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Usually a terrible idea.

Possible exceptions would be if someone is in your peer group and you’re close enough to them to truly know their circumstances and that they are a competent person who faced a series of highly unlikely events that created a temporary liquidity issue with a clear exit path to paying you off, and ideally some security collateral and a written contract.

However, be especially wary or loaning money to people you used to be really close to but have maybe drifted away from. You’ll be shocked at how someone who used to have it together in high school or college no longer has it together at all and is hiding a drug addiction or something similar from the world. And you’ll also be shocked at how people can justify not feeling guilty about not paying you back because you’re doing better than they are financially.

It is rarely the case that you are the most logical lender for someone who actually has the capacity to pay you back. It can be the case if it’s a short term loan in unique circumstances and them dealing with a traditional lender would simply take too much time.

Source: personal experiences

"Now youse can't leave." -Sonny LoSpecchio
 

My rule of thumb is, don't lend money to someone that you wouldn't be comfortable giving to them as a gift. Because chances are, you won't see that money again. Depends on the person of course. I try to assume positive intent and see the good in others. 

 

No personal experience with this myself, but here is what I’ve heard to keep strong relationships with someone when you lend them money:

Never make it a loan that requires repayment. Make it a gift. 100% theirs, no repayment/interest or anything. Just free money. Do it ONLY on the condition that they will NEVER ask you for money again.

All of this assumes you are very close to this person or trust them enough in the first place. They have to know that you will be kind, but you won’t be taken advantage of.

Once again, not my personal experience but this might help moving forward.

 

-

"If you always put limits on everything you do, physical or anything else, it will spread into your work and into your life. There are no limits. There are only plateaus, and you must not stay there, you must go beyond them." - Bruce Lee
 

No. 

But if you do, be prepared that they may never pay you back, and actually ghost you (thus losing that friendship). Has happened to me in the past. 

 

“Do people ever ask you for money? Does it damage your relationship? Will someone asking for money always be broke?“


Yes. No. No. 

You’re welcome :)

 

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