i.e. as for your #1?
In prior years, some brokerages had started removing their specially-formatted tax software import files as early as July. No telling what Fidelity and Chas Schwab are doing until it's too late.
Sometimes if you call and ask a brokerage agent, they just tell you about the PDF downloads that are in your account (that are usually available for a number of years back), and don't really know about the availability of the specailly-formatted tax import files.
Certainly, if you already have the desktop software installed already, you could start your tax file, and attempt the imports now, so that you have that data in your tax file (if the brokerages still have the files for you), and then complete the rest of your filing before 15 October.
____________*Answers are correct to the best of my knowledge when posted, but should not be considered to be legal or official tax advice.*
