See my first posts all at the top. He is a nomad, he can just invoice the company from "his" house in Hong Kong or pay himself a salary in Hong Kong. As he is mainly in let's say South East Asia and nowhere tax resident, Hong Kong won't tax it and he has it free. Alternatively, he can register in Georgia as self-employed and pay 1% tax even he is not there. Or he goes to Dubai etc. and draws a salary. If the company keeps running, makes 20k profit and he pays 100k salary, he can pull out quite some money.
They main thing is that the salary must be justified. I.e. it must be at a fair market value to the work performed and it must be in relation with the business. Also, the activities which generate the loss should be at least loosely related to the past activities. In all other cases, there is a chance that they won't accept the expenses. About the last one, I am not sure about Estonia, but for most jurisdictions they won't let you offset losses with gains from completely unrelated activities. (You cannot buy a bankrupt construction company with losses of 10M in the last years to and then do crypto trading and do carryforward of the 10M losses to get 10M profit tax free.)
If he was doing crypto something, he could invest in a new sh1t coin, nft or metaverse. He has huge software development costs and travels around the globe to convince investors and look for partners. Unfortunately, the metaverse was a Duke Nukem forever and takes 30 years. After 5 years he invests an additional 100k from his own savings but after 10 years there really is no money left and he closes the company.
If he was doing Amazon sales, he could invest in product development for his own products and have sample expenses etc. for it. This investment will the unfortunately never materialise and generate losses over 8 years until the company is closed at zero balance. It then would be best to keep at least some sales running.
