Something I did to help my grandson who was terrible with money was putting him to work in my company, I monitored his money spend through my accountant, I paid him daily sometimes weekly but I found quite quickly not giving it to him in a lump sum it he managed it much better, also I paid him electronically which seemed to help, but ultimately without my bookkeepers & I monitoring it & his determined attitude to change we wouldn't be here, I use ember.co/ to help the. finances, but there are others you can use; www.techradar.com/uk/best/best-accounting-software this blog might help. All the best & I hope this comment helps!
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