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I am sorry to hear about your situation. With the tenancy agreement as he moved out of the property and the early termination was agreed that could be seen as a surrender as it was agreed by mutual consent, the new agreement would stipulate the current agreed terms so he cannot back out of this and rely on the previous agreement. If he does not pay rent or you wish to end the agreement you have possible routes in the serving of a section 8 or section 21 notice should things get messy so to speak.
In relation to his claim for monies for the purchases or work undertaken he has to produce invoices for this and cannot pluck a figure out of thin air. He can consider issuing a small claims monetary claim however he would need evidence of the works undertaken so receipts as well as invoices which would need to have been produced to you.
He gave notice of his intention to end the tenancy and this was accepted by you so theres arguable case that this terminated and a new tenancy was entered into. You should check the terms of your tenancy in relation to the termination also. He has no claim in relation to the works but if he wants to insist on it he can issue a claim to the court and will be unsuccessful.
You should provide notice of entry, in an emergency its 24 hours, if not 48 hours. You may want to consider a section 21 notice if you need the property back and he is not responding.
There is no basis for his claim for the £3000. If he is not a tradesman and issued an invoice for works, or purchased any items he has no claim. You can refuse to pay this and inform him he can make a claim to the courts and will be unsuccessful. In regard to the tenancy agreement he has arguably accepted this by moving back in and paying rent. You can ask him to leave or you can issue a section 21 notice and take the court route to evict him.
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If a tenant has missed their rental payment due date they will be in breach of the tenancy and owe rent arrears. You will need to write to the tenant to inform them of the arrears and request payment.
If the tenant pays monthly you will have to wait for at least 2 months arrears to then issue a section 8 claim for possession.
As i said if the arrears are 2 months you can issue a section 8 notice.