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I once played a (somewhat crazy) game of Monopoly where there were too many players, so not enough properties to go around. I ended up with close to zero property but lots of cash. So I made an "investment" in another player. She had great properties (the dark greens) but very little cash; I gave her a couple thousand dollars to build with the agreement that I would get a certain percentage of all income from those properties (I believe it was a 50/50 split) and I would not need to pay if I landed on one of the properties in question. Is this a legal deal? We considered it a form of trading -- I gave her money and in return I would get money in the future.

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I'm curious, how did the other players react to your deal? – SQB Jan 22 '14 at 11:41
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They made other kinds of deals... they weren't happy about players "teaming up" essentially (and considering the nature of Monopoly that's understandable) but they got over it and we had a great time. – Jason Jan 22 '14 at 12:00
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That is a really interesting idea - although could result in a bit of a slow ending if it pays off. As you both eliminate players and share the properties (how do you determine who gets what as some may be more beneficial to one or the other?) those original properties won't be able to end the game quicker. – Ian Jan 22 '14 at 12:30
    
Try playing Imperial 2030 where investing in other states/companies is part of standard play. – Alex In Paris Jan 22 '14 at 14:34

From the Official Monopoly Rules by Hasbro (my emphasis):

MISCELLANEOUS:
Money can be loaned to a player only by the Bank and then only by mortgaging property. No player may borrow from or lend money to another player

Any exchange of money for future considerations is a form of loan, so by the official monopoly rules your actions are illegal. One is always allowed to invent a new game based on an existing one, through the use of common agreement on house rules, but one cannot then meaningfully call it by the name Monopoly.

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OK, what if the "investment" also included an exchange of property, e.g. the investor gives cash (intended for use to build on a monopoly) and in return gets a single property (probably one not worth very much), so that it's the sale of property, in addition to the future returns. – Jason Jan 23 '14 at 5:50
    
The only financial instrument recognized under the rules is the Mortgage, and it's only valid payee is the Bank. Your game may be fun to play, and well defined, but it is not Monopoly. – Pieter Geerkens Jan 23 '14 at 12:05
    
Buying properties from each other for cash is not the same as a loan. It's completely permissible. – thumbtackthief May 23 '14 at 19:00

While you are technically allowed to make such a deal, due to the fact that trading allows you to give another player money; there is nothing in the rules that would enforce your opponent to keep her end of the deal. If you later landed on the property in question, she would be fully within her rights within the rules to ask you to pay, and you would have to pay according to the rules. Similarly, if she makes money from someone else on that property, there is no rule that requires her to give you part of that money.

So as long as you fully trust her to do what she says in the future, you would be allowed within the rules to do this.

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i have played this way before: (my regular strategy) investing in another players land to build property or getting investment from a player to build property on my land. there is nothing written in the rule book about investment. so i assume that if it doesnt say "you cant" then it is allowed. the following issues arise: 1. if one of the players land on a different (concurrent player's) property and doesnt have cash to pay off, then selling properties was a big issue. so we had an actual written contract on what happens if that occurs. how we sell off property. 2. having multiple investments in different players or having multiple investors on your land. here we applied the rule where the land owner must have 51% of the invested land value, if someone else has more than 51% of the shares then land ownership is transferred to that player. also whoever has the 51% percent makes the decision of selling property/land, put on mortgage and etc. when a player decide to invest in more property (increase number of houses or upgrade to hotels) the other player(s) must invest too in order to keep their share % in order to have a respective return of investment. when one is in need of cash he must offer to sell shares to the other investor first before selling to bank. 3. what happens when all the other teams/players go bankrupt. how do we share the lands? what we did was either we win as a team or we divide property on mutual agreement or we sell property and give out cash respectively to players who invested and the land owner has the land owned without property (unless he decides to invest himself) and continue the game (2 players playing head to head is slow and boring). 3.1 also a sub issue. when they sell property back to bank the value is twice less than the original purchased price. this means the value of the shares is not increased. so the land owner has more advantage should they decide to sell property. 4. it is very difficult to explain concept of investments and shares to players who are not familiar with these business concepts. and explaining these rules and concepts takes 60-80% of overall playing time. (arguments and even fights arise when one of the players goes bankrupt).

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