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long term loan to friend

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over a ten year period i loaned money to a friend and it is now a huge loan which he promising he will pay back but my patience has run out. a year ago i said please just pay me weekly or monthly something to knock off the debt, but he cant even manage to be reliable with that. he now has no job or assets! and he has an IVA to his name. his house is owned by his dad and is worth about 350k. its owned outright. after his recent sacking from a job i said to him this isnt working, your not able to pay me regularly so i want another solution. my suggestion is have his house re mortgaged as a buy to let and he can then pay me off and pay the rent to his dad to cover the mortgage. i have even suggested taking a settlement or half the amount just to draw a line under it. 
i must add i believe this friend means well but appears cursed when it comes to running businesses or staying in jobs. he has lived off me and his dad for years. he has some form of adhd but can come across as a bully and not realise his actions are wrong until later. so just after some advice. i thought his parents were decent people and ive known then since we were kids but the longer this drags on the more it feels like i am trying to get blood out of a stone! 
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  • Pollycat
    Pollycat Posts: 35,801 Forumite
    Part of the Furniture 10,000 Posts Name Dropper Savvy Shopper!
    What paperwork/documentation do you have about this loan?

  • RAS
    RAS Posts: 35,722 Forumite
    Part of the Furniture 10,000 Posts Name Dropper
    It's not clear if this was a single sum you loaned him or multiple sum you lent over the years? Unless you started court action re the first sum within 6 years it will be statute barred

    Only sums lent within the last 6 years would normally be enforceable.

    If he has an IVA, this debt will be included. Speak to his Insolvency Practitioner. Details will be Insolvency Register.
    If you've have not made a mistake, you've made nothing
  • bouicca21
    bouicca21 Posts: 6,698 Forumite
    Part of the Furniture 1,000 Posts Name Dropper
    As Judge Judy always says in such situations, if you kept on loaning money after he failed to pay you back the first time, then you had no realistic expectation of repayment.
  • Wyndham
    Wyndham Posts: 2,615 Forumite
    Part of the Furniture 1,000 Posts Photogenic Name Dropper
    Never lend to a friend. It's likely to cost you both the money and the friendship.

    Unless you had something in writing, it's unlikely that you'll ever see the money again. And even if you do, it's far from a given.

    Sorry - I know that isn't what you want to hear....
  • justwhat
    justwhat Posts: 723 Forumite
    Fifth Anniversary 500 Posts Name Dropper
    how much was it ?
    Have you anything in writing and how did you give him the money?

  • TBagpuss
    TBagpuss Posts: 11,236 Forumite
    Part of the Furniture 10,000 Posts Name Dropper
    It may be in your interests to send a formal letter before action with a view to applying to court to recover the debt. It may well mean that you get nothing - if he has no assets there is nothing against which to enforce it, but it might focus his mind. If he is in employment it may be possible to then apply to enforce it by way or an attachments of earnings but 'm not sure how easily that would be granted so you'd need to decide whether it's worth getting legal advice and pursuing it . Was the debt to you including in the IVA? 
    All posts are my personal opinion, not formal advice Always get proper, professional advice (particularly about anything legal!)
  • london21
    london21 Posts: 2,159 Forumite
    1,000 Posts Fourth Anniversary Name Dropper
    Better to give what you can afford to lose.

    Such situation does not always end well.
  • goater78
    goater78 Posts: 193 Forumite
    100 Posts Photogenic
    Wyndham said:
    Never lend to a friend. It's likely to cost you both the money and the friendship.

    Unless you had something in writing, it's unlikely that you'll ever see the money again. And even if you do, it's far from a given.

    Sorry - I know that isn't what you want to hear....
    I don’t agree with this. Generally lending money to a friend is not likely to cost you the money and friendship. 

    I would guess the majority of people who lend money to a friend get paid back without any issues. Obviously in this scenario sounds like the OP has lost the money but this is an exception to the rule. 
  • london21
    london21 Posts: 2,159 Forumite
    1,000 Posts Fourth Anniversary Name Dropper
    goater78 said:
    Wyndham said:
    Never lend to a friend. It's likely to cost you both the money and the friendship.

    Unless you had something in writing, it's unlikely that you'll ever see the money again. And even if you do, it's far from a given.

    Sorry - I know that isn't what you want to hear....
    I don’t agree with this. Generally lending money to a friend is not likely to cost you the money and friendship. 

    I would guess the majority of people who lend money to a friend get paid back without any issues. Obviously in this scenario sounds like the OP has lost the money but this is an exception to the rule. 
    Growing up, I observed my mom would rather give what she has than lend money to people including family and friends.

    There is a reason because when people want to lend money they are happy with you, when it's time to pay back thats when vibes start to change.

    Maybe not everyone but money can ruin relationships both family and friends.
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