My parents are already retired but they never have money. What they get from their pensions is enough for them to live relatively comfortably and even save some money each month. My brothers and I ran the numbers.

My dad lost his job in 2007 and ever since he's tried to make his farm work, but it has never provided a positive ROI. What he's been doing since then is selling his assets one by one. He's sold almost all the farm already. He also sold the 2 jeeps with which he would go in the farm, so now he can't even go in it like before. Even after selling almost all his assets, he's still in debt and never has money, because he keeps doing the same thing over and over again.

I believe he retired in 2017. What my mom gets from her pension is barely anything, so it's mainly my dad's that matters.

I told him years ago to stop wasting his money and just either sell off the entire farm in one go, or look for a partner, or rent it, but he's never listened. He insists on doing everything himself.

My parents never have money to fix anything in the house, give anyone presents, or now, pay the bills. I blame them both because they have never made a budget or basic money management. They spend on superfluous things like cable and other nonsense. My mother is deeply resented with him but I also blame her for not being firm enough with him all these years.

My brothers and I all started helping them out last month. However, now I feel that we will just be enabling my dad to perpetuate this self-destructive cycle he's been on because he will feel he can spend more money since we will be helping them out.

I know you should help those in need, and especially your parents and family more than anyone, but the thing is that they actually have enough money to live comfortably and even save but they just don't manage it well at all. They refuse to make any changes, and want to keep doing the same things. Now it's affecting us because we're also sort of tight at the moment.

I hate to say it but helping them seems like giving money to drug addicts. They won't do anything with it and will remain in the same place because they won't change.

I've been telling my brothers we seriously need to speak with my dad and tell him to cut the BS once and for all and get rid of the farm.

If you know all the numbers of their monthly budget and what the farm is worth, maybe you can convince him that he needs to “downsize” and sell part of the farm?  He could keep the part he likes, and still work on it.  Selling part of it would 1) reduce property taxes, 2) give them some cash to save, 3) give them $ for repairs. 
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Hard to give a good answer without knowing more details but you can have a nice homestead with 5-10 acres.  Sometimes even 2-3.  It’s better to have a nice, working small farm than a large mess.  

Some of this advice applies. Just for starters, supporting your parents means food and shelter, not vacations or cable TV. 
If they recently retired, they must be Boomers, and that generation is the worst when it comes to feeling entitled to luxuries just because they quote-unquote did their time and technically worked for a few decades. It doesn't matter if their lifestyle is unsustainable financially due to a retirement and/or death of a spouse, they still feel like they don't deserve to go backwards in their standard of living.

https://www.cathinfo.com/anonymous-posts-allowed/poor-mother-and-freeloading-siblings-a-package-deal/

My parents are already retired but they never have money. What they get from their pensions is enough for them to live relatively comfortably and even save some money each month. My brothers and I ran the numbers.

My dad lost his job in 2007 and ever since he's tried to make his farm work, but it has never provided a positive ROI. What he's been doing since then is selling his assets one by one. He's sold almost all the farm already. He also sold the 2 jeeps with which he would go in the farm, so now he can't even go in it like before. Even after selling almost all his assets, he's still in debt and never has money, because he keeps doing the same thing over and over again.

I believe he retired in 2017. What my mom gets from her pension is barely anything, so it's mainly my dad's that matters.

I told him years ago to stop wasting his money and just either sell off the entire farm in one go, or look for a partner, or rent it, but he's never listened. He insists on doing everything himself.

My parents never have money to fix anything in the house, give anyone presents, or now, pay the bills. I blame them both because they have never made a budget or basic money management. They spend on superfluous things like cable and other nonsense. My mother is deeply resented with him but I also blame her for not being firm enough with him all these years.

My brothers and I all started helping them out last month. However, now I feel that we will just be enabling my dad to perpetuate this self-destructive cycle he's been on because he will feel he can spend more money since we will be helping them out.

I know you should help those in need, and especially your parents and family more than anyone, but the thing is that they actually have enough money to live comfortably and even save but they just don't manage it well at all. They refuse to make any changes, and want to keep doing the same things. Now it's affecting us because we're also sort of tight at the moment.

I hate to say it but helping them seems like giving money to drug addicts. They won't do anything with it and will remain in the same place because they won't change.

I've been telling my brothers we seriously need to speak with my dad and tell him to cut the BS once and for all and get rid of the farm.

The bolded statements confuse me.  Do they have enough money or not?  In one breath it sounds like they do, but in another it sounds like they don't.

I can relate to your situation to some degree as my husband and I had to pay off the mortgage on my in-laws home/buy the house because they didn't have enough money to live in it if they had to pay a mortgage on top of their living expenses.  

Would you be able to do the same with your father's farm? Can you buy what's left of it?  Then you would have complete control over how to manage it.

The bolded statements confuse me.  Do they have enough money or not?  In one breath it sounds like they do, but in another it sounds like they don't.

I can relate to your situation to some degree as my husband and I had to pay off the mortgage on my in-laws home/buy the house because they didn't have enough money to live in it if they had to pay a mortgage on top of their living expenses.  

Would you be able to do the same with your father's farm? Can you buy what's left of it?  Then you would have complete control over how to manage it.

Yes, they get enough money to live and save each month, but my dad spends it all on the farm and paying workers, so they never really "have" anything.

If he stopped spending on the farm and other things NOW, he would have enough each month, but he never stops.

Like I said, they have never done budgeting or tried to cut costs. They don't keep track of anything so they have no idea how much money goes where.

They don't pay any rent. They've always owned the house they live in.

No, none of us can buy the farm from him, and he would probably not agree to it anyway.

Some of this advice applies. Just for starters, supporting your parents means food and shelter, not vacations or cable TV.
If they recently retired, they must be Boomers, and that generation is the worst when it comes to feeling entitled to luxuries just because they quote-unquote did their time and technically worked for a few decades. It doesn't matter if their lifestyle is unsustainable financially due to a retirement and/or death of a spouse, they still feel like they don't deserve to go backwards in their standard of living.

https://www.cathinfo.com/anonymous-posts-allowed/poor-mother-and-freeloading-siblings-a-package-deal/

Yes, that's absolutely right. They're Boomers and have been wanting to keep up the same standard of living they had in the past when they both worked and had more money from other things.

Can you and your brothers work it with them to be in charge of seeing their bills are paid using THEIR money??  And then, work at what you can concerning damage control in the other areas. 

What kind of crops is he growing?  A good farmer is out in the fields with his men.