I would try to get a mental capacity assessment done on the father. There are laws that stop you taking advantage of people that don’t understand what is going on; these laws could be used against the manager, but only if you can clearly prove that the father does not understand that the “business” is losing money. If the father does understand what is going on, then there is nothing you can do, as he has every right to waste his money, and anyone that may inherit what is left has no rights until he is dead. How about opening a Coffee shop section in the bookshop to generate some cash flow per month to offset some of the expenses ?  Off course success of this venture will depend on where the location of shop is, how big it is  and whether people are coffee enthusiast in that region. Since the rent/mortgage ( the major expense) is already taken care of all you have to do is invest in one time expenses for : Interior (hip these days - rustic expose brick walls, nostalgic filament light, chalk board menu, etc  )   Seating (big communal table, lounge couch, some regular table chairs,some out door seats if weather is good) ...and the ugly licencing and approval. Throw in some social media marketing, SEO, yelp,urbanspoon, tripadvisor, etc If the bookstore is old, I am assuming it might have the old world charm & character which could attract lot of coffee enthusiast. The unique and competitive edge of this coffee shop could be its historic charm , which no other competitor can achieve. Would definitely beat the staryuks. Even if no one shows up , only recurring additional expense will be barrista wages. The interior , seating and coffee m/c costs can be minimized by savvily shopping stuff on community sites like craigslist, gumtree etc. I beleive if you are in US , everything could be set up under 6K. Later on premade food items like bananacake, raw cacao balls, toasted panini sandwich etc. can be added. If one has 3 key ingredients in food industry - Location, Vibe and taste, then there is high probability that they will succeed. At the same time one should be cognizant that 95 % of business fail in first 3 years and therefore they should have an exit plan. Unfortunately if your business does not work, then you exit cost would be just getting rid of the equipment & furniture. Just to put in perspective, some Dunkin Donut shops that I was researching in North East were clearing between 1/2 to 1 mil per year.  As it is the current damage per month is 10k, if this business offsets even some of the damage it would be worth while. So the cost of keeping the pride of 91 yo dad can potentially reduce from 10k to 2-3 k. Who knows if it takes off , one day it could be a good sustainable business and might turn into a win-win situation for you and your father. I have made lot of assumption without knowing the facts like- you are located in US, you have risk appetite,  bookshop is not in industrial area but some prime retail area like this :  ... etc. While I am at it { giving unsolicited advise that is}.. Currently the books in the bookshop are very old books that it published by itself. Nobody is interested in reading these books. Due to his previous excitement of getting editors and publishing books, there are thousands of books that need to be kept in storerooms. They don’t move because people hardly buy any books from this bookshop. To help the old published book sales why not convert the old books to ebooks using providers like 'Blueleaf-book-scanning'  and publish the books on  amazon kindle,itunes & play store. The books will be available online forever and they might get exposure to tons of book enthusiast around the world. I heard at one of our client's MDS ( mass digitization system ) project , they had in-house robot scanning machine like Treventus Pardon me if none of the above gibberish applies to your situation , but hpefully  SE community might have some fun reading this for  kicks and giggles . Cheers and good luck. Source: I am US person in Australia, operated restaurant / bar in US , visited 100's of coffee shops, consulting for living, ...and a dreamer { :-) hard not to imagine from the short post}.
Here's how I think about money. There are only 3 categories / contexts (buckets) that my earned money falls into. Savings is my emergency fund. I keep 6 months of total expenses (expenses are anything in the consumption bucket). You can be as detailed as you want with this area but I tend to leave a fudge factor. In other words, if I estimate that I spend approximately $3,000 a month in consumption dollars then I'll save $3,500 times 6 in the bank. This money needs to be liquid. Some people use a HELOC, other people use their ROTH contributions. In any case, you need to put this money some place you can get access to it in case you go from accumulation (income exceed expenses) to decumulation mode (expenses exceed income). This money is distinct from consumption which I will cover in paragraph three. Investments are stocks, bonds, income producing real estate, small businesses, etc. These dollars require a strategy. The strategy can include some form of asset allocation but more importantly a timeline. These are the dollars that are working for you. Each dollar placed here will multiply over time. Once you put a dollar here it shouldn't be taken out unless there is some sort of catastrophe that your savings can't handle or your timeline has been achieved. Notice that rental real estate is included so liquidating stocks to purchase rental real estate is NOT considered removing investment dollars. Just reallocating based on your asset allocation. This bucket includes 401k's, IRAs, all tax-sheltered accounts, non-sheltered brokerage accounts, and rental real estate. In general your primary residence is not included in this bucket. Some people include the equity of their primary residence in the investment column but it can complicate the equation and I prefer to leave it out. The consumption bucket is the most important bucket and the one you spend the most time with. It requires a budget. This includes your $5 magazine and your $200 bottle of wine. Anything in this bucket is gone. You can recover a portion of it by selling it on ebay for $3 (these are earned dollars) but the original $5 is still considered spent. The reason your thought process in this area is distinct from the other two, the decisions made in this area will have the biggest impact on your personal finances. Warren Buffett was famous for skimping on haircuts because they are worth thousands of dollars down the road if they are invested instead. Remember this is a zero-sum game so every $1 not consumed is placed in one of the other buckets. Once your savings bucket is full every dollar not consumed is sent to investments. Remember to include everything that does not fit in the other two buckets. Most people forget their car insurance, life insurance, tax bill at the end of the year, accountant bill, etc. In conclusion, there are three buckets. Savings, which serve as your emergency bucket. This money should not be touched unless you switch from accumulation to decumulation. Investments, which are your dollars that are working for you over time. They require a strategy and a timeline. Consumption, which are your monthly expenses. These dollars keep you alive and contribute to your enjoyment. This is a short explanation of my use of money. It can get as complicated and detailed as you want it to be but as long as you tag your dollars correctly you'll be okay IMHO. HTH. "There is a distinction between putting a lot of hours into building a semi autonomous business and having your Accountant and Tax Lawyer find legal loopholes so you can avoid millions of dollars of debt again and again.  Then you are using the word ""passive income"" wrong.    ""What would become of an economy if 50% of a population decided they didn't like working and so took up speculating stock prices full time?""  50%+ of the population isn't intelligent enough to even do this.  The ones that are probably don't make much money.  It's a huge gamble.  What if 50% of the population decided to gamble in Vegas full time?  It's just as absurd.  ""Yes, it is ""smart"" to abuse every existing loophole, but it is not ethical and it is certainly not sustainable without being to the detriment of others. I prefer a system where people have integrity and where manipulating others is looked down upon, rather than admired.""  I still don't know where you even got this idea.  I've read the book and he doesn't even really talk about this.  ""but it is not ethical and it is certainly not sustainable without being to the detriment of others""  You're right, it isn't, which is why most people don't do it for a living." In the end you, your dad, and your brother should come to an agreement so there's no surprises or unfulfilled expectations, but here's my opinion: If you can afford to make the additions now: I would offer to pay fully for the addition, with the understanding that the additional value that it generates is yours.  That keeps everything in your name, and should be fair since you pay for the expense and someday reap the benefit. If you can't afford to make the additions now: I see two options: have your brother buy your father's house, giving you half of the proceeds, and use those proceeds to make the addition as above, or split the cost of the addition and have some sort of contract drawn up promising to reimburse him (with the amount of the reimbursement very clear, like XXX dollars plus accrued interest at Y% annually) as a condition to selling the house.   One other part you didn't mention is any compensation you get for keeping your father at your house.  What compensation (if any) you get is not as important as making sure that the three of you all agree on what is fair.   In any case, clear, honest communication and full agreement is key. There is a very real risk that when your father's estate is settled that there will be disputes over what the agreement was and who it entitled to what.  Having everything in writing may sound cold, but it keeps everyone on the same page. As other people have said, a few thousand dollars isn't going to make any significant difference in what you pay - if you put an extra 1% down, and redraw all the documents accordingly, your payments are going to be roughly 1% less per month.  So, for example, $1800 per month would become $1780 or so per month.   You're much better off keeping the money as an emergency fund: When you buy a house, there are a lot of things that can go wrong (as is the case with your car, if you have one, and with medical expenses, and helping out a relative, not to mention losing your job, and so on).  It doesn't sound like you have all that much money, because if you did, you would have put 20% down and avoided Private Mortgage Insurance, saving yourself a lot more money than 1%. So having a few more thousand in the bank sounds like a good thing. I think you've made a perfectly valid suggestion, and, if your son is struggling somewhat financially now, one that may be very welcome. If you agree to forgive the debt at this time in lieu of a similar amount forgone in future inheritance, it will eliminate the never ending interest-only payments, free up $200+ a month for you son on a tight budget, and improve your own credit score once you pay off the credit line. It's also, in my opinion, a good idea to be open about this in advance with your other children heirs so that everyone will understand what is expected during the eventual probate. My paternal grandfather was the recipient of a great deal of financial largess from his wealthy mother during her life, and it was fully understood by him, her, and his siblings, that in exchange he would not share in her estate when she passed. He didn't, there were no problems, and he and his siblings stayed close for the rest of their lives. The best way is to not participate in the expensive habits at all.  Try to direct your friends to cheaper venues.   It's important to note that some hobbies are a large investment.  Shooting sports, model airplanes, and customizing vehicles are all examples of hobbies you might want to avoid when you're on a budget. Right, in that case disregard most of what I've said that's specific, especially on the law bits. Check with someone local (or check the court websites) if small claims court is an option, and if you get a judgement what options there are to collect. A collection agency can also take the legwork out of that, mostly at the customer expense. And selling off debt is still an option, the US industry for that is even bigger than in the Netherlands. And your loss on that is most likely tax deductible, so ask yourself how much your time and aggro is worth. "For starters, if you're not making any money doing something, it's a hobby. It sounds like you want to work for the current owners making THEM money as a hobby. If that floats your boat, go crazy.   Show enough motivation and they may offer to ""sell"" you the business for $1, or some other surprisingly low dollar figure. This will seem like a gift worth dropping out of school for, but be extremely careful before getting excited.   Odds are when you take over the business, you end up assuming their debts too. Mortgages, rent payments, back payroll, equipment loans/leases, and possibly any back/late payments from before your takeover.    Use your first few weeks as an academic study ""for a school project"". Get a copy of their books, find out where the consistent money is and see how to grow that. They may be selling games at a loss because their crowd consistently buys enough beer to cover expenses. Or maybe the money from that stupid crane game covers the electric bill for the whole place because Bill has a problem.   Learn, study, and ask more for information as payment than cash. The only way it make real money is to actually take over ownership of the place, so take the long view and build toward that instead of a salaried manager gig or something."