On Christmas day 1788, just three months after his father had died, Asgill's younger sister Harriot Maria (1767-1790) wrote her will, with no witnesses and no legal representation. By April 1790 she had died, aged 22, leaving a substantial fortune to her family; her will also stating "if there is money left unemployed I desire it may be given in charity"; and going on to say: "I hope there will be no objections made …". Whether it had been her intention, or not, the fact is that £2,000 was left "unemployed" which amounts to the equivalent of £303,532 in 2020. Following their mother's death, then, on 27 February 1818, Charles Asgill's youngest sister, Caroline, and her husband Richard Legge, took the matter to court (and appeal), with the final judgement declaring that the money "left unemployed" must go to charity, stating "There never has been a case in which the executors have been permitted to take the residue for their own use …" The family squabbles about money ran deep and Asgill makes it clear in his will that if these continue all the individual bequests to his family will be revoked. With regard to his sister Caroline Legge he states: "And if my said sister and her present or any future husband shall, if living, refuse to comply with the condition hereby required of them, then I revoke the bequests hereby made to or in favour of the children of my said sister, living at my decease, and I give in such case all sum or sums of money and legacies hereby bequeathed to or in favour of such children to the present children of the said Sir Charles Ogle brother-in-law equally to be divided between them". The same terms apply to them all.