1099-DIV between Decendent & Estate

My father passed away in 2019. The probate attorney stated we could wait until close of probate to transfer his stocks (due to covid, final distribution has been pushed out to 2021). His 2020 investment income is reported under his SSN rather then the trust TIN. Do we have to issue 1099-DIV between him and the estate, or is there a workaround on Form 1041?

 

To complicate this further, the fiscal year ended in August 2020, so I also have the task of allocating income to the applicable periods.  Unless I am missing something, the IRS does not make filing 1099s very easy for individuals, and I would have at least 10 forms to correct/file. Thank you for any insight you can offer as I continue to research!